CN100549284C - Improve the method for heat endurance - Google Patents
Improve the method for heat endurance Download PDFInfo
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- CN100549284C CN100549284C CNB2005800370614A CN200580037061A CN100549284C CN 100549284 C CN100549284 C CN 100549284C CN B2005800370614 A CNB2005800370614 A CN B2005800370614A CN 200580037061 A CN200580037061 A CN 200580037061A CN 100549284 C CN100549284 C CN 100549284C
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- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
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- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
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- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
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- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
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- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
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- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
- D06M13/422—Hydrazides
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- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
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- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/642—Compounds containing nitrogen
- D06P1/645—Aliphatic, araliphatic or cycloaliphatic compounds containing amino groups
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- D06P3/04—Material containing basic nitrogen containing amide groups
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- D06P3/02—Material containing basic nitrogen
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- D06P3/02—Material containing basic nitrogen
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Abstract
The present invention relates to that a kind of improvement is unstained, fluorescent brightening or with the method for the natural of activity except that metal complex dye or disperse dyeing or synthetic polyamide fiber material heat endurance, the liquid handling that comprises formula (1) compound of fibrous material wherein, Y
1-X-Y
2(1); Wherein X is divalent aliphatic or cyclic aliphatic base, and Y
1And Y
2Be independently of one another-OH ,-CO-OR
1,-NR
1R
2,-CO-NH-NR
1R
2Or-NH-CO-NH-NR
1R
2, R wherein
1And R
2Be hydrogen independently of one another; C unsubstituted or that replaced by one or more hydroxyls, amino or carboxyl or halogen atom
1-C
12Alkyl; C unsubstituted or that replaced by one or more hydroxyls, amino or carboxyl or halogen atom
5-C
24-aryl; C unsubstituted or that replaced by one or more hydroxyls, amino or carboxyl or halogen atom
6-C
36Aralkyl; Or C unsubstituted or that replaced by one or more hydroxyls, amino or carboxyl or halogen atom
5-C
24Cycloalkyl.
Description
The present invention relates to that a kind of improvement is unstained, the method for the natural or synthetic polyamide fiber material heat endurance of fluorescent brightening or dyeing, and relate to the textile auxiliary that is used for this method.
In various textiles procedures (application of preliminary treatment, fluorescent whitening agent, dyeing, arrangement), polyamide fiber material all is exposed in the heat treatment.Particularly be unstained article and under the situation of fluorescent brightening article, heat treatment usually causes the yellow do not expected.
Before or after dyeing, the effect of heat also often causes not desired effects.For example, heat treatment can cause the polyamide oxidative damage, this point can, for example, the yellow enhancing or the tearing strength proof of loss, and may have adverse effect to stainability.During dyeing is handled or afterwards, heat treatment can cause unacceptable color change
Have been found that now by using special textile auxiliary can significantly reduce above-mentioned unfavorable effect.
The present invention relates to that a kind of improvement is unstained, fluorescent brightening or with the method for the natural of activity except that metal complex dye or disperse dyeing or synthetic polyamide fiber material heat endurance, the liquid handling that comprises formula (1) compound of fibrous material wherein
Y
1-X-Y
2 (1)
Wherein X is divalent aliphatic or cyclic aliphatic base, and
Y
1And Y
2Be independently of one another-OH ,-CO-OR
1,-NR
1R
2,-CO-NH-NR
1R
2Or-NH-CO-NH-NR
1R
2,
R wherein
1And R
2Be hydrogen independently of one another; C unsubstituted or that replaced by one or more hydroxyls, amino or carboxyl or halogen atom
1-C
12Alkyl; C unsubstituted or that replaced by one or more hydroxyls, amino or carboxyl or halogen atom
5-C
24-aryl; C unsubstituted or that replaced by one or more hydroxyls, amino or carboxyl or halogen atom
6-C
36Aralkyl; Or C unsubstituted or that replaced by one or more hydroxyls, amino or carboxyl or halogen atom
5-C
24Cycloalkyl.
Aliphatic group X in the formula (1) is, for example, ethylidene (ethylene), propylidene (propylene), trimethylene, propane-1,1-two bases, tetramethylene, hexa-methylene, eight methylene and ten dimethylenes or by one or more oxygen atoms or-NH-,-N (alkyl)-or-N (alkylidene-NH
2)-group straight chain or sub-branched alkyl at interval.
