CN1153542A - Use of hydrophilically modified polyisocyanates in field of textiles - Google Patents
Use of hydrophilically modified polyisocyanates in field of textiles Download PDFInfo
- Publication number
- CN1153542A CN1153542A CN 95193292 CN95193292A CN1153542A CN 1153542 A CN1153542 A CN 1153542A CN 95193292 CN95193292 CN 95193292 CN 95193292 A CN95193292 A CN 95193292A CN 1153542 A CN1153542 A CN 1153542A
- Authority
- CN
- China
- Prior art keywords
- polyisocyanates
- hydrophilic
- application
- textile material
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 239000005056 polyisocyanate Substances 0.000 title claims abstract description 120
- 229920001228 polyisocyanate Polymers 0.000 title claims abstract description 120
- 239000004753 textile Substances 0.000 title claims abstract description 48
- 239000000463 material Substances 0.000 claims abstract description 64
- 238000004043 dyeing Methods 0.000 claims abstract description 25
- 239000006185 dispersion Substances 0.000 claims abstract description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 18
- 239000003960 organic solvent Substances 0.000 claims abstract description 16
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 13
- 239000004744 fabric Substances 0.000 claims description 51
- 230000000051 modifying effect Effects 0.000 claims description 51
- -1 ethoxy, phenyl Chemical group 0.000 claims description 38
- 239000000203 mixture Substances 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 30
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- 239000000853 adhesive Substances 0.000 claims description 13
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- 125000001931 aliphatic group Chemical group 0.000 claims description 13
- 229920000742 Cotton Polymers 0.000 claims description 11
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- 238000012986 modification Methods 0.000 claims description 10
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- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
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- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 239000005864 Sulphur Substances 0.000 claims description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
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- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 claims description 2
- 125000002425 furfuryl group Chemical group C(C1=CC=CO1)* 0.000 claims description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 2
- OSFBJERFMQCEQY-UHFFFAOYSA-N propylidene Chemical group [CH]CC OSFBJERFMQCEQY-UHFFFAOYSA-N 0.000 claims description 2
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- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 13
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- 239000002253 acid Substances 0.000 description 6
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- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 6
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 3
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- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 2
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- 241000282852 Lama guanicoe Species 0.000 description 1
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- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229920000881 Modified starch Polymers 0.000 description 1
- 239000004368 Modified starch Substances 0.000 description 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-O N-dimethylethanolamine Chemical compound C[NH+](C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-O 0.000 description 1
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 1
- CVGYTOLNWAMTRJ-UHFFFAOYSA-N N=C=O.N=C=O.CCCCC(C)C(C)(C)C Chemical compound N=C=O.N=C=O.CCCCC(C)C(C)(C)C CVGYTOLNWAMTRJ-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- RCEAADKTGXTDOA-UHFFFAOYSA-N OS(O)(=O)=O.CCCCCCCCCCCC[Na] Chemical compound OS(O)(=O)=O.CCCCCCCCCCCC[Na] RCEAADKTGXTDOA-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920002396 Polyurea Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 description 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 241001062472 Stokellia anisodon Species 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229920006322 acrylamide copolymer Polymers 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000010006 anti-felting Methods 0.000 description 1
- CREXVNNSNOKDHW-UHFFFAOYSA-N azaniumylideneazanide Chemical group N[N] CREXVNNSNOKDHW-UHFFFAOYSA-N 0.000 description 1
- 238000011001 backwashing Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000002529 biphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C12)* 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- VZGDMQKNWNREIO-UHFFFAOYSA-N carbon tetrachloride Substances ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 1
- 150000004651 carbonic acid esters Chemical class 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 210000000085 cashmere Anatomy 0.000 description 1
- IDKXMGZRWKCTGA-UHFFFAOYSA-N chloroimino(oxo)methane Chemical class ClN=C=O IDKXMGZRWKCTGA-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229920000891 common polymer Polymers 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- NWFNSTOSIVLCJA-UHFFFAOYSA-L copper;diacetate;hydrate Chemical compound O.[Cu+2].CC([O-])=O.CC([O-])=O NWFNSTOSIVLCJA-UHFFFAOYSA-L 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 150000007973 cyanuric acids Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 229940043237 diethanolamine Drugs 0.000 description 1
- KIQKWYUGPPFMBV-UHFFFAOYSA-N diisocyanatomethane Chemical class O=C=NCN=C=O KIQKWYUGPPFMBV-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000004049 embossing Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- SFNALCNOMXIBKG-UHFFFAOYSA-N ethylene glycol monododecyl ether Chemical compound CCCCCCCCCCCCOCCO SFNALCNOMXIBKG-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-UHFFFAOYSA-N 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 231100000206 health hazard Toxicity 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- UDGSVBYJWHOHNN-UHFFFAOYSA-N n',n'-diethylethane-1,2-diamine Chemical compound CCN(CC)CCN UDGSVBYJWHOHNN-UHFFFAOYSA-N 0.000 description 1
- QOHMWDJIBGVPIF-UHFFFAOYSA-N n',n'-diethylpropane-1,3-diamine Chemical compound CCN(CC)CCCN QOHMWDJIBGVPIF-UHFFFAOYSA-N 0.000 description 1
- HVOYZOQVDYHUPF-UHFFFAOYSA-N n,n',n'-trimethylethane-1,2-diamine Chemical compound CNCCN(C)C HVOYZOQVDYHUPF-UHFFFAOYSA-N 0.000 description 1
- 125000004957 naphthylene group Chemical group 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical group [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920003009 polyurethane dispersion Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 229960000380 propiolactone Drugs 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 230000004224 protection Effects 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
Abstract
The invention relates to uses of hydrophilically modified polyisocyanates in field of textiles: (I) serving as crosslinking agent of bond of water-based paint dyeing solution used for textile dyeing; (II) finishing textile in a mode of basically containing non organic solvent and water-based dispersion liquid of other emulsifier, or (III) producing textile material having washable luster.
