Search Images Maps Play YouTube News Gmail Drive More »
Sign in
Screen reader users: click this link for accessible mode. Accessible mode has the same essential features but works better with your reader.

Patents

  1. Advanced Patent Search
Publication numberUS2926116 A
Publication typeGrant
Publication date23 Feb 1960
Filing date5 Sep 1957
Priority date5 Sep 1957
Also published asDE1177824B, DE1546369A1, DE1546369B2, DE1546369C3, US3483077
Publication numberUS 2926116 A, US 2926116A, US-A-2926116, US2926116 A, US2926116A
InventorsKeim Gerald I
Original AssigneeHercules Powder Co Ltd
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Wet-strength paper and method of making same
US 2926116 A
Images(5)
Previous page
Next page
Description  (OCR text may contain errors)

WET-STRENGTH PAPER AND METHOD OF MAKING SAME Gerald I. Keim, West Grove, Pa., assignor to Hercules Powder Company, Wilmington, Del., a corporation of Delaware No Drawing. Application September 5, 1957 Serial No. 682,086

Claims. (Cl. 162-164) This invention relates to the manufacture of resintreated cellulosic fibers and fibrous products prepared therefrom and is directed particularly to a method for improving the wet strength of felted fibrous cellulosic materials such as paper, paperboard, shaped paper articles and the like. The invention includes the improved cellulosic fibers and fibrous products themselves as well as methods'of preparing these products from aqueous suspensions of fibrous cellulosic material such as paper pulp.

Commercial wet-strength resins presently available do not function efiectively at pHs much above 5.5. As a consequence, many grades of paper made on the alkaline side for various reasons such as'strength, softness, use.

of falkalinefillers and so on, cannot be wet-strengthened.

Moreover," the ldw pH required to effectively" use the acid-curing wet-strength resins presently available in creases machine corrosion and raises maintenance costs.

A principal object of the present invention is the pro vision of-ta ".mfilhod tor adding wet-strength to -any type of paper regardless of whetherit is produced under acid, neutral or alkalinerconditions.

Inaaccordance with'thednvention, the-above and other objects are accomplished'byapplying to fibrouscellulosic material such as paper pulp an uncured thermosetting In the preparation of the cationic resins :co-ntemplated for use herein, the dibasic carboxylic acid is first reacted with the polyalkylene'polyamine, preferably in aqueous solution,. underconditions.suchasto produce a-watersoluble polyamide containing-the recurring groups wh'eren and x are each 2 or more and 'Ris the divalent hydrocarbon radical of the dibasic carboxylic acid. This water-solublepolyamide is then reacted with epichloro hydrin to .form the water-soluble cationic therrnosetting resin.

The dicarboxylic acids contemplated for use in preparirigthe resins. of the invention .are the saturated aliphatic dibasic carboxylic acidscontaining from 3'to 10carbon atoms such as succinic, adipic, azelaic and the like. The saturated dibasicacids having from 4'to 8carbon atoms inthe molecule are preferred." Blends of two or. more of the saturated 'dibasic carboxylic acids may;.also.

be used."

A variety of polyaltkylene polyamines including polyethylene polyamines, polypropylene polyamines, polybutYlenepo1yamines-and so "on may be employed of which It hasbeen found that resins of,

nited States Patent- 6 Z,926, l l6 Patented Feb. 23, 1960 the polyethylene polyamines represent an economically;

preferred class. More specifically, the polyalkylene polyamines contemplated for use may be represented as polyamines in which the nitrogen atoms are linked together by groups of the formula -C,,H where n is a small integer greater than unity and the number of such groups in themolecule ranges from two up to about eight. nitrogen atoms may be attached to adjacent carbon atoms in' 'the group -C,',H or to carbon atoms further apart, but not to the same carbon atom. This invention contemplates not only the use of such. polyamines as diethylenetriamine, triethylenetetramine, tetraethylenep enta mine, and dipropylenetriamine, which can be obtained in' reasonably pure form, but also mixtures and. various crude polyamine materials. of polyethylenepolyamines obtained by the reaction of ammonia andethylene dichloride, refined only to the extent-of removal .of chlorides, water, excess ammonia, and ethylenediamine, is a very satisfactory starting material. The tennpolyalkylene polyamine employed in the claims, therefore, refers to and includes any of the polyalkylene polyamines referred to above or to a mixture of such polyalkylene polyamines.

It is desirable, in some cases, to increase the spacing of "secondary amino groups on the polyamide moleculeenediamine, h'examethylenediamine and the like for a portion ofth polyalkylene polyamine. For this purpose,-

up to about of the polyalkylene polyamine may be replaced by 'a molecularly equivalent amount of the diamine. will serve the purpose.

The temperatures employed for carrying out the reac tion between-the-dibasic-acid and the polyalkylene polyamine mayvary. from about C. to about 250 C. or-higher at atmospheric pressure.

reduced pressures are-employed, somewhat lower temperatures may-be'utiliz'ed. The time of reaction depends on'the temperatures and pressures utilized and will ordi'rlarily vary from about /2 to 2 hours, although shorter or 'longer reaction times may be utilized depending on reaction conditions. In any event, the reaction is desirably continued to substantial completion for best results.

In carrying-out the reaction, it is preferred to use anamount ofdibasic acid sufficie'nt to react substantially completelywith the primary-amine groups of the polyalltyle'ne polyamine but insufiicient to react with the sec-- ondary amine groups to any substantial extent. This will.usually require a mole ratio of polyalkylene polyamine to dibasic acid of from about 0.921 to about 1.2: 1.

However, mole ratios of from about 0.8:1 to about 1.4:1

may be used with quite satisfactory results. Mole ratios outsideof these ranges are generally unsatisfactory.

Thus; mole ratios below about 0.8:l result in a gelled product or one having a pronounced tendency to gel while mole ratios above 1.4:1 result in low molecular weight polyamides. Suchproducts do not produce efiicient wetstrength resins when reacted with epichlorohydrin.

In converting the polyamide, formed as above described," to :a -catio-nic thermosetting resin, it is reacted with. epichlorohydrin at a temperature from about 45 C. to about 100 C. and preferably between about 45 C. and 70''C. until'th'e viscosity of a 20% solids solution at 25 C. has reached about .Cv or higher on the Gardner- Holdt scale. This reaction is preferably carried out in aqueous' solution to moderateth'e reaction. pHadjustm'ent is usual ly notnecessary However, since the pHz; decreasesduringahe polymerization: phase of the reaction The For example, the mixture Usually; a replacement of about 50% or less' For most purposes; however,- temperatures-between about C. and 210" C(h'avebeen found satisfactory and are preferred. Where itmay be desirable, in some cases, to add alkali to combine with at least some of the acid formed. This will create an environment favoring the conversion of the chlorohydrin groups to epoxide groups, thereby increasing the ratio of the latter to the former.

When the desired viscosity is reached, sufiicient water is then added to adjust'the solids content of the resin solution to the desired amount, i.e., about 10% more or less, the product cooled to about 25 C. and then stabilized by adding suificient acid to reduce the pH at least to about 6 and preferably to about 5. Any suitable acid such as hydrochloric, sulfuric, nitric, formic, phosphoric and acetic acid may be used to stabilize the product. However, hydrochloric acid is preferred.

In the polyamide-epichlorohydrin reaction, it is preferred to use sufficient epichlorohydrin to convert all secondary amine groups to tertiary amine groups. However, more or less may be added to moderate or increase reaction rates. In general, satisfactory results may be obtained utilizing from about 0.5 me] to about 1.8 moles of epichlorohydrin for each secondary amine group of the polyamide. It is preferred to utilize from about 1.0 mole to about 1.5 moles for each secondary amine group of the polyarnide.