Suitable cycloaliphatic groups X is, for example, cyclohexane-1,2-two bases, cyclohexane-1,3-two bases and
As R
1Or R
2C
1-C
12Alkyl can be, for example, and methyl, ethyl, n-pro-pyl, isopropyl, normal-butyl, isobutyl group, sec-butyl, the tert-butyl group, n-pentyl, neopentyl, n-hexyl, n-octyl or dodecyl.
As radicals R
1-R
5One of C
5-C
24Aryl is, for example, and phenyl, tolyl, 2,4,6-trimethylphenyl, 2,4,6-triisopropyl phenyl (isityl), naphthyl or anthryl.
Appropriate C
6-C
36Aralkyl is, for example, and benzyl and 2-phenethyl.
C
5-C
24The example of cycloalkyl is cyclopentyl and cyclohexyl.
In the methods of the invention, preferably using wherein, X is formula (1) compound of ethylidene, tetramethylene, hexa-methylene or eight methylene.
Also preferably use wherein Y
1And Y
2For-NR
1R
2,-CO-NH-NR
1R
2Or-NH-CO-NH-NR
1R
2And R
1And R
2Be hydrogen, C
1-C
12Alkyl or C
5-C
24The formula of aryl (1) compound.
Especially preferred Y wherein
1And Y
2For-NR
1R
2,-CO-NH-NR
1R
2Or-NH-CO-NH-NR
1R
2And R
1And R
2Formula (1) compound for hydrogen, methyl or phenyl.
Suitable general formula (1) examples for compounds is formula (101)-(104) compound,
Formula (1) compound is known and can commercial obtains or can be synthetic by known method.
Formula (1) compound that is used for the inventive method is advantageously with 0.1g/l-100g/l, preferred 0.5g/1-50g/l, especially the amount of 1.0g/l-40g/l is present in described liquid.
About polyamide fiber material, limit of consideration comprises natural polyamide fiber material, for example wool or the silk, or synthetic polyamide fiber material, for example polyamide 6 or polyamide 6 .6, or blending, for example wool/cellulose, polyamide/cellulose, polyamide/wool, polyamide/polyester, or, particularly, polyamide/elastic force blending (elastane blend).Described fibrous material is preferably synthetic polyamide fiber material.
Described textile material can use in any form, for example fiber, yarn, woven fabric or knit goods.
Textile auxiliary of the present invention can be applied to polyamide fiber material by traditional dyeing or printing process, for example apply and use or foam applies by injection, by dyeing and finishing method (exhaustprocess) or, preferably, pass through pad dyeing method.
There is no need to use special installation.Can use, for example, traditional dyeing equipment, open type dye vat (open bath) for example, reel dye machine (winch beck), dye jigger (jigger) or dyeing paddle-tumble (paddle) spray or recycle unit.
Except that comprising water and textile auxiliary, described liquid also further comprises other additives, for example wetting agent, defoamer, levelling agent or influence the reagent of textile material performance, for example, softener, fire retardant or antiscale, waterproof and grease proofing reagent and water softener and natural or synthetic thickening agent, for example alginates and cellulose ether.
Just as mentioned before, the inventive method can be advantageously used in thermally-stabilised polyamide that is unstained (white articles) and dyed polyamide, and the polyamide that wherein is unstained may be handled with fluorescent whitening agent.
Under the situation of fluorescent brightening polyamide of being unstained, prevent or reduced during HEAT SETTING (hot-air) or yellow that shaping (contact heat) is caused by heat treatment.
The inventive method is effective especially for handling the fluorescent brightening polyamide fiber material.
In thermally-stabilised dyed polyamide, textile auxiliary of the present invention can dyeing before, during or apply afterwards.
When described auxiliary agent before dyeing when using, can prevent or reduce the article yellow during so-called pre-setting of being unstained.And, the material oxidation infringement during the pre-setting that has prevented to cause dyestuff to absorb change.
Textile auxiliary of the present invention preferably applies after polyamide fiber material is with activity except that metal complex dye or disperse dyeing.Be in particular the color change that often occurs during fiber provides protection to a certain degree and reduced this processing step effectively during the back typing (HEAT SETTING) with textile auxiliary post processing dyed polyamide material of the present invention; or rather; it is constant that color and luster keeps, and do not have the loss of delustring and intensity of colour.