Description
The present invention relates to of the application of the polyisocyanates of hydrophilic modifying at field of textiles.
According to embodiment (1), the invention provides of the application of the polyisocyanates of hydrophilic modifying as crosslinking agent, this crosslinking agent is used for the adhesive of the water-base pigment dye liquor of textile dyeing.In addition, the invention provides the water-base pigment dye liquor of the polyisocyanates that contains hydrophilic modifying.
For example, pigment dyeing cotton or that contain on the cotton matter material obtains with following step usually: with the water base dye liquor impregnate fabric that contains pigment, as woven fabric, knit goods or bondedfibre fabric; With they mud jacking; Drying and heating post processing.Except pigment, the important component of dye liquor is an adhesive, if adhesive is not a self-crosslinking, also has the crosslinking agent of these adhesives.Adhesive is essential for pigment being bonded in fabric face.
EP-A212511 (1) discloses the application as crosslinking agent of urea-formaldehyde resins for example or melamine formaldehyde resin.These resins can meet the demands basically, but still need improve aspect several.Usually need to improve the degree of depth of color.Washing fastness and crock fastness usually do not reach optimum degree as yet yet.Though the methylol melamine of melamine formaldehyde resin and usually use also can obtain the deep dyed color of good fastness in some cases, but these crosslinking agent systems produce offending (fish is smelt as of rotten fish) smell sometimes on the fabric of dyeing, this smell can only be removed with the back washing of high cost and trouble again.In addition, formaldehyde derivatives has become the target of being scolded, the discussion of the health hazard that the particularly relevant formaldehyde that discharges causes.With regard to some crosslinking agents of being mentioned, what occur sometimes in washing process is wrinkling, and this also is undesirable; Undesirable inhomogeneities appears in the wrinkling outward appearance of product that makes that is produced by washing.
It is that the content of the isocyanate group of 1.8-4.2 and (ring) aliphatic binding is the application of the polyisocyanate mixtures of 12.0-21.5% (weight) that DE=A4217716 (2) relates to average N CO degree of functionality, be used as the crosslinking agent of the adhesive of textile printing slurry, these polyisocyanates also can carry out hydrophilic modifying.
An object of the present invention is to provide a kind of crosslinking agent system that no longer includes above-mentioned shortcoming.
We find that this purpose can reach by the polyisocyanates that uses hydrophilic modifying.
According to embodiment (ii), the polyisocyanates that the present invention relates to hydrophilic modifying is used for the application of finish fabric material.In addition, the invention provides the aqueous-based dispersions of the polyisocyanates that contains hydrophilic modifying.
The addition product that DE-A1719545 (3) discloses vulcabond and polyalcohol is used to handle the application of wool, and this addition product contains isocyanate group.In the document, these addition products that contain isocyanate group all use with the solution in the organic solvent, and aromatics organic solvent for example is as benzene, toluene or dimethylbenzene; Or halogenation aliphatic series organic solvent, as trichloro-ethylene, perchloroethylene, carbon tetrachloride or carrene, these organic molten be the material of insalubrity, be extremely disadvantageous to ecology.
The emulsion of addition product that the embodiment of DE-A1619030 (4) and DE-A1769121 (5) discloses the polypropylene glycol of excessive hexamethylene diisocyanate and higher molecular weight is used for the application of wool anti-felting finishing.In order to prepare this emulsion, need organic solvent such as ethyl acetate and independent emulsifying agent such as paraffin sulfonate, it causes exhaust emission on the one hand, causes contaminated wastewater on the other hand or causes emulsifying agent to move on the treated product.
US-A3847543 (6) also instructs, and excess diisocyanate is added on the polyalcohol, makes addition product emulsification with organic solvent such as toluene and independent emulsifying agent such as lauryl sodium sulfate, handles textile material with this emulsion then.
DE-A4134284 (7) and US-A3493426 (8) disclose the application that is used for textile finishing with the isocyanates of various protective agent protections.In this application, protective agent must be removed in the reusable heat decomposition, reaches required effect.This not only has the shortcoming that needs the heat treated textile material, and particularly also will discharge protective agent.
So, an object of the present invention is to provide the method that a kind of energy satisfies the following finish fabric material that requires:
Carry out in the water base dye liquor of-its Ying Zaichun, and need not add organic solvent and independent emulsifying agent;
-carry out this method and do not need high temperature;
-carry out needn't decompositing protective agent in this method;
-in addition, just using, the textile material through putting in order should have high-quality, and particularly they should wash and not shrink, and pleasant soft hand feeling should be arranged.
We find that this purpose can reach by the polyisocyanates aqueous-based dispersions that uses hydrophilic modifying, and this dispersion liquid does not conform to organic solvent and other emulsifying agent basically.
According to embodiment (iii), the polyisocyanates that the invention provides hydrophilic modifying is used to produce the application of the textile material of washable gloss.