The cationic polyamide-epichlorohydrin resins, prepared as herein described, may be applied to paper or other felted cellulosic products by tub application or by spraying, if desired. Thus, for example, preformed and partially or completely dried paper may be impregnated by immersion in, or spraying with, an aqueous solution of the resin following which the paper may be heated for about 0.5 to 30 minutes at temperatures of 90 C. to 100 C. or higher to dry same and cure the resin to a water-insoluble condition. The resulting paper has greatly increased wet strength, and, therefore, this method is well suited for the impregnation of paper towels, absorbent tissue and the like as well as heavier stocks such as wrapping paper, bag paper and the like to impart wet strength characteristics thereto.

The preferred method of incorporating these resins in paper, however, is by internal addition prior to sheet formation whereby advantage is taken of the substantivity of the resins for hydrated cellulosic fibers. In practicing this method, an aqueous solution of the resin in its uncured and hydrophilic state is added to an aqueous suspension of paper stock in the beater, stock chest,

Jordan engine, fan pump, head box or at any other'suitable point ahead of sheet formation. The sheet is then formed and dried in the usual manner, thereby curing the resin to its polymerized and water-insoluble condition and imparting wet strength to the paper.

The cationic thermosetting resins herein disclosed impart wet strength to paper when present therein in amounts of about 0.1-% or more based on the dry weight of the paper. The quantity of resin to be added to the aqueous stock suspension will depend on the degree of wet strength desired in the finished product and on the amount of resin retained by the paper fibers.

The uncured cationic thermosetting resins of the invention, incorporated in paper in any suitable manner, as described above, may be cured under acid, neutral or alkaline conditions, i.e., at pHs from about 4.0 to 10, by subjecting the paper to a heat-treatment for about 0.5 to 30 minutes at a temperature from about 90 to 100 C. Optimum results, however, are obtained under alkaline conditions. In view of this, and the rather extensive corrosion of equipment encountered at pHs below about 6.0, it is preferred to carry out the curing step at a pH from about 6.0 to about 9.0.

The following examples will illustrate theinvention.

EXAMPLE 1 Two hundred twenty-five grams (2.18 moles) of diethylenetriamine and 100 grams of water were placed in a 3fnecked flask equipped with a mechanical stirrer, thermometer and condenser. To this was added 290 grams (2.0 moles) of adipic acid. After the acid had dissolved in the amine, the solution was heated to 185200 C. and held there for 1 /2 hours. Then vacuum from a water pump was applied to the flask during the period required for the contents of the flask to cool to 140 C. following which 430 grams of H 0 was added. The

polyamide solution contained 52.3% solids and had an acid number of 2.1.

To 60 grams of this polyamide solution in a roundbottom flask were added 225 grams of H 0. This solution was heated to 50 C. and 12.5 grams of epichlorohydrin were added dropwise over a period of 11 minutes. The contents of the flask was then heated to 60- 70 C. until it had attained a Gardner viscosity of E. Then 150 grams of H 0 were added to the product, and it was cooled to 25 C. Eleven mls. of 3.7% HCl were then added to adjust the pH to 5.0. The product contained 9.0% solids and had a Gardner viscosity of C-D.

Tacoma-bleached kraft was beaten to a Schopper- Riegler freeness of 750 cc. in a Noble and Wood cycle beater. The pulp was then adjusted to pH 9.0 with V 10% NaOH and 1.0%, based on the dry weight of pulp, of the polyamide-epichlorohydrin resin, prepared as described, was added. The pulp was sheeted on a. Noble and Wood handsheet machine using a closed system in which the white water contained p.p.m. sulfate ion and had been adjusted to pH 9.0 with 10% NaOH. A portion of the resulting handsheets were given an additional cure of 1 hour at C. The sheets were then soaked in distilled water for 2 hours and tested for wet strength. Results are listed in the table which follows Example 4.

EXAMPLE 2 A polyamide was prepared from 319 grams (2.18 moles) of triethylenetetramine and 290 grams (2.0 moles) of adipic acid according to the procedure described in Example 1. The polyamide solution had a pH of 10.8, an acid number of 3.2 and contained 4.98% solids.

Sixty-three grams of the polyamide solution was dissolved in 225 grams of H 0. This solution was stirred mechanically and heated to 50 C. Twenty-five grams of epichlorohydrin were added dropwise over a period of three minutes. The solution was then heated to 60- 70 C. until it reached a viscosity of E (Gardner). Then it was diluted with 225 grams of H 0, cooled to 25 C. and adjusted to pH 5.0 with 11 ml. of 3.7% HCl. The product containing 8.4% solids and having a. Gardner viscosity of C, was evaluated in bleached kraft pulp according to the procedure presented in Example 1. Results are listed in the table following Example 4.

EXAMPLE 3 A polyamide was prepared according to the procedure given in Example 1 using 225 grams (2.18 moles) of diethylenetriamine and 218 grams (1.5 moles) of adipic acid and 94 grams (0.5 mole) of azelaic acid. Fiftyseven and one-half grams of the polyamide solution (55% solids) were dissolved in grams of H 0 and heated to 50 C. To this were added 15 grams of epichlorohydrin over a period of 6 minutes. This solution was then heated at 6070 C. until the viscosity of the condensate reached E (Gardner). Then grams of H 0 were added and the product was cooled to 25 C. It was adjusted to pH 5.0 by adding 10 ml. of 3.7% HCl. The finished resin had a viscosity of B (Gardner) and contained 9.5% solids. It was evaluated in paper according to the procedure outlined in Example 1. Results are listed in the table following Example 4.

EXAMPLE 4 ..Sheets, of paper were prepared and tested for wet stre gth; tr mmers tiexceptrhttrnd resin was as: pdiat'ed." Theresult'sf*are set=forthiri the following table;

The following additional exammewin "further" illus'-" trate the invention where a portion .of the polyalkylene polyamine titilizetl 'ifpreparing the resinisreplaced by adiamine. Y

EXAMPLE-5' A polyamide was-prepared lfrom' therfollowing ingrei nts Diethylenetriaminena 204.4 grams (1.9 8rno1es). Ethylenediamine....- 14.0. grams (0.24 mol) Adipic acid 290Z0g'rarns (1.98 moles).

--.-.'1'00.0 grams. I

, The procedure of Example 1 was followed 'withthe (1) The reaction mixture was following exceptions. held between 180 C. and 195 C. for 45 minutes; (2) aspirator vacuum was used during this entire period; and (3) the mixture was cooled to 140 C. and diluted with 43 0 ml. of distilled water (80 0.). amide solution contained 52.4% total solids and had an acid number of 3.4.

To 60.5 grams of this polyamide solution were added 225.0 grams of H 0. This solution was heated to 50 The poly- C. and 11.25 grams of epichlorohydrin was added dropwise over a period of about 11 minutes. The solution was then heated to 7080 C. and held at this temperature until it had attained a viscosity of E Gardner-'Holdt. It was then diluted with 173 ml. of water and adjusted to pH 5.0 with dilute HCl. The product contained 8.9% solids and had a Gardner viscosity of B-C.

Tacoma bleached kraft waterleaf sheets were tubsized (BO-second dip) in a 2.0% aqueous solution of the resin, prepared as above described, and adjusted to pH 9.0 with 10% sodium hydroxide. The sheets were squeezed (roll) and drum dried. Half were cured at 105 C. for one hour and the cured and uncured sheets then soaked in distilled water for 2 hours and tested for Mullen burst. The Mullen burst (pounds per square inchaverage of .five determinations) was 10.8 for the ,uncured sheets and 15.2 for the cured sheets as compared with a Mullen burst of less than 1 for sheets which had not been treated with the resin.