Be unstained or fluorescent brightening polyamide material situation under, after handling, do not observe appreciable whiteness and reduce with textile auxiliary of the present invention.
Also be surprisingly found out that, handle polyamide fiber material also at opposing ozone, NO with textile auxiliary of the present invention
xBrought improvement with the chlorine aspect of performance that fades.
Therefore the present invention relates to also that a kind of improvement is unstained, fluorescent brightening or resist ozone, NO with the natural or synthetic polyamide fiber material of activity except that metal complex dye or disperse dyeing
xWith the fade method of performance of chlorine, fibrous material wherein is with comprising the liquid handling of formula (1) compound as defined above.
So-called storage yellow, that is, the yellow in that the textile material lay up period occurs also can effectively reduce astoundingly by handling with textile auxiliary of the present invention.The performance of anti-storage yellow is generally used Courtaulds yellow experimental measurement.The polyamide fiber material of handling with textile auxiliary of the present invention has high Courtaulds COLOR FASTNESS.
Textile auxiliary of the present invention can comprise other additives, for example, and wetting agent, dispersant or pH regulator agent.
Following embodiment is used to illustrate the present invention.Except as otherwise noted, temperature is degree centigrade to provide, and umber is a weight portion, and percentage relates to percentage by weight.Weight portion relates to the parts by volume with the kg/l ratio.
Embodiment 1: handle the fluorescent brightening polyamide
(a) method of whitening
PA 6.6 textile fabrics (textured tricot) by the dyeing and finishing method with comprising 2.0%
NFW liquid (fluorescent whitening agent, Ciba Specialty Chemicals) and 1.0g/l
The waterborne liquid of EL (dispersant, Ciba Specialty Chemicals) is handled.With acetate pH is adjusted into 4.5.
Flowing fluid ratio 1: 20,30min/95 ℃
(b) auxiliary agent is used
Fabric after brightening is handled with the adipic dihydrazide waterborne liquid that comprises varying number by pad dyeing method.
Liquid-absorbent 100%; Dry down at 70 ℃
Whiteness according to Ganz: 230
Then described fabric is carried out moulding test (30s/210 ℃ and 60s/210 ℃); The whiteness value that moulding test back is measured is listed in table 1:
Table 1:
Adipic dihydrazide [g/l] | Moulding | Whiteness (Ganz) |
0 | 30 seconds/210 ℃ | 152 |
0 | 60 seconds/210 ℃ | 93 |
2 | 30 seconds/210 ℃ | 198 |
2 | 60 seconds/210 ℃ | 178 |
4 | 30 seconds/210 ℃ | 205 |
4 | 60 seconds/210 ℃ | 193 |
8 | 30 seconds/210 ℃ | 208 |
8 | 60 seconds/210 ℃ | 200 |
12 | 30 seconds/210 ℃ | 208 |
12 | 30 seconds/210 ℃ | 202 |
Embodiment 2: handle dyed polyamide
PA 6.6 textile fabrics by the dyeing and finishing method with comprising 0.02%
The waterborne liquid dyeing of Red 2B (Ciba Specialty Chemicals).
Described fabric then by pad dyeing method with comprising 20g/l adipic dihydrazide (liquid-absorbent 100%; PH=4-5) waterborne liquid is handled, and drying is 2 minutes under 120 ℃, carries out HEAT SETTING then under different condition.Table 2 has provided the color and luster deviation (DEF value) with object of reference (untreated DYED FABRICS) contrast.
Table 2:
Object of reference [DEF] | Adipic dihydrazide [DEF] | |
Untreated | 0 | |
Dry | 0.53 | 0.67 |
Finalize the design 60 seconds/195 ℃ | 2.80 | 1.06 |
Finalize the design 30 seconds/210 ℃ | 3.72 | 1.31 |
Finalize the design 120 seconds/210 ℃ | 12.40 | 3.15 |
Finalize the design 240 seconds/210 ℃ | 17.98 | 4.70 |
Embodiment 3: handle dyed polyamide
PA 6.6 textile fabrics by the dyeing and finishing method with comprising 0.65%
The waterborne liquid dyeing of Flavin 8GFF (Ciba Specialty Chemicals).