The background technology (iii) relevant with embodiment is shown in documents (3)-(8).
In order to produce gloss, particularly on the textile material of cellulosic or cellulose, produce gloss, make assistant with paraffin, tallow or polyethylene usually.This usually follows and uses the crosslinking agent that contains methylol to carry out together, and these crosslinking agents are easy to decompose generation formaldehyde again.In such method, the gloss of generation is not washable.In the required heat treatment of fabric, for example in condensation or the curing, paraffin that discharges and formaldehyde cause the waste gas problem.
So, an object of the present invention is to provide the method that a kind of production has the textile material of washable gloss, this method satisfies following the requirement:
-it should carry out under the condition that does not add organic solvent and independent emulsifying agent;
-carry out this method and do not need high temperature;
-carry out needn't decompositing protective agent in this method;
-in addition, just use, through the textile material of arrangement high-quality should be arranged, particularly they should wash and loss of gloss not;
-should be able in the heat treatment process that does not have paraffin or formaldehyde to discharge, produce washable gloss.
We find, can reach this purpose by the polyisocyanates that uses hydrophilic modifying.
The matrix of the polyisocyanates of the hydrophilic modifying that the present invention uses is that average N CO degree of functionality is the vulcabond commonly used of 2.0-4.5 and/or the polyisocyanates of high functionality commonly used.These components can single uses or are used as mixture.
The example of vulcabond commonly used is: aliphatic vulcabond, as tetramethylene diisocyanate, hexamethylene diisocyanate (1,6-two isocyanate group hexanes), eight methylene diisocyanates, decamethylene vulcabond, ten dimethylene diisocyanates, ten tetramethylene diisocyanate, trimethyl cyclohexane vulcabond or tetramethyl hexane diisocyanate; Cycloaliphatic diisocyanates, as 1,4-, 1,3-or 1,2-two isocyanate group cyclohexanes, 4,4 '-two (isocyanate group cyclohexyl) methane, 1-isocyanate group-3,3,5-trimethyl-5-(isocyanate group methyl) cyclohexane (isophorone diisocyanate) or 2,4-or 2,6-two isocyanate groups-1-hexahydrotoluene; And aromatic diisocyanates, as methylene phenyl 2,4-or 2,6-vulcabond, tetramethyl eylylene diisocyanate, inferior paraxylene group diisocyanate, 2,4 '-or 4,4 '-two isocyanate group diphenyl methanes, phenylene 1,3-or 1,4-vulcabond, 1-chlorine phenylene 2,4-vulcabond, naphthylene 1,5-vulcabond, biphenylene 4,4 '-vulcabond, 4,4 '-two isocyanate groups-3,3 '-dimethyl diphenyl, 3-MDPM 4,4 '-vulcabond or (diphenyl ether) 4,4 '-vulcabond.Also can use the mixture of described vulcabond.Wherein, preferred aliphatic series vulcabond, particularly hexamethylene diisocyanate and isophorone diisocyanate.
Usually the high functionality polyisocyanates that is suitable for for example is: triisocyanate, and as 2,4,6-three isocyanate group toluene or 2,4,4 '-three isocyanate groups (diphenyl ether); Or two-, three-and the mixture of more senior polyisocyanates, they make by the phosgenation of corresponding aniline/formaldehyde condensation product, and they are polyphenyl polyisocyanates that methylene bridge is arranged.
Valuable especially is the polyisocyanates of following a few class aliphatic high functionality commonly used:
(a) contain isocyanuric acid ester group and be derived from aliphatic series and/or the polyisocyanates of cycloaliphatic diisocyanates.Here be preferably based on the corresponding isocyanate group isocyanuric acid ester of hexamethylene diisocyanate and isophorone diisocyanate especially.Particularly simple three isocyanate group alkyl of these isocyanuric acid esters or three isocyanate group cycloalkyl isocyanuric acid esters, they are cyclic trimers of vulcabond, perhaps with the mixture of the higher homologue that contains an above isocyanurate ring.The NCO content of isocyanate group isocyanuric acid ester is generally 10-30% (weight), particularly 15-25% (weight), and average N CO degree of functionality is 2.6-4.5.
(b) contain the urea diketone vulcabond that aliphatic series and/or cyclic aliphatic are good for the isocyanate group of connection, preferably be derived from hexamethylene diisocyanate or isophorone diisocyanate.Urea diketone vulcabond is the cyclic dimer product of vulcabond.
(c) contain the mixture of the polyisocyanates, particularly three (6-isocyanate group hexyl) allophanamides of the isocyanate group of biuret groups and aliphatic binding or itself and higher homologue.These NCO content that contain the polyisocyanates of allophanamide base are generally 18-25% (weight), and average N CO degree of functionality is 3-4.5.
(d) contain the polyisocyanates of the isocyanate group of urea alkane and/or allophanate group and aliphatic series or cyclic aliphatic binding, for example can be by excessive hexamethylene diisocyanate or isophorone diisocyanate and simple polyalcohol such as trimethylolpropane, glycerine, 1,2-dihydroxypropane or its mixture reaction make.These NCO content that contain the polyisocyanates of urea alkane and/or allophanate group are generally 12-20% (weight), and average N CO degree of functionality is 2.5-3.
(e) contain the polyisocyanates of oxa-two azines three ketone groups, preferably be derived from hexamethylene diisocyanate or isophorone diisocyanate.The polyisocyanates that contains oxa-two azines three ketone groups like this can be by vulcabond and carbon dioxide preparation.