It will thus be seen that the present invention makes it possible to prepare wet-strength paper under acid, neutral or alkaline conditions and by internal addition or by surface application. While preferred embodiments of the invention have been exemplified and described herein, the invention is not to be construed as limited thereby except-as the same may be included in the following claims.

What I claim and desire to protect by Letters Patent is: i

1. A process for the production of wet-strength paper.

cell'ul'os'ic paper stock a Water-solublecationic thermosettingresin fo'rmed by"r'eactingepichlorohydrin with' a polyamide of 516 -0 saturated aliphatic' dibasic carbo'x'ylic acid and from about 0.8 'to about 1.4 moles,

per l-hole; or dibasic acid of a polyalkylene polyamine. at a temperaturefrom about -45' C'. to about 100 C.,. said' polyaniide"acoiitaining secondary amine groups, the.

ratio of epichlorohydrin to secondary amine groups of said polya'mi'cle bein'g fromabout10.5 to 1 to about 1.8'

to=-1-, adsorbingfrom about. 0.1-5% of said resin on' saidpaper stock, formingthe stocks'o treated into a sheet,- and heating th'e sheet to cure the resin toa-water-insolw 3'5 pro'e'ess for the production of wet-strength paper which comprises addin'g to an aqueous suspension of cellulosic paper stock a water-soluble cationic thermosett-iiig resin" formed by reacting, at a temperature from abo'ut45 C. to"about"100C., epichlorohydrin witha polyamide of'a "Ci .satu'r'ated -aliphatic dibasic car.- box'ylic acidp fro about-018 to'about' 1.4 moles, per

aliphatic diamine, the amount'of said aliphatic diamine not exceeding 50% by weight of the polyalkylene polyamine, said polyamide containing secondary amine groups, the ratio of epichlorohydrin to secondary amine groups of said polyamide being from about 0.5 to 1 to about 1.8 to 1, adsorbing from about 0.15% of said resin on said paper stock, forming the stock so treated into a sheet, and heating the'sheet to cure the resin to a water-insoluble state.

4. A process for the production of wet-strength paper which comprises incorporating therein from about 0.1% to about 5%, based on the dry weight of the paper, of a cationic thermosetting polyamide-epichlorohydrin resin obtained by (1) reacting a C -C saturated aliphatic dibasic carboxylic acid with from about 0.8 to about 1.4 moles, per mole of dibasic carboxylic acid, of a polyalkylene polyamine at a temperature from about 110 C. to about 250 C. to form a polyamide containing secondary amine groups and (2) reacting the polyamide with epichlorohydrin at a temperature from about 45 C. to about 100 C. and at a ratio of epichlorohydrin to secondary amine groups of the polyamide of from about 0.5 to 1 to 1.8 to l to form a watersoluble cationic thermosetting resin, said resin having been cured to a water-insoluble state.

5. A process for the production of wet-strength paper which comprises incorporating therein from about 0.1% to about 5%, based on the dry Weight of the paper, of a cationic thermosetting polyamide-epichlorohydrin resin obtained by (1) reacting a C -C saturated alyphatic dibasic carboxylic acid with a polyalkylene polyamine in a mole ratio of polyalkylene polyamine to dibasic acid of from about 0.8 to 1 to about 1.4 to 1 and at a temperature from about 160 C. to about 210 C. to form a polyamide containing secondary amine groups, and (2) reacting the polyamide with epichlorohydrin at a temperature from about 45 C. to about 70 C. and in a ratio of epichlorohydrin to secondary amine groups of said polyamide of from about 0.5 mi to about 1.8 to 1, and then curing the resin to a water-insoluble state. 6. A paper product having improved wet strength comprising sheeted cellulosic fibers containing from about 0.1% to 5%, based on its dry weight, of a cationic thermosetting resin, said resin comprising a watersoluble reaction product of epichlorohydrin and a poly. amide containing secondary amine groups, the ratio of epichlorohydrin to secondary amine groups of said poly- C =G saturated aliphatic dibasic carboxylic acid and? a polya1kyle'i1e polyamiiie in a mo'le ratio ofpolyalkylene 5 polyamine -to dibasic-acid oi from about 0.8 .tor1 tov about 1.4" to lt and then-curing the resin=to a water-ins. soluble'-s'tat'e'.'-* i I 29A process tor the-production of wet strengthpaper 1 which comprises adding to an aqueous suspension of polyamide being obtained by heating'together ,at a temperature from about 110 C. to about 250. C. a C -C I saturated aliphatic dibasic carboxylic acid and fro1nabout 0.8 to about 1.4 moles, per mole of dibasic acid, of a polyalkylene polyamine, saidresin having been cured to a water-insoluble state. 1 g

7. A paper product having improved wet strength comprising sheeted cellulosic fibers containing -from about 0.1% to 5%, based on its dry weight, of a cationic thermosetting polyamide-ep'ichlorohydrin resin" obtained by (1) reacting a C -C saturated aliphatic dibasic carboxylic acid with from about 0.8 to about 1.4 moles, per mole of dibasic acid, of a polyalkylene polyamine at a temperature. from about 110 C.t about 250 C. to form a polyamide containingsecondary amine groups and (2) reacting the polyamide with epichlorohydrin at a temperature from about ,45" C. to about 100 C. and at a ratio of epichlorohydrin to secondary amine groups of the polyamide of from about 0.5 to 1 to 1.8 to 1 to form a water-soluble pationic thermosetting resin, said resin having been cured to a water-insoluble state. I

8. A paper product having improved wet strength comprising sheeted cellulosic fibers containing .from about 0.1% to 5%, based on its dry weight, of a cationic thermosetting polyamide-epichlorohydrin resin obtained by (1) reacting a 0 -0 saturated aliphatic dibasic carboxylic acid with a polyalkylene polyamineina mole ra tion of polyalkylene polyamine to dibasic acid of from about 0.8 to 1 to about 1.4 to l and at a temperature from about 160 C. to about 210 C. to form a polyamide containing secondary amine groups, and (2) reacting the polyamide with epichlorohydrin at a temperature from about C. to about C. and in a ratio of epichlorohydrin to secondary amine groups of said polyamide of from about 0,5 to 1 to about 1.8 to 1,

9. A process in accordance with claim 5 in which the dibasic carboxylic acid is a C -C saturated aliphatic I dibasic carboxylic acid. a

10. A paper product in accordance with claim 8 in which the dibasic carboxylic acid is a C -C saturated aliphatic dibasiccarboxylic acid.

References Cited in the file of this patent UNITED STATES PATENTS 2,595,935 Daniel et a1. May 6, 1952 FOREIGN-PATENTS 529,729 Canada Aug 28, 1956 610,311 Great Britain Oct. 14,1948

' r OTHER REFERENCES 1 Serial No. 323,512, Hagedorn (A.P.C.),. published- April 20, 1943.

UNITED STATES PATENT OFFICE CERTIFICATE OF CORRECTION Patent No 2,926,116 February 23 1960 Gerald I. Keim It is herebfi certified that error appears in the-printed specification of the above numbered patent requiring correction and that the said Letters Patent should read as corrected below.