Described fabric then by pad dyeing method with comprising 20g/l adipic dihydrazide (liquid-absorbent 100%; PH=4-5) waterborne liquid is handled, and drying is 2 minutes under 120 ℃, carries out HEAT SETTING then under different condition.Table 3 has provided the color and luster deviation (DEF value) with object of reference (untreated DYED FABRICS) contrast.
Table 3:
Object of reference [DEF] | Adipic dihydrazide [DEF] | |
Untreated | 0 | |
Dry | 0.20 | 1.23 |
Finalize the design 60 seconds/195 ℃ | 4.80 | 2.18 |
Finalize the design 30 seconds/210 ℃ | 5.95 | 3.18 |
Finalize the design 120 seconds/210 ℃ | 21.44 | 6.91 |
Finalize the design 240 seconds/210 ℃ | 32.35 | 8.99 |
Embodiment 4: white articles is used
Described according to embodiment 3, PA 6.6 textile fabrics by pad dyeing method with comprising 20g/l adipic dihydrazide (liquid-absorbent 100%; PH=4-5) waterborne liquid is handled, and drying is 2 minutes under 120 ℃, carries out HEAT SETTING then under different condition.Table 4 has provided the whiteness (Ganz) with object of reference (untreated DYED FABRICS) contrast.
Table 4:
Object of reference whiteness [DEF] | Adipic dihydrazide [DEF] | |
Untreated | 67.7 | |
Dry | 68.3 | 62.7 |
Finalize the design 60 seconds/195 ℃ | 28.4 | 59.7 |
Finalize the design 30 seconds/210 ℃ | 13.5 | 44.4 |
Finalize the design 120 seconds/210 ℃ | -73.6 | 22.6 |
Finalize the design 240 seconds/210 ℃ | -157.7 | -11.1 |
Embodiment 5: the washability of auxiliary agent
Described according to embodiment 4, PA 6.6 textile fabrics are handled with the waterborne liquid that comprises 20g/l adipic dihydrazide (ADH), and the fabric after the carrying out washing treatment is three times, six times and ten times then.
After the moulding test, measure whiteness (table 5) according to Ganz.
Table 5:
Embodiment 6: the anti-mouldability of dyed polyamide
Described according to embodiment 2, PA 6.6 textile fabrics are used
Red 2B dyeing is handled with adipic dihydrazide then.After the moulding test, measure color and luster deviation (DEF value) (table 6) with object of reference (untreated DYED FABRICS) contrast.
Table 6:
Object of reference [DEF] | Adipic dihydrazide [DEF] | |
Untreated | 0 | |
Dry | 1.30 | 1.45 |
Finalize the design 60 seconds/195 ℃ | 2.66 | 1.54 |
Finalize the design 30 seconds/210 ℃ | 8.35 | 2.00 |
Finalize the design 120 seconds/210 ℃ | 12.83 | 3.25 |
Embodiment 7: the anti-mouldability of dyed polyamide
Described according to embodiment 4, PA 6.6 textile fabrics are used
Flavin 8GFF dyeing is handled with adipic dihydrazide then.After the moulding test, measure color and luster deviation (DEF value) (table 7) with object of reference (untreated DYED FABRICS) contrast.
Table 7:
Object of reference [DEF] | Adipic dihydrazide [DEF] | |
Untreated | 0 | |
Dry | 0.52 | 1.45 |
Finalize the design 60 seconds/195 ℃ | 4.25 | 2.22 |
Finalize the design 30 seconds/210 ℃ | 4.84 | 3.13 |
Finalize the design 120 seconds/210 ℃ | 8.16 | 4.93 |
Embodiment 8: the anti-mouldability of the white articles of handling
Described according to embodiment 4, PA 6.6 textile fabrics (white articles) are handled with adipic dihydrazide.After the moulding test, measure whiteness (Ganz) (table 8) with object of reference (untreated fabric) contrast.