(f) polyisocyanates of uretonimine-modified.
For application of the present invention, the polyisocyanates of special preferred aliphatic series vulcabond and aliphatic high functionality.
For the polyisocyanates with vulcabond and/or high functionality changes into the polyisocyanates of the non-ionic hydrophilic modification that is particularly preferred among the present invention, with they with contain the NCO reactive compounds reaction of introducing hydrophilic construction unit (this unit contains the nonionic base or the polar group that can not change into ion radical).In this reaction, vulcabond or polyisocyanates exist so that stoichiometry is excessive, so that the polyisocyanates of the hydrophilic modifying that generates still contains free NCO base.
Contain this class NCO reactive compounds hydroxy-end capped polyethers of general formula I particularly of introducing hydrophilic construction unit,
R
1-X-(AO)
n-H (I)
In the formula
R
1Be C
1-C
20Alkyl, particularly C
1-C
4Alkyl, or C
2-C
20Alkenyl, cyclopentyl, cyclohexyl, glycidyl, ethoxy, phenyl, tolyl, benzyl, furfuryl group or tetrahydrofurfuryl;
X is sulphur or particularly oxygen;
A is a propylidene, or ethylidene particularly, particularly also can have the compound of ethoxylation of block arrangement and the mixture of propenoxylated compound; And
N is the number, particularly 10-25 among the 5-120.
These polyethers are preferably especially uses C
1-C
4Oxirane or expoxy propane polyethers that alkanol causes, its mean molecule quantity is 250-7000, particularly 450-1500.
Polyisocyanates that also can be by vulcabond and/or high functionality be lower than stoichiometric hydroxy-end capped polyester, other hydroxy-end capped polyethers or polyalcohol such as ethylene glycol, trimethylolpropane or butanediol reaction and at first prepare prepolymer, then or even simultaneously be lower than stoichiometric polyethers I reaction, obtain the polyisocyanates that contains free NCO base of hydrophilic modifying.
The polyisocyanates of non-ionic hydrophilic modification also can be by vulcabond or polyisocyanates and formula HO-(AO)
nThe poly alkylene glycol of-H (wherein A and n as above stipulate) makes.Here, two of poly alkylene glycol terminal OH bases and isocyanate reaction.
The polyisocyanates of listed various non-ionic hydrophilic modifications is described in following patent in more detail: DE-A2447135, DE-A2610552, DE-A2908844, EP-A013122, EP-A019844, DE-A4036927, DE-A4136618, EP-B206059, EP-A464781 and EP-A516361.
For the polyisocyanates with described vulcabond and/or high functionality changes into the polyisocyanates of anionic hydrophilic modifying, with they with contain the NCO reactive compounds reaction of introducing hydrophilic anionic group, particularly acidic group (as carboxyl, sulfonic group or phosphonate group).In this reaction, vulcabond or polyisocyanates exist so that stoichiometry is excessive, so that the polyisocyanates of the hydrophilic modifying that generates still contains free NCO base.
This class NCO reactive compounds that contains the anionic group is particularly: hydroxycarboxylic acid, as 2-glycolic acid, 3-hydracrylic acid, 4 hydroxybutyric acid or hydroxypentanoic acid; Also have 2,2-pair-and 2,2,2-three (methylol) alkanoic acid, as 2, two (methylol) acetate, 2 of 2-, two (methylol) propionic acid, 2 of 2-, two (methylol) butyric acid or 2,2 of 2-, 2-three (methylol) acetate.Hydroxyl can partially or even wholly be neutralized by alkali, so that they exist with water miscible or water dispersible form.Here used alkali is preferably tertiary amine, known it be inertia to isocyanates.
The polyisocyanates of described vulcabond and/or high functionality also can with the mixture reaction of non-ionic hydrophilic modified compound and anionic hydrophilic modifying compound, they can add in proper order or add simultaneously, for example use to be lower than stoichiometric described polyethers I and hydroxycarboxylic acid.
The polyisocyanates of listed various anionic hydrophilic modifyings is described in DE-A4001783, DE-A4113160 and DE-A4142275 in more detail.
For the polyisocyanates with vulcabond and/or high functionality changes into the polyisocyanates of cationic hydrophilic modifying, but make them and contain in the chemically functional group's of alkylation or protonated generation cationic species NCO reactive compounds reaction.Particularly, such functional group for known be the tertiary N atom of inertia to isocyanates, they are easy to quaternized or protonated.In the reaction of vulcabond or polyisocyanates and these NCO reactive compounds, the former is excessive, so that the polyisocyanates of the hydrophilic modifying that generates still contains free NCO base.
The suitable NCO reactive compounds that this class contains tertiary N atom is preferably the amino alcohol of general formula I I
In the formula
R
2And R
3Be C straight chain or side chain
1-C
20Alkyl, particularly C
1-C
5Alkyl, or form five yuan or hexatomic ring with the N atom, these rings also can contain O atom or uncle N atom, particularly piperidine ring, morpholine ring, piperazine ring, pyrrolidine ring, oxazoline ring or Er Qing oxazine ring, R
2And R
3Base also can have hydroxyl, particularly hydroxyl of both; And
R
4Be C
2-C
10Alkylidene, particularly C
2-C
6Alkylidene is that it can be straight chain or side chain.