Column 2 line 3O for "th" read the ---5 column 8 lines 1 and 2 for ration read ratio Signed and sealed this. 23rd day of August- 1960 (SEAL) Attest: v KARL H; AXLINE ROBERT C. WATSON Attesting Officer Commissioner of Patents

Patent Citations
Cited PatentFiling datePublication dateApplicantTitle
US2595935 *3 Aug 19466 May 1952American Cyanamid CoWet strength paper and process for the production thereof
CA529729A *28 Aug 1956Polaroid CorpSubstituted synthetic linear polymers and their preparation
GB610311A * Title not available
Referenced by
Citing PatentFiling datePublication dateApplicantTitle
US3058873 *10 Sep 195816 Oct 1962Hercules Powder Co LtdManufacture of paper having improved wet strength
US3066066 *27 Mar 195827 Nov 1962Hercules Powder Co LtdMineral fiber products and method of preparing same
US3103462 *18 Apr 196010 Sep 1963Eastman Kodak CoMethod of improving the strength characteristics of paper prepared from partially acylated cellulose fibers
US3132944 *18 Apr 196012 May 1964Eastman Kodak CoPhotographic paper prepared from partially acylated cellulose fibers
US3146158 *30 Apr 196225 Aug 1964Kimberly Clark CoInhibiting foaming of cellulose slurries containing wet strength resins
US3186900 *13 Jul 19621 Jun 1965Hercules Powder Co LtdSizing paper under substantially neutral conditions with a preblend of rosin and cationic polyamide-epichlorohydrin resin
US3212961 *23 Oct 196119 Oct 1965Hercules Powder Co LtdPretreatment of paper pulp with ketene dimer in improving sizeability
US3248280 *29 Jul 196326 Apr 1966Owens Illinois IncCellulosic and wool materials containing a reaction product of epichlorohydrin and a polyamide derived from polyalkylene polyamine with a mixture of polymeric fatty acid and dibasic carboxylic acid
US3250664 *24 Oct 196310 May 1966Scott Paper CoProcess of preparing wet strength paper containing ph independent nylon-type resins
US3278561 *15 Jun 196211 Oct 1966Monsanto CoHydrophobic diglycidylamines
US3372085 *14 Apr 19655 Mar 1968Union Carbide CorpWater-soluble polyalkylenepolyamine/urethane resins and application thereof in production of wet strength paper
US3372086 *14 Apr 19655 Mar 1968Union Carbide CorpWater-soluble polyalkylenepolyamine/dialdehyde resins and application thereof in production of wet strength paper
US3420735 *31 Mar 19677 Jan 1969Scott Paper CoWet-strength resins and a process for improving the wet-strength of paper
US3462383 *7 Mar 196619 Aug 1969Dow Chemical CoWet strength additives for cellulosic products
US3483077 *17 Jan 19699 Dec 1969Hercules IncProcess of forming paper containing additaments and polyamide - epichlorohydrin resin
US3640840 *18 Mar 19698 Feb 1972Bayer AgComponent reaction product and process for increasing the wet strength of paper
US3692092 *1 Apr 197119 Sep 1972Dow Chemical CoPaper containing a polyethylenimine-fatty acid epichlorohydrin product
US3728215 *12 Mar 197117 Apr 1973Hercules IncAminopalyamide{13 acrylamide{13 polyaldehyde resins employing an alpha, beta-unsaturated monobasic carboxylic acid or ester to make the aminopolyamide and their utility as wet and dry strengthening agents in papermaking
US3874877 *25 Jul 19721 Apr 1975Fuji Photo Film Co LtdSubbing method for photographic film support
US3914155 *22 May 197421 Oct 1975Georgia Pacific CorpPolyamide/formaldehyde/epichlorohydrin wet strength resins and use thereof in production of wet strength paper
US3915711 *10 Dec 197328 Oct 1975Fuji Photo Film Co LtdSubbing layer photographic films with adhesive
US3962159 *3 Feb 19758 Jun 1976National Starch And Chemical CorporationGraft copolymers of a polyamideamine substrate and starch, and method of making same
US3980769 *4 Sep 197314 Sep 1976L'orealShampoo containing a water-soluble cationic polymer
US3996146 *1 Aug 19757 Dec 1976Warner-Lambert CompanyCationic polymer, anionic and amphoteric detergents
US4017431 *17 Jun 197612 Apr 1977Hercules IncorporatedAqueous dispersions of wax blends and a water-soluble cationic resin and paper sized therewith
US4109053 *15 Dec 197522 Aug 1978Hercules IncorporatedCationic dispersant of polyaminopolyamide-, alkylenepolyamine-, or polydiallylamine- epichlorohydrin resins
US4154646 *22 Jul 197715 May 1979Hercules IncorporatedTreatment with aqueous mixture of cationic and anionic water-soluble nitrogen-containing polymers
US4156628 *25 Jul 197729 May 1979Hercules IncorporatedPreparation of hydrophilic polyolefin fibers for use in papermaking
US4172887 *26 Jan 197730 Oct 1979L'orealHair conditioning compositions containing crosslinked polyaminopolyamides
US4189468 *27 Feb 197819 Feb 1980L'orealCrosslinked polyamino-polyamide in hair conditioning compositions
US4201766 *27 Feb 19786 May 1980L'orealCrosslinked polyaminoamide, quaternized cationic polymer
US4240935 *22 Dec 197823 Dec 1980Hercules IncorporatedKetene dimer paper sizing compositions
US4263182 *14 Aug 198021 Apr 1981Hercules IncorporatedCationic starch dispersant, anionic surfactant
US4273892 *25 Jan 197916 Jun 1981Hercules IncorporatedPreparation of hydrophilic polyolefin fibers for use in papermaking
US4277581 *16 Jul 19797 Jul 1981L'orealHair conditioners
US4317756 *22 Aug 19802 Mar 1982Hercules IncorporatedSizing composition comprising a hydrophobic cellulose-reactive sizing agent and a cationic polymer
US4347339 *8 May 198131 Aug 1982Nalco Chemical CompanyCationic block copolymers
US4473474 *23 Oct 198125 Sep 1984Amf Inc.Cationic polymers
US4478682 *21 Sep 198223 Oct 1984Hercules IncorporatedSizing method and sizing composition for use therein
US4523995 *19 Oct 198118 Jun 1985Pall CorporationCharge-modified microfiber filter sheets
US4673504 *11 Sep 198416 Jun 1987Cuno Inc.Nylon film bonded to a cationic charge modifying polymer
US4689374 *28 Mar 198625 Aug 1987W. R. Grace & Co.Water soluble polyamidoaminepolyamine having weight average molecular weight of at least 5×105
US4708803 *6 Sep 198424 Nov 1987Cuno IncorporatedLiquid filtration using hydrophilic cationic isotropic microporous nylon membrane
US4711793 *18 Sep 19848 Dec 1987Cuno IncorporatedProcess for charge modifying a microphorous membrane
US4714736 *29 May 198622 Dec 1987The Dow Chemical CompanyStable polyamide solutions
US4722964 *20 Jun 19862 Feb 1988Borden, Inc.Epoxidized polyalkyleneamine-amide wet strength resin
US4737291 *17 Aug 198412 Apr 1988Cuno IncorporatedCharge modified microporous membrane
US4743418 *17 Aug 198410 May 1988Cuno IncorporatedBonding amine through polyepoxide crosslinking agent
US4839415 *7 May 198713 Jun 1989Akzo N.V.Polymerizing maleic anhydride with alpha-olefins; reacting copolymers with diamines; neutralization then quaternization with epichlorohydrin
US4980067 *28 Nov 198825 Dec 1990Cuno, Inc.Polyionene-transformed microporous membrane
US5004543 *21 Jun 19882 Apr 1991Millipore CorporationCharge-modified hydrophobic membrane materials and method for making the same
US5017642 *21 Dec 198921 May 1991Sumitomo Chemical Company, LimitedPolyamide and epichlorohydrin