Table 8
Object of reference whiteness (Ganz) | Adipic dihydrazide whiteness (Ganz) | |
Untreated | 68.9 | |
Dry | 67.9 | 63.4 |
Finalize the design 60 seconds/195 ℃ | 26.7 | 45.8 |
Finalize the design 30 seconds/210 ℃ | 16.8 | 41.8 |
Finalize the design 120 seconds/210 ℃ | 1.1 | 27.4 |
Embodiment 9: handle the fluorescent brightening polyamide
Described according to embodiment 1, PA 6.6 textile fabrics are used
The NFW liquid fluorescent bleaching is handled with adipic dihydrazide then, and is dry under 60 ℃, carries out HEAT SETTING then under different condition.Table 9 has shown that measure according to Ganz and whiteness object of reference (the fluorescent brightening fabric is not handled with ADH) contrast.
Table 9:
Whiteness (object of reference) | Whiteness (ADH processing) | |
Untreated | 243.6 | 204.9 |
Finalize the design 30 seconds/190 ℃ | 230.3 | 219.3 |
Finalize the design 60 seconds/190 ℃ | 150.7 | 210.6 |
Finalize the design 30 seconds/210 ℃ | 174.6 | 216.5 |
Finalize the design 60 seconds/210 ℃ | -38.2 | 204.8 |
Embodiment 10: handle the fluorescent brightening polyamide
Described according to embodiment 1, textile fabric is used by the dyeing and finishing method
The NFW liquid fluorescent bleaching.Handle (pH=5.0 by the dyeing and finishing method with the waterborne liquid that contains 2.0%N.N '-diphenylethylene diamines (DPEDA) then; Liquid fraction 1: 20; 30 minutes/98 ℃), under different condition, carry out HEAT SETTING afterwards.Table 10 has shown that measure according to Ganz and whiteness object of reference (the fluorescent brightening fabric is not handled with DPEDA) contrast.
Table 10:
Whiteness (object of reference) | Whiteness (DPEDA processing) | |
Untreated | 243.6 | 197.3 |
Finalize the design 30 seconds/190 ℃ | 223.3 | 196.7 |
Finalize the design 60 seconds/190 ℃ | 150.7 | 175.5 |
Finalize the design 30 seconds/210 ℃ | 174.6 | 179.8 |
Finalize the design 60 seconds/210 ℃ | -38.2 | 128.7 |
Claims (10)
- An improvement be unstained, fluorescent brightening or with the method for the heat endurance of the natural or synthetic polyamide fiber material of the disperse dyeing except that metal complex dye, fibrous material wherein is with the liquid handling that comprises formula (1) compound,Y 1-X-Y 2 (1)Wherein X is divalent aliphatic or cyclic aliphatic base, andY 1And Y 2Be independently of one another-OH ,-CO-OR 1,-NR 1R 2,-CO-NH-NR 1R 2Or-NH-CO-NH-NR 1R 2,R wherein 1And R 2Be hydrogen independently of one another; C unsubstituted or that replaced by one or more hydroxyls, amino or carboxyl or halogen atom 1-C 12Alkyl; C unsubstituted or that replaced by one or more hydroxyls, amino or carboxyl or halogen atom 5-C 24-aryl; C unsubstituted or that replaced by one or more hydroxyls, amino or carboxyl or halogen atom 6-C 36Aralkyl; Or C unsubstituted or that replaced by one or more hydroxyls, amino or carboxyl or halogen atom 5-C 24Cycloalkyl.
- 2. the method for claim 1, it comprises and uses wherein that X is formula (1) compound of ethylidene, tetramethylene, hexa-methylene or eight methylene.
- 3. the method for claim 1, it comprises and uses wherein Y 1And Y 2For-NR 1R 2,-CO-NH-NR 1R 2Or-NH-CO-NH-NR 1R 2, R wherein 1And R 2Be hydrogen, C 1-C 12Alkyl or C 5-C 24The formula of aryl (1) compound.
- 4. the method for claim 1, it comprises and uses wherein Y 1And Y 2For-NR 1R 2,-CO-NH-NR 1R 2Or-NH-CO-NH-NR 1R 2, R wherein 1And R 2Formula (1) compound for hydrogen, methyl or phenyl.
- 6. any described method in the claim as described above, the amount of its Chinese style (1) compound in described liquid is 0.1g/l-100g/l.
- 7. as any described method among the claim 1-5, wherein undertaken by pad dyeing method with the liquid handling fibrous material that comprises formula (1) compound.