The amino alcohol II that is fit to is particularly: N methyldiethanol amine, N-methyl two (different) Propanolamine, N butyl diethanol amine, N-butyl two (different) Propanolamine, N-stearyl diethanol amine, N-stearyl two (different) Propanolamine, N, the N-dimethylethanolamine, N, N-dimethyl (different) Propanolamine, N, the N-diethyl ethylene diamine, N, N-diethyl (different) Propanolamine, N, N-dibutyl monoethanolamine, N, N-dibutyl (different) Propanolamine, triethanolamine, three (different) Propanolamine, N-(2-ethoxy) morpholine, N-(2-hydroxypropyl) morpholine, N-(2-ethoxy) piperidines, N-(2-hydroxypropyl) piperidines, N-methyl-N '-(2-ethoxy) piperazine, N-methyl-N '-(2-hydroxypropyl) piperazine, N-methyl-N '-(4-hydroxyl butyl) piperazine, 2-Qiang ethyl oxazoline, 2-Qiang Bing oxazolin, 3-Qiang Bing oxazolin, 2-ethoxy Er Qing oxazine, 2-hydroxypropyl Er Qing oxazine or 3-hydroxypropyl Er Qing oxazine.
The another kind of suitable NCO reactive compounds that contains tertiary N atom is preferably the diamines of general formula III a or IIIb
In the formula, R
2-R
4Be that as above stipulates, R
5Be C
1-C
5Alkyl is perhaps with R
2Form five yuan or hexatomic ring, particularly piperazine ring together.
The diamines IIIa that is fit to is N particularly, N-dimethyl-ethylenediamine, N, N-diethyl ethylenediamine, N, N-dimethyl-1,3-diaminourea-2,2-dimethylpropane, N, N-diethyl-1,3-propane diamine, N-(3-aminopropyl) morpholine, N-(2-aminopropyl)-morpholine, N-(3-aminopropyl) piperidines, N-(2-aminopropyl) piperidines, 4-amino-1-(N, the N-diethylamino) pentane, 2-amino-1-(N, the N-dimethylamino) propane, 2-amino-1-(N, N-diethylamino) propane or 2-amino-1-(N, N-diethylamino)-2-methylpropane.
The diamines IIIb that is fit to is N particularly, N, N '-trimethyl ethylenediamine, N, N, N '-triethyl group ethylenediamine, N methyl piperazine or N-ethyl piperazidine.
In addition, used NCO reactive compounds can also be polyethers (many) alcohol with tertiary N atom, can be made by the propoxylation and/or the ethoxylation of the initiator molecule that contains amino nitrogen atom.Such polyethers (many) alcohol for example is the propoxylation and the ethoxylated product of ammonia, monoethanolamine, diethanol amine, ethylenediamine or methylphenylamine.
Other spendable NCO reactive compounds are polyester and the polyalcohol of polyamide, urea-alkyl containing base and tertiary N atom and the polyhydroxy polycarboxylic acrylate that contain tertiary N atom that contain tertiary N atom.
The polyisocyanates of described vulcabond and/or high functionality also can with the mixture reaction of non-ionic hydrophilic modified compound and cationic hydrophilic modifying compound, they can add in proper order or add simultaneously, for example be lower than stoichiometric polyethers I and amino alcohol II or diamines IIIa or IIIb reaction.Also can use the mixture of non-ionic hydrophilic modified compound and anionic hydrophilic modifying compound.
The polyisocyanates of listed various cationic hydrophilic modifyings is described in DE-A4203510 and EP-A531820 in more detail.
The polyisocyanates of the hydrophilic modifying that the present invention uses contains 0.1-40% (weight), preferred 0.5-30% (weight), more preferably 1.0-20% (weight) usually by product weight.Form the hydrophilic component of introducing of described product by the polyisocyanates reaction of its NCO reactive group and described vulcabond and/or high functionality.If product is the polyisocyanates of pure non-ionic hydrophilic modification, above-mentioned content is generally 1-40% (weight), preferred 3-30% (weight), particularly 5-20% (weight), if but product is the pure anionic or the polyisocyanates of cationic hydrophilic modifying, above-mentioned content is generally 0.1-10% (weight), preferred 0.5-7% (weight), particularly 1.0-3% (weight).
Based on the amount of the free NCO base of described product, the ratio of introducing hydrophilic component is generally 0.5-300% (weight), preferred 2-200% (weight), particularly 5-120% (weight).If product is the polyisocyanates of pure non-ionic hydrophilic modification, aforementioned proportion is generally 5-300% (weight), preferred 15-200% (weight), particularly 20-120% (weight); If but product is the polyisocyanates of pure anionic or cationic hydrophilic modifying, above-mentioned content is generally 0.5-50% (weight), preferred 2-25% (weight), particularly 5-10% (weight).
Because the polyisocyanates of hydrophilic modifying above-mentioned can be used in the aqueous medium, so polyisocyanates must fully disperse.Preferably, some product of vulcabond or polyisocyanates and hydroxy-end capped polyethers (Aethoxy Sklerol) is in the polyisocyanates such as Compound I of described this class hydrophilic modifying, as the emulsifying agent of this purpose.