US5131981 *6 Jun 199121 Jul 1992Basf AktiengesellschaftCationic Fixing Agent
US5171795 *1 Aug 199015 Dec 1992Hercules IncorporatedProcess for the production of improved polyaminopolyamide epichlorohydrin resins
US5189142 *24 Aug 199023 Feb 1993Henkel CorporationAminopolyamide-epichlorohydrin acid salt resin
US5213588 *14 Apr 199225 May 1993The Procter & Gamble CompanyScrubbing beads
US5239047 *5 Aug 199124 Aug 1993Henkel CorporationAminopolyamide-epichlorohydrin cationic resin, tensile strength
US5256727 *30 Apr 199226 Oct 1993Georgia-Pacific Resins, Inc.Resins with reduced epichlorohydrin hydrolyzates
US5269921 *5 May 199214 Dec 1993Seitz-Filter-Werke Gmbh & Co.Filter cartridge or filter module consisting of flexible deep filter material
US5364927 *12 Aug 199315 Nov 1994Henkel CorporationWet strength resin composition and method of making same
US5374334 *6 Dec 199320 Dec 1994Nalco Chemical CompanyClass of polymeric adhesives for yankee dryer applications
US5391340 *25 Jun 199321 Feb 1995Georgia-Pacific Resins, Inc.Method of manufacture of top coated cellulosic panel
US5439010 *21 Dec 19938 Aug 1995Dexter Speciality Materials Ltd.Fibrous bonded sheet material
US5523019 *4 Nov 19944 Jun 1996E. F. Houghton & CompanyDefoamer composition
US5529665 *8 Aug 199425 Jun 1996Kimberly-Clark CorporationAdding silicone to aqueous suspension of papermaking fibers at wet end of tissue making process
US5531797 *6 Mar 19952 Jul 1996Basf AktiengesellschaftCoumarinsulfonate salts for paper
US5552020 *21 Jul 19953 Sep 1996Kimberly-Clark CorporationTissue products containing softeners and silicone glycol
US5567798 *12 Sep 199422 Oct 1996Georgia-Pacific Resins, Inc.Polymerizing an amine with an acid, chain-extended with a dialdehyde and endcapping with epichlorohydrin
US5585456 *8 Sep 199517 Dec 1996Georgia-Pacific Resins, Inc.Polymer prepared from polyamine, polycarboxylic acid or ester, dianhydride and epichlorohydrin
US5591306 *18 Mar 19967 Jan 1997Kimberly-Clark CorporationMethod for making soft tissue using cationic silicones
US5602209 *1 Jun 199511 Feb 1997Houghton International, Inc.Blend of polyethyleneimine and oxazoline polymer; imparts softness and bleaching resistance to cellulose web
US5614597 *14 Dec 199425 Mar 1997Hercules IncorporatedWet strength resins having reduced levels of organic halogen by-products
US5633309 *6 Feb 199627 May 1997Houghton International, Inc.Creping adhesives containing oxazoline polymers
US5644021 *7 Jun 19951 Jul 1997Hercules IncorporatedWater, stable, cationic polyaminoamide-epichlorohydrin polymer
US5656699 *18 Apr 199412 Aug 1997Hercules IncorporatedOligoamide-epichlorohydrin resins as drainage aids
US5668246 *9 Aug 199616 Sep 1997Hercules IncorporatedEpichlorohydrin quaternized polyaminoamide
US5714552 *24 Mar 19943 Feb 1998Hercules IncorporatedReacting epichlorohydrin with polyamine; heating; wet strength
US5719239 *18 Dec 199617 Feb 1998Georgia-Pacific Resins, Inc.Thermosetting resin
US5730839 *21 Jul 199524 Mar 1998Kimberly-Clark Worldwide, Inc.Bulking; softness
US5747125 *18 Jul 19965 May 1998Viskase CorporationExtruding a film of an aqueous solution of an amine oxide solvent and a high-molecular weight polyether
US5786429 *18 Apr 199628 Jul 1998Hercules IncorporatedFrom dicarboxylic acid, polyamine and endcapping agent
US5837768 *5 Feb 199717 Nov 1998Hercules IncorporatedMultipolymer blend of polyoxazoline, polyethyleneimine and modified polyethyleneimine
US5843575 *6 Jan 19971 Dec 1998The Procter & Gamble CompanyAbsorbent members comprising absorbent material having improved absorbent property
US5849405 *7 Jan 199715 Dec 1998The Procter & Gamble CompanyAbsorbent materials having improved absorbent property and methods for making the same
US5858171 *5 Feb 199712 Jan 1999Hercules IncorporatedApplying to surface of drying cylinder diluted creping adhesive comprising oxazoline polymer and resin which is reaction product of polyamide and epihalohydrin, creping paper from surface
US5858535 *30 Jul 199812 Jan 1999The Procter & Gamble CompanyAbsorbent articles comprising absorbent members comprising absorbent materials having improved absorbent property
US5902862 *3 Feb 199811 May 1999Hercules IncorporatedEndcapping the reaction product of a dicarboxylic acid and polyamine followed by intralinking; non-thermosetting; papermaking and creping adhesives
US5904808 *16 Sep 199618 May 1999Hercules IncorporatedProcesses and compositions for repulping wet strength paper and paper products
US5908889 *16 Mar 19981 Jun 1999Nalco Chemical CompanyPolyamide binders for ceramics manufacture
US5912306 *22 Nov 199615 Jun 1999Hercules IncorporatedThermoplastic resins and crosslinked polyamines
US5935383 *6 Mar 199810 Aug 1999Kimberly-Clark Worldwide, Inc.Method for improved wet strength paper
US5980690 *24 Aug 19989 Nov 1999Hercules IncorporatedCreping adhesives containing oxazoline polymers and methods of use thereof
US5985432 *6 Jan 199716 Nov 1999The Procter & Gamble CompanyPorous absorbent materials having modified surface characteristics and methods for making the same
US5990333 *19 Jun 199623 Nov 1999Hercules IncorporatedA thermosetting polyamide of a dicarboxylic acid and a polyamine, e.g. diethylenetriamine modified by a hydrolyzable reactive silanetriol; sizing cellulose, fibers and paper sizing; wet and dry strength of paper pulp; creping adhesive
US6075082 *29 Sep 199813 Jun 2000Nalco Chemical CompanyCross-linked polymide binders for ceramics manufacture
US6080279 *23 Apr 199927 Jun 2000Kimberly-Clark Worldwide, Inc.Air press for dewatering a wet web
US6083346 *31 Oct 19974 Jul 2000Kimberly-Clark Worldwide, Inc.Method of dewatering wet web using an integrally sealed air press
US6096169 *31 Oct 19971 Aug 2000Kimberly-Clark Worldwide, Inc.Noncompressive dewatering
US6099950 *30 Jul 19988 Aug 2000The Procter & Gamble CompanyAbsorbent materials having improved absorbent property and methods for making the same
US6114471 *12 Nov 19985 Sep 2000The Proctor & Gamble CompanyStrengthening compositions and treatments for lignocellulosic materials
US6143132 *16 Dec 19987 Nov 2000Bayer AktiengesellschaftHalogen-free process of treating with water-dispersible polyetherurethane oligomers and polymers based on aliphatic and cycloaliphatic polyisocyanates; mild drying conditions; no effect on optical brighteners; dry strength
US6143135 *17 Jun 19987 Nov 2000Kimberly-Clark Worldwide, Inc.Air press for dewatering a wet web
US6149767 *31 Oct 199721 Nov 2000Kimberly-Clark Worldwide, Inc.Water solutions on paper fibers of fabrics
US6153106 *3 Mar 199928 Nov 2000Nalco Chemical CompanyMethod for inhibiting the formation and deposition of silica scale in water systems
US6156157 *21 Apr 19975 Dec 2000Kimberly-Clark Worldwide, Inc.Method for making soft tissue with improved bulk softness and surface softness
US6165322 *29 Jul 199726 Dec 2000Hercules IncorporatedPolyamidoamine/epichlorohydrin resins bearing polyol sidechains as dry strength agents