- 8. as any described method among the claim 1-5, wherein handle the fluorescent brightening polyamide fiber material.
- 9. as any described method among the claim 1-5, wherein use the liquid handling that comprises formula as claimed in claim 1 (1) compound with the activity except that metal complex dye or the polyamide fiber material of disperse dyeing.
- An improvement be unstained, fluorescent brightening or with natural or synthetic polyamide fiber material opposing ozone, the NO of activity except that metal complex dye or disperse dyeing xWith the fade method of performance of chlorine, wherein fibrous material is with the liquid handling that comprises formula as claimed in claim 1 (1) compound.
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Application Number | Priority Date | Filing Date | Title |
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EP04105357.0 | 2004-10-28 | ||
EP04105357 | 2004-10-28 |
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CN100549284C true CN100549284C (en) | 2009-10-14 |
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US (1) | US20090158531A1 (en) |
EP (1) | EP1817452A1 (en) |
JP (1) | JP4929176B2 (en) |
KR (1) | KR101157417B1 (en) |
CN (1) | CN100549284C (en) |
BR (1) | BRPI0517631A (en) |
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BRPI0710831A8 (en) * | 2006-04-24 | 2016-09-20 | Huntsman Adv Mat Switzerland | process for increasing thermostability |
DE102007028997A1 (en) | 2007-06-23 | 2008-12-24 | Cht R. Beitlich Gmbh | Method for yellowing inhibition |
CN105133313B (en) * | 2015-10-15 | 2017-09-19 | 东华大学 | A kind of anti-yellowing agent for nylon |
CN115819271A (en) * | 2022-12-26 | 2023-03-21 | 科凯精细化工(上海)有限公司 | Nylon fabric anti-thermal yellowing agent, and preparation method and application thereof |
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GB558784A (en) * | 1942-07-18 | 1944-01-20 | Benjamin Collie | Improvements in or relating to the colouration of cellulose esters and ethers |
GB665401A (en) * | 1948-07-03 | 1952-01-23 | British Celanese | Improved colourations on textile materials |
US3585200A (en) * | 1966-06-09 | 1971-06-15 | Pennwalt Corp | 4,4'-alkylene bis(semicarbazide) and derivatives thereof |
CH629925B (en) * | 1976-02-10 | Sandoz Ag | METHOD FOR OPTICAL LIGHTENING OF SYNTHETIC POLYAMIDE. | |
JPS6081370A (en) * | 1983-10-07 | 1985-05-09 | 日華化学株式会社 | Treatment of fiber product |
DE3343779A1 (en) * | 1983-12-03 | 1985-06-13 | Basf Ag, 6700 Ludwigshafen | METHOD FOR IMPROVING THE LIABILITY OF ADHESIVE LAYERS APPLIED FROM AQUEOUS DISPERSION ON POLYOLEFINE SURFACES |
US5069681A (en) * | 1990-01-03 | 1991-12-03 | Ciba-Geigy Corporation | Process for the photochemical stabilization of dyed polyamide fibres with foamed aqueous composition of copper organic complexes |
EP0459950B1 (en) * | 1990-05-31 | 1997-03-12 | Ciba SC Holding AG | Stabilisation of dyes on polyamide fibres |
US5294735A (en) * | 1991-03-04 | 1994-03-15 | Ciba-Geigy Corporation | Semicarbazides and the use thereof for stabilizing polyamide fibre materials and the dyeings produced thereon |
JPH0827674A (en) * | 1994-07-14 | 1996-01-30 | Unitika Ltd | Method for processing for preventing natural polyamide-based fiber from yellowing |
JP2002061075A (en) * | 2000-08-10 | 2002-02-28 | Toyobo Co Ltd | Heat-resistant polyamide fiber and method for producing the same |
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2005
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EP1817452A1 (en) | 2007-08-15 |
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US20090158531A1 (en) | 2009-06-25 |
CN101052763A (en) | 2007-10-10 |
TWI415995B (en) | 2013-11-21 |
KR101157417B1 (en) | 2012-06-22 |
WO2006045721A1 (en) | 2006-05-04 |
KR20070085459A (en) | 2007-08-27 |
MX2007005026A (en) | 2007-06-19 |
BRPI0517631A (en) | 2008-10-14 |
TW200624631A (en) | 2006-07-16 |
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