Particularly polyacrylic or polyurethane or its mixture of the suitable adhesive of dye liquor in embodiment (I).The example of the polyacrylic that is fit to is polyacrylic acid, polymethylacrylic acid, acrylic or methacrylic acid and acrylate or copolymer, acrylamide and acrylic acid copolymer of methacrylate and the copolymer of acrylamide and acrylic acid hydroxy alkyl ester.The example of the polyurethane that is fit to is disclosed in DE-A2645779 and US-A4092286.
Pigment that is fit to or dyestuff are all insoluble inorganic and organic coloring matters that are used as pigment usually in principle.Such pigment dye for example can be drawn in (C.I.) at dyestuff and be found.Example be pigment yellow C.I.21108, pigment violet C.I.60005, pigment orange C.I.21115, paratonere C.I.12370, phthalocyanine verdigris, pigment orange C.1.71105, CuPc blue C.I.74160, phthalocyanine green C.I.74260, paratonere C.I.12385, paratonere C.I.146 and pigment yellow C.I.20040; Also can use titanium dioxide or carbon black as pigment.
Assistant commonly used in the pigment dye liquor mainly is wetting agent, antimigration agent, reagent, the defoamer of processing aid as preventing depositing on roller, also has anti-creasing agent and relevant catalyst if necessary.Do not use the thickening agent that is generally used in the textile printing slurry.
Described water-base pigment dye liquor contains usually:
-with the pigment dry weight basis, 0.01-20% (weight) pigment, preferred 0.1-15% (weight);
-0.05-25% (weight) adhesive, preferred 0.1-20% (weight);
-0.01-10% (weight) crosslinking agent of the present invention, preferred 0.05-7% (weight) and
The described assistant of-convention amount.
Liquid phase in these dye liquors is the pure water phase normally, but also can make water with can with the mixture of the miscible organic solvent of water, this organic solvent such as alcohols are as ethanol or isopropyl alcohol, diox, di-alcohols or glycol ethers.In addition, also can make the mixture of water and ethyl acetate, acetone, MEK, carbonic acid ester (as diethyl carbonate, carbonic acid 1,2-ethyl or carbonic acid 1, the inferior propyl ester of 2-) and lactone (as-propiolactone, gamma-butyrolacton or 6-caprolactone).Water content or water and can be generally about 45 to about 99% (weight) with the mixture content of the miscible organic solvent of water.
The particularly woven COTTON FABRIC of using in embodiment (i) of textile material also can be the raw yarn of cellulose fibre, synthetic fiber and blend fibre and treated yarn.Such yarn is also referred to as warp thread.
For by yarn production woven fabric, shut down the essential starching of warp thread for fear of warp thread brisement in weaving process and generation.Used for this reason slurries are starch, modified starch, polyacrylate, polyvinyl alcohol, polyester and composition thereof slurries particularly.These slurries are used for warp thread before weaving, and remove after weaving again.So just produce the essential in a large number waste water of handling.According to the prior art method, if warp thread will dye, it must first preliminary treatment, promptly cleans.Then with a kind of colouring method commonly used dyeing.Under the situation of cellulose warp thread, especially dye with direct active reducing dye.This colouring method also produces usually in a large number by the waste water of dyestuff, assistant and other Pollution by Chemicals, also essential the processing.
Usually carry out fabric manufacturing and dyeing by different companies.In denigratory was produced, dyeing and starching were also carried out in an operation.Here, warp thread is used earlier indigo dyeing, starching then.
Producing in the colored fabric with the yarn of dyeing, needing usually with three processing steps (preliminary treatment, dyeing, starching), wherein producing a considerable amount of waste water needs to handle.
Therefore, another object of the present invention is to avoid producing waste water and starching and dyeing course are combined in the processing step when giving warp dyeing with pigment, also can save pre-treatment step simultaneously.
We have found that this purpose can reach with the present invention.According to the present invention, in the use of the combination of the polyisocyanates of hydrophilic modifying, described adhesive and the pigment mentioned, raw yarn or directly use this combined treatment usually, therefore dyeing simultaneously through pretreated yarn; Then carry out weaving process and the process of singing.Can save weave and singe back independent starching and destarch.Owing to save independent yarn preliminary treatment and staining procedure, in fact do not have the problem of waste water.
Compare with slurries commonly used, when using combination of the present invention, in weaving, can reach better effect usually.Under the situation of cotton, the fastness of color can with compare (if not the better words) of reduction stain or vital staining fabric, the known latter is firm especially.Though common two kinds of dissimilar dyestuffs are used for blended yarn,, only use described pigment dye just enough in all cases according to the inventive method.In addition, yarn does not need preliminary treatment, and raw yarn can directly be processed.
It is shocking that this method also can be produced ring and be dyed (ring coloration), it is that clean effect is requisite, as known in the indigo dyeing fabric.
The present invention also is provided for the water-base pigment dye liquor of textile dyeing, and they contain the polyisocyanate crosslinker of pigment, adhesive, water and usual auxiliaries and one or more hydrophilic modifyings of 0.01-10% (weight).
The use of the polyisocyanates of hydrophilic modifying of the present invention obtains the dark colour of high washing and crock fastness.Crosslinking agent can not produce any smell yet in dyeing product.Owing in used crosslinking agent, do not contain formaldehyde, can eliminate greatly and be harmful to health and environmental pollution problems.