US617144129 Sep 19989 Jan 2001Buckeye Technologies Inc.Cellulose, neutralized pulps, recovering fibers, drying and curing
US618713731 Oct 199713 Feb 2001Kimberly-Clark Worldwide, Inc.Method of producing low density resilient webs
US619405712 Nov 199827 Feb 2001Paper Technology Foundation Inc.Gradients of high strength additive; adhesive bonding surface
US619715431 Oct 19976 Mar 2001Kimberly-Clark Worldwide, Inc.Low density resilient webs and methods of making such webs
US62113579 Dec 19993 Apr 2001Paper Technology Foundation, Inc.For strengthening of lignocellulosic materials such as paper and cardboard
US622822024 Apr 20008 May 2001Kimberly-Clark Worldwide, Inc.Air press method for dewatering a wet web
US628135017 Dec 199928 Aug 2001Paper Technology Foundation Inc.Methods for the reduction of bleeding of lignosulfonates from lignosulfonate-treated substrates
US630318117 Mar 200016 Oct 2001Electrochemicals Inc.Providing substrate having non-conductive surface; contacting with conditioning agent comprising cationic substantive conditioner effective to deposit film; contacting with carbon dispersion comprising conductive carbon and binder
US630625723 Apr 199923 Oct 2001Kimberly-Clark Worldwide, Inc.Air press for dewatering a wet web
US630646431 Jan 200123 Oct 2001Paper Technology Foundation IncTreating with water soluble strengthening agents containing sulfonic acid such as lignosulfonates, then rendering water insoluble by treating with compounds containing epoxide rings and quaternary ammonium groups; stops bleeding
US631586525 Feb 199913 Nov 2001Hercules IncorporatedSilyl-linked polyamidoamine and their preparation
US63187275 Nov 199920 Nov 2001Kimberly-Clark Worldwide, Inc.Apparatus for maintaining a fluid seal with a moving substrate
US633123024 Apr 200018 Dec 2001Kimberly-Clark Worldwide, Inc.Supplementally dewatering a wet web using noncompressive dewatering techniques prior to a differential speed transfer and subsequent throughdrying; air press
US633699526 Jul 20008 Jan 2002Vulcan Materials, Inc.Cross linked polyamide-ephalohydrin creping additives
US634617020 Sep 200012 Feb 2002Hercules IncorporatedPaper containing composition comprising water soluble, azetidinium ion-containing polyamidoamine/epichlorohydrin resin bearing polyol sidechains attached to resin by carbon-nitrogen bond
US635261314 Mar 20005 Mar 2002Hercules IncorporatedPapermaking, polyamideamine copolymers
US635513718 Oct 200012 Mar 2002Hercules IncorporatedRepulpable wet strength paper
US636165123 Nov 199926 Mar 2002Kimberly-Clark Worldwide, Inc.Modifying cellulose by attaching anionic groups through etherification, adding cationic derivative, forming wet laid sheet; improved wet strength softness absorbency
US639891121 Jan 20004 Jun 2002Kimberly-Clark Worldwide, Inc.Used as coatings on paper sheets; strengthening agents, binders, emulsifiers and adhesives
US642925316 May 20006 Aug 2002Bayer CorporationPolymeric cationic wet strength agent, synthetic polymeric cationic dry strength agent having 1-15% of cationic recurring units, wherein synthetic polymeric cationic dry strength agent increases wet strength of paper
US642926722 Dec 19986 Aug 2002Hercules IncorporatedTreating resin in aqueous solution with base to form treated resin, wherein 20% of tertiary aminohalohydrin present in starting resin is converted into epoxide, the level of azetidinium ion is substantially unchanged
US64584196 Aug 20011 Oct 2002Paper Technology Foundation Inc.Contacting with amine polymer-epichlorohydrin adduct; water insolubility
US646151830 Oct 20008 Oct 2002Nalco Chemical CompanyMethod for inhibiting the formation and deposition of silica scale in water systems
US64656027 Feb 200115 Oct 2002Kimberly-Clark Worldwide, Inc.Polyamide epichlorohydrin resins combined with polysiloxanes
US650091212 Sep 200031 Dec 2002Resolution Performance Products LlcEpoxy resin system
US651767820 Jan 200011 Feb 2003Kimberly-Clark Worldwide, Inc.Modified polysaccharides containing amphiphillic hydrocarbon moieties
US653761512 Nov 199825 Mar 2003Paper Technology Foundation Inc.Steam-assisted paper impregnation
US653761619 Jan 199925 Mar 2003Paper Technology Foundation Inc.Concurrent impregnating, drying; heating, pressurization
US65794185 Jul 200117 Jun 2003Kimberly-Clark Worldwide, Inc.Leakage control system for treatment of moving webs
US658652010 Jul 20001 Jul 2003Hercules IncorporatedCompositions for imparting desired properties to materials
US659612620 Jan 200022 Jul 2003Kimberly-Clark Worldwide, Inc.Modified polysaccharides containing aliphatic hydrocarbon moieties
US66202955 Sep 200216 Sep 2003Kimberly-Clark Worldwide, Inc.Modified polysaccharides containing amphiphilic hydrocarbon moieties
US663514629 Aug 200121 Oct 2003Kimberly-Clark Worldwide, Inc.Mixing an aqueous suspension of papermaking fibers hydrolytic enzyme(s) capable of randomly hydrolyzing cellulose and/or hemicellulose; improved sheet strength
US666394222 Oct 199716 Dec 2003Fort James CorporationCrosslinkable creping adhesive formulations applied to a dryer surface or to a cellulosic fiber
US667742713 Jun 200013 Jan 2004Hercules IncorporatedEnzyme-catalyzed polyamides and compositions and processes of preparing and using the same
US66892502 Feb 200010 Feb 2004Fort James CorporationCrosslinkable creping adhesive formulations
US66993592 Feb 20002 Mar 2004Fort James CorporationHalogen free surface treatment with such as chitosan, plolyvinylamine, vinyl alcohol-vinyl amine polymer and/or polyaminoamide and zirconium(iv) compound
US671025917 Sep 200123 Mar 2004Electrochemicals, Inc.Overcoating nonconductor with carbon; pretreating for electroplating; printed circuits
US67403734 Feb 199825 May 2004Fort James CorporationCoated paperboards and paperboard containers having improved tactile and bulk insulation properties
US67529058 Oct 200222 Jun 2004Kimberly-Clark Worldwide, Inc.Tissue products having reduced slough
US676180028 Oct 200213 Jul 2004Kimberly-Clark Worldwide, Inc.Extruding composition through die tip onto first side of paper web as web is being wound into roll, contacting composition with air stream upon exiting die tip; portion of composition transfers to second side of web during winding
US680596521 Dec 200119 Oct 2004Kimberly-Clark Worldwide, Inc.Applying softness adjuvant; disposable products
US680859510 Oct 200026 Oct 2004Kimberly-Clark Worldwide, Inc.Hardwood fibers treated with endo-glucanase and crosslinking agent to form bond with aldehyde groups on surface
US68086008 Nov 200226 Oct 2004Kimberly-Clark Worldwide, Inc.Exposing cellulose fibers to ionizing radiation; tear and wet strength; feel
US681228113 Jul 20012 Nov 2004Fort James CorporationPolymers having at least one primary or secondary amine group in the backbone such as chitosan, polyvinylamine, polyvinyl alcohol-vinyl amine and polyaminoamide with with crosslinking agents such as dialdehydes or zirconium compounds