Resulting good result is more beat all, because estimate that isocyanates can decompose rapidly in used aqueous medium.But the used polyisocyanates of the present invention has the working life of a few hours in water base dye liquor, and just described polyisocyanates dispersion liquid is stable in common process time.If each component is still disperseed each other and do not separated the composition absciss layer, this dispersion liquid is stable so.Term " working life " refers to dispersion liquid still machinable time before gelling and curing.Because between water and isocyanates, react the generation polyureas, and make gelling of water base isocyanates dispersion liquid and curing.
Embodiment (ii) in, the polyisocyanates of described hydrophilic modifying is suitable for putting in order the textile material in any natural origin or synthetic source in principle, for example cotton, the textile material of regenerated cellulose, polyamide, polyurethane, polyester, Merlon, polyacrylonitrile or polypropylene fibre and composition thereof.Processing of the present invention particularly makes textile material crease-resistant and wear-resisting, and obtains shape stability.In addition, comfortable, dry, not sticking feel that the textile material after the processing has, and in storage process, no longer change.
The polyisocyanates of hydrophilic modifying of the present invention can be particularly suitable for putting in order proteinaceous textile material, promptly contains the textile material of keratin fiber.This kind fabric that is fit to is the fabric of being made by alpaca wool, mohair, camel hair, goat cashmere, guanaco wool, U.S.'s state camel hair, misti hair, mohair, alpaca wool, hunchbacked horse suede, silk and particularly sheep's wool.In addition, processing method of the present invention also can be used for the protein material that contains that mixes with nonprotein material, for example various fibre blends of synthetic fiber and natural fabric.Also can handle the goods that many tissue layer are made, proteinaceous material adheres on the material that for example acetate, artificial silk or nylon are made.In fact the proteinaceous textile material of handling with this method does not shrink when showing washing, and obviously wrinkle resistant (" washable and wear-resisting " wool).Processing method of the present invention is suitable for the feld proofing of wool fabric material.
Processing method of the present invention not only can be used for the textile material of piece goods cloth or finished product form, and also can be used for handling the fiber or the yarn of these materials in many cases.
Processing method of the present invention is carried out usually in the following manner: the aqueous-based dispersions of the polyisocyanates of described hydrophilic modifying is coated on the textile material, for example use splash, spraying, dipping or drawing-off from big bath raio, the pH value of this dispersion liquid is adjusted to 3-6, particularly 4-6 usually.Under the situation of dipping, it may be favourable using padder, pads the back and usually excessive dispersion liquid is extruded.Apply after this dispersion liquid, usually under heating up as 90-110 ℃ of following dry fabric material.Its water in room temperature or heat up slightly (about at the most 50 ℃) washing (cleanings) is preceding down, textile material was at room temperature placed a period of time that suits subsequently, as 1-30 hour.Type on textile material is decided, and also can wash before drying.The present invention to the wool fabric material processed in, the effect of dispersion liquid as described in helping with oxidant (as active chlorine or persulfate) or with enzyme or with the preliminary treatment of discharge.By the dry fabric material, the consumption of the polyisocyanates of hydrophilic modifying (active material) is generally 0.1-10% (weight), preferred 0.5-7% (weight), particularly 1-5% (weight).
The present invention also provides the aqueous-based dispersions of finish fabric material, this dispersion liquid is substantially free of organic solvent and other emulsifying agent, contains the polyisocyanates of 0.01-15% (weight), preferred one or more hydrophilic modifyings of 0.1-10% (weight), particularly 0.5-7% (weight).
Processing method of the present invention obtains high-quality textile material through arrangement with regard to just using, and particularly after the washing very low shrinkage factor is arranged.The aqueous dispersion of the polyisocyanates of the described hydrophilic modifying that is used for this purpose is substantially free of undesirable organic solvent and independent emulsifying agent; For using, the emulsification of used polyisocyanates itself is just enough.Also needn't in processing procedure, adopt high temperature and use to decomposite protectant polymer dispersion liquid.
Resulting good result is beat all, because estimate that isocyanates should decompose rapidly in used aqueous medium.But the polyisocyanates that the present invention uses has the working life of a few hours in water base dye liquor, and promptly described polyisocyanates dispersion liquid is stable in process time commonly used.
Embodiment (iii) in, the polyisocyanates of described hydrophilic modifying is used for described purpose with undiluted form in many cases, promptly they are not are not dispersed or dissolved.In other cases, they only disperse or are emulsified in the fabric treating dye bath, for example in dye liquor, promptly with before textile material to be processed contacts.
In principle, available any natural or synthetic material is as the material that will obtain washable gloss, and cellulosic material for example is as COTTON FABRIC or regenerated cellulose fabric; Polyamide, polyurethane, polyester, Merlon, polyacrylonitrile or polypropylene fibre material; Or contain the textile material of keratin fiber, as sheep's wool; And these mixtures of material.But, for application of the present invention, textile material preferred cellulose or cellulose.
Application of the present invention not only can be used for the above-mentioned fabrics material of piece goods cloth and finished product form, and also relates to the form of the fiber or the yarn of these materials in many cases.
The present invention has the production of the textile material of washable gloss to carry out according to the following steps usually, handle material to be processed with the polyisocyanates of described hydrophilic modifying and the common polymer dispersion liquid of suitable this purpose (preferred polyurethane dispersing liquid, particularly polyester-polyurethane dispersion liquid commonly used) with traditional paint-on technique.Used polymer dispersion liquid does not have the gene with the textile material reaction usually.By the amount of used straight polymer, the weight ratio of the polyisocyanates of polymer dispersion liquid and hydrophilic modifying is generally 20: 1 to 1: 1, and particularly 10: 1 to 1.5: 1, especially 7: 1 to 2: 1.