US68154972 Feb 20009 Nov 2004Fort James CorporationCrosslinkable creping adhesive formulations
US68613806 Nov 20021 Mar 2005Kimberly-Clark Worldwide, Inc.Tissue products having reduced lint and slough
US688735013 Dec 20023 May 2005Kimberly-Clark Worldwide, Inc.Forming multilayer paper webs comprises blends of pulp and synthetic fibers, then drying and applying latex to surfaces to form paper towels, toilet paper or sanitary napkins, having softness and tensile strength
US689353730 Aug 200117 May 2005Kimberly-Clark Worldwide, Inc.Unsaturated polysiloxane overcoated paper web
US689676931 Oct 200124 May 2005Kimberly-Clark Worldwide, Inc.Modified condensation polymers containing azetidinium groups in conjunction with amphiphilic hydrocarbon moieties
US69061333 Jan 200314 Jun 2005Hercules IncorporatedReacting polyepichlorohydrin with diallylamine; heating; adjusting pH
US69089831 Apr 200321 Jun 2005Hercules CorporationSynthesis of high solids resins from amine terminated polyamides
US69191116 Sep 200219 Jul 2005Fort James CorporationCoated paperboards and paperboard containers having improved tactile and bulk insulation properties
US692971423 Apr 200416 Aug 2005Kimberly-Clark Worldwide, Inc.outer layer being formed from cellulosic fibers, containing an uncured latex having a glass transition temperature between -25 to 30 degree C. and less than about 2% by wt of the dry web;softness
US694916827 Nov 200227 Sep 2005Kimberly-Clark Worldwide, Inc.Soft paper product including beneficial agents
US69647256 Nov 200215 Nov 2005Kimberly-Clark Worldwide, Inc.Soft tissue products containing selectively treated fibers
US697702616 Oct 200220 Dec 2005Kimberly-Clark Worldwide, Inc.Method for applying softening compositions to a tissue product
US70297566 Nov 200218 Apr 2006Kimberly-Clark Worldwide, Inc.Soft tissue hydrophilic tissue products containing polysiloxane and having unique absorbent properties
US706079813 May 200313 Jun 2006State Of Oregon Acting By And Through The Oregon State Board Of Higher Education On Behalf Of Oregon State UniversityModified protein adhesives and lignocellulosic composites made from the adhesives
US710146022 Sep 20055 Sep 2006Kimberly-Clark Worldwide, Inc.Soft paper product including beneficial agents
US71869235 Dec 20036 Mar 2007Electrochemicals, Inc.Printed wiring boards and methods for making them
US725273513 May 20037 Aug 2007State Of Oregon Acting By And Through The Oregon State Board Of Higher Education On Behalf Of Oregon State UniversityFormaldehyde-free lignocellulosic adhesives and composites made from the adhesives
US726516916 Mar 20044 Sep 2007State of Oregon Acting by and trhough the State Board of Higher Education on Behalf of Oregon State UniversityFor making lignocellulosic composites from renewable materials
US731705310 Jul 20008 Jan 2008Hercules IncorporatedCompositions for imparting desired properties to materials
US734460731 Jul 200318 Mar 2008Ge Betz, Inc.Contacting metal surface with an aqueous treatment formulation comprising: polyamidoamine/ epihalohydrin resin or cationic polyamine/epihalohydrin resin, and fluoacid of a Group IVB metal for forming conversion or passivation coating
US734462123 Mar 200418 Mar 2008Nof Corporationamide compound obtained by reacting a polyamine and a carboxylic acid
US73939309 Mar 20061 Jul 2008State Of Oregon Acting By And Through The State Board Of Higher Education On Behalf Of Oregon State UniversityModified protein adhesives and lignocellulosic composites made from the adhesives
US739659319 May 20038 Jul 2008Kimberly-Clark Worldwide, Inc.Single ply tissue products surface treated with a softening agent
US743179923 Feb 20057 Oct 2008FpinnovationsEpichlorohydrin-based polymers containing primary amino groups used as additives in papermaking
US749127429 Oct 200417 Feb 2009Chemetall Corp.Forming a passivation coating on a galvanized steel surface, contacting a metal surface with an aqueous phosphonomethylated polyamine; corrosion resistance
US749456316 May 200724 Feb 2009Georgia-Pacific Consumer Products LpFabric creped absorbent sheet with variable local basis weight
US750399814 Jun 200517 Mar 2009Georgia-Pacific Consumer Products LpHigh solids fabric crepe process for producing absorbent sheet with in-fabric drying
US758538812 Jun 20068 Sep 2009Georgia-Pacific Consumer Products LpFabric-creped sheet for dispensers
US758538912 Jun 20068 Sep 2009Georgia-Pacific Consumer Products LpAbsorbent cellulosic sheet comprising cellulosic web incorporating papermaking fibers having MD stretch of 5%, water absorbency value of 35 seconds, and MD bending length of 3.5 cm; web is without crepe bars; for automatic towel dispensers; formed by dewatering papermaking furnish
US758915325 May 200515 Sep 2009Georgia-Pacific Chemicals LlcGlyoxalated inter-copolymers with high and adjustable charge density
US766225712 Apr 200616 Feb 2010Georgia-Pacific Consumer Products LlcAbsorbent towel, tissue and the like provided with an absorbent core having local basis weight variations including fiber-deprived referred to as cellules; products exhibit a sponge-like response to sorbed liquid
US772271219 Jan 200525 May 2010State Of Oregon Acting By And Through The State Board Of Higher Education On Behalf Of Oregon State UniversityFormaldehyde-free adhesives and lignocellulosic composites made from the adhesives
US778544023 Aug 200531 Aug 2010State Of Oregon Acting By And Through The Oregon State Board Of Higher Education On Behalf Of Oregon State UniversityFormaldehyde-free lignocellulosic adhesives and composites made from the adhesives
US780389927 Sep 200628 Sep 2010Buckman Laboratories International, Inc.combining water-soluble ionene polymer, polyaminoamide, or acrylamide/diallyldimethyl-ammonium halide copolymer in water with dry polar solvent (acetone) to form mixture that separates into layers, then separating layers and drying to obtain solid comprising water-soluble polymer; wet strength powders
US785082326 Feb 200714 Dec 2010Georgia-Pacific Consumer Products LpMethod of controlling adhesive build-up on a yankee dryer
US786339520 Dec 20064 Jan 2011Georgia-Pacific Chemicals LlcReacting an acrylamide, a cationic monomer and initiator to make a cationic acrylamide polymer; glyoxylation for use as a temporary wet strength agent in papermaking; providing a high charge density, longer shelf life (e.g., improved stability) and good wet strength decay; durability of cellulose fibers
US791896431 Dec 20095 Apr 2011Georgia-Pacific Consumer Products LpMulti-ply paper towel with absorbent core
US794370518 Jan 200817 May 2011Hercules IncorporatedUseful for paper products such as tissue paper and coffee filters; heat resistant at high temperature
US795567010 Apr 20077 Jun 2011Dixie Consumer Products LlcPaperboard containers having improved bulk insulation properties
US79597619 Apr 200314 Jun 2011Georgia-Pacific Consumer Products LpCreping adhesive modifier and process for producing paper products
US80257677 Jul 200827 Sep 2011Basf AktiengesellschaftWet strength enhancers for paper
US806684911 Jun 200929 Nov 2011Georgia-Pacific Consumer Products LpAbsorbent sheet prepared with papermaking fiber and synthetic fiber exhibiting improved wet strength
US808013022 Jan 200920 Dec 2011Georgia-Pacific Consumer Products LpHigh basis weight TAD towel prepared from coarse furnish
US814261221 Jan 200927 Mar 2012Georgia-Pacific Consumer Products LpHigh solids fabric crepe process for producing absorbent sheet with in-fabric drying
US815295723 Sep 201010 Apr 2012Georgia-Pacific Consumer Products LpFabric creped absorbent sheet with variable local basis weight
US823176120 Apr 201131 Jul 2012Georgia-Pacific Consumer Products LpCreping adhesive modifier and process for producing paper products
US82467811 Mar 201121 Aug 2012Georgia-Pacific Chemicals LlcThermosetting creping adhesive with reactive modifiers
US825286617 Oct 200828 Aug 2012Georgia-Pacific Chemicals LlcAzetidinium-functional polysaccharides and uses thereof
US82575528 Jan 20094 Sep 2012Georgia-Pacific Consumer Products LpFabric creped absorbent sheet with variable local basis weight
US82681027 May 200718 Sep 2012State Of Oregon Acting By And Through The Oregon State Board Of Higher Education On Behalf Of Oregon State UniversityFormaldehyde-free lignocellulosic adhesives and composites made from the adhesives
US829307227 Jan 201023 Oct 2012Georgia-Pacific Consumer Products LpBelt-creped, variable local basis weight absorbent sheet prepared with perforated polymeric belt
US832898522 Feb 201211 Dec 2012Georgia-Pacific Consumer Products LpMethod of making a fabric-creped absorbent cellulosic sheet
US836127816 Sep 200929 Jan 2013Dixie Consumer Products LlcFood wrap base sheet with regenerated cellulose microfiber
US839423622 Feb 201212 Mar 2013Georgia-Pacific Consumer Products LpAbsorbent sheet of cellulosic fibers
US839881822 Feb 201219 Mar 2013Georgia-Pacific Consumer Products LpFabric-creped absorbent cellulosic sheet having a variable local basis weight
US83988197 Dec 201019 Mar 2013Georgia-Pacific Consumer Products LpMethod of moist creping absorbent paper base sheet
US839882022 Feb 201219 Mar 2013Georgia-Pacific Consumer Products LpMethod of making a belt-creped absorbent cellulosic sheet
US851251616 Feb 201220 Aug 2013Georgia-Pacific Consumer Products LpHigh solids fabric crepe process for producing absorbent sheet with in-fabric drying
US852404022 Feb 20123 Sep 2013Georgia-Pacific Consumer Products LpMethod of making a belt-creped absorbent cellulosic sheet
US856856226 Jul 201229 Oct 2013Buckman Laboratories International, Inc.Creping methods using pH-modified creping adhesive compositions
US860329622 Feb 201210 Dec 2013Georgia-Pacific Consumer Products LpMethod of making a fabric-creped absorbent cellulosic sheet with improved dispensing characteristics
US863687412 Mar 201328 Jan 2014Georgia-Pacific Consumer Products LpFabric-creped absorbent cellulosic sheet having a variable local basis weight
US86523005 Jun 201218 Feb 2014Georgia-Pacific Consumer Products LpMethods of making a belt-creped absorbent cellulosic sheet prepared with a perforated polymeric belt
US867311522 Feb 201218 Mar 2014Georgia-Pacific Consumer Products LpMethod of making a fabric-creped absorbent cellulosic sheet
US8742030 *4 Mar 20133 Jun 2014Kemira OyjPolyamine polyamidoamine epihaloohydrin compositions and processes for preparing and using the same
US874761612 Sep 201210 Jun 2014Ecolab Usa IncMethod for the emulsification of ASA with polyamidoamine epihalohydrin (PAE)
CN101636431B18 Jan 20086 Feb 2013赫尔克里士公司Creping adhesives made from amine-terminated polyamidoamines
DE3328463A1 *6 Aug 198321 Feb 1985Schoeller F Jun Gmbh Co KgFotografischer papiertraeger
DE102009044228A19 Oct 20095 May 2011Weiser Chemie + Technik UG (haftungsbeschränkt)Verfahren zur Erzeugung nassverfestigter Papiere
EP0469891A1 *31 Jul 19915 Feb 1992Hercules IncorporatedProcess for the production of improved polyaminopolyamide epichlorohydrin resins
EP0717146A213 Dec 199519 Jun 1996Hercules IncorporatedWet strength resins having reduced levels of organic halogen by-products
EP1500744A2 *23 Mar 200426 Jan 2005Nof CorporationPaper-making additive and method for producing paper
EP1703019A17 Mar 200620 Sep 2006Fort James CorporationPhosphoric acid stabilized creping adhesive
EP1770214A128 Sep 20054 Apr 2007Fuji Photo Film B.V.Recording support
EP1985754A26 Oct 200329 Oct 2008Georgia-Pacific Consumer Products LPMethod of making a belt-creped cellulosic sheet
EP2088237A126 Jan 200912 Aug 2009Georgia-Pacific Consumer Products LPHigh basis weight TAD towel prepared from coarse furnish
EP2330250A21 Dec 20108 Jun 2011Georgia-Pacific Consumer Products LPMoist crepe process
EP2390410A117 Jun 200530 Nov 2011Georgia-Pacific Consumer Products LPFabric-creped absorbent cellulosic sheet
EP2581213A113 Apr 200617 Apr 2013Georgia-Pacific Consumer Products LPMulti-ply paper towel with absorbent core
WO1984003055A127 Jan 198416 Aug 1984Univ YaleTransfer of macromolecules from a chromatographic substrate to an immobilizing matrix
WO2000029670A1 *8 Nov 199925 May 2000Procter & GambleStrengthening compositions and treatments for lignocellulosic materials
WO2001096588A2 *12 Jun 200120 Dec 2001Hercules IncEnzyme-catalyzed polyamides and compositions and processes of preparing and using the same
WO2005113700A120 Apr 20041 Dec 2005Oregon StateFormaldehyde-free lignocellulosic adhesives and composites made from the adhesives
WO2006009833A117 Jun 200526 Jan 2006Fort James CorpHigh solids fabric crepe process for producing absorbent sheet with in-fabric drying
WO2008089419A1 *18 Jan 200824 Jul 2008Hercules IncCreping adhesives made from amine-terminated polyamidoamines
WO2009151612A211 Jun 200917 Dec 2009Georgia-Pacific Consumer Products LpAbsorbent sheet prepared with papermaking fiber and synthetic fiber exhibiting improved wet strength
WO2011042227A17 Jul 201014 Apr 2011Weiser Chemie + Technik UgMethod for producing wet-strengthened papers
WO2012135455A129 Mar 20124 Oct 2012Kemira OyjPolyamine polyamidoamine epihalohydrin compositions and processes for preparing and using the same
WO2013019526A126 Jul 20127 Feb 2013Buckman Laboratories International, Inc.Creping methods using ph-modified creping adhesive compositions
WO2013046060A126 Sep 20124 Apr 2013Kemira OyjPaper and methods of making paper
WO2014049437A15 Sep 20133 Apr 2014Kemira OyjAbsorbent materials, products including absorbent materials, compositions, and methods of making absorbent materials
WO2014087232A15 Dec 201312 Jun 2014Kemira OyjCompositions used in paper and methods of making paper
Classifications
U.S. Classification162/164.3, 524/608, 162/164.6
International ClassificationC08G69/48, D06M15/595, D21H17/55
Cooperative ClassificationD06M15/595, D21H17/55, C08G69/48
European ClassificationC08G69/48, D21H17/55, D06M15/595