Can produce gloss well with squezzing, calendering, embossing or relevant technology.The discovery calender particularly application of friction calender is beneficial especially.Friction calender is the calender that rubbing action is arranged, and level and smooth high polish and heatable roll are than the speed of rotation height of following soft roller above promptly.Rubbing action (pressure and ironing effect) makes fabric produce the gloss of height.Usually have the 3rd roller to rotate below soft roller, it cools off soft roller.
For application of the present invention, press the dry weight basis of textile material, the consumption of the polyisocyanates of hydrophilic modifying is generally 0.01-50% (weight), preferred 0.05-20% (weight), more preferably 0.1-5% (weight).
Obtain the textile material of highly washable gloss according to the application of the polyisocyanates of hydrophilic modifying of the present invention, these materials are not only washable under the condition of laundering of textile fabrics commonly used in aqueous medium, and also anti-usually dry-cleaning.In dry-cleaning, the lipophilic component on fabric or in the fabric is usually dissolved comes out, and can make the gloss forfeiture.
In addition, so the fabric of producing does not contain paraffin and formaldehyde usually, therefore can not discharge the steam of these materials, produces ecological problem.
In following examples, percentage by weight.
The embodiment of embodiment (I)
Embodiment (A) (Comparative Examples)
And have water-base pigment dye liquor dipping weight that following composition do not contain crosslinking agent be about 120 grams/square metre woven COTTON FABRIC:
-10% paratonere C.I.146
-15% polyurethane binder (Perapret of BASF commonly used
PU)
The defoamer of-convention amount, wetting agent, prevent the reagent and the antimigration agent that on roller, deposit.
-water mends 100%.
Make the absorptivity of dye liquor be restricted to 60% by extruder pressure.At 100-120 ℃ of following dry fabric, descended fixedly 1-3 minute subsequently at about 180 ℃.
Embodiment B (Comparative Examples)
With the dye liquor dual-staining identical with embodiment A, different is dye liquor also contains 3% methylol melamine and 0.5% ammonium nitrate is as catalyst.
Embodiment 1 (according to the present invention)
With the dye liquor dual-staining identical with embodiment A, different is the polyisocyanates that dye liquor also contains 3% non-ionic hydrophilic modification, and it makes (as disclosed among the DE-A4036927 embodiment 8) with following preparation process:
Under 60 ℃, 25 gram (0.15 mole) hexamethylene diisocyanates are added to 150 gram (0.3 mole) molecular weight and are in the simple function group poly(ethylene oxide) polyethers of methyl alcohol initiation of 500 gram/moles, and stirred 30 minutes.After this, NCO content is less than 0.05%.Mixture is cooled to 30 ℃ then, then the biuret polyisocyanate of 900 grams based on hexamethylene diisocyanate is stirred in wherein, it is basically by N, N ', N '-three (6-isocyanate group hexyl) biuret and higher homologue thereof are formed, and its NCO content is 21.9%, and the content of monomer hexamethylene diisocyanate is less than 0.5%, viscosity under 23 ℃ is 2.9Pa, and average N CO degree of functionality is 3.3.It is 18.1% and 23 ℃ of transparent resin that following viscosity is 3900mPa that cooling obtains NCO content.
The crock fastness of three kinds of dyeing that make is tested by AATCC DIN54 021 method.In this test, the dyeing of embodiment A is 2 grades, and the dyeing of Embodiment B is 3 grades, and the dyeing of embodiment 1 is 4 grades (classification standards: 1 for very poor to 5 for fine).The DYED FABRICS of the Embodiment B flavor that bears the odor of fish, and the DYED FABRICS odorlessness of embodiment 1.
When replacing woven COTTON FABRIC with traditional former cotton yarn (being untreated), do not need as the described condensation step of embodiment A (180 ℃, 1-3 minute), warp thread reached its best fastness after 2 days, then can be woven, without any problem.
Embodiment (ii) and embodiment (iii)
Embodiment (ii) and synthetic embodiment (iii)
Polyisocyanates 1 (the nonionic modification)
The polyisocyanates that 1000 grams is contained the isocyanuric acid ester group is heated to 50 ℃, this polyisocyanates is by making 1, the part isocyanate group trimerization of 6-two isocyanate group hexanes prepares, it mainly is made up of three (6-isocyanate group hexyl) isocyanuric acid ester and its higher homologue, its NCO content is 22.2%, the content of monomeric diisocyanate is 1.9Pa less than the viscosity under 0.3%, 23 ℃, and average N CO degree of functionality is about 3.3.Be heated to the poly(ethylene oxide) polyethers (molecular weight is 1120 gram/moles) that the n-butanols of 50 ℃ 80.8 gram simple functions cause.With mixture heated to 110 ℃, and stirred 2.5 hours.It is that viscosity under 18.9%, 23 ℃ is the transparent resin of 2700mPa that cooling obtains NCO content.
Polyisocyanates 2 (the nonionic modification)
Under 60 ℃, 25 gram (0.15 mole) hexamethylene diisocyanates are added to 150 gram (0.3 mole) molecular weight and are in the poly(ethylene oxide) polyethers of simple function of methyl alcohol initiation of 500 gram/moles, and stirred 30 minutes.After this, NCO content is less than 0.05%.Mixture is cooled to 30 ℃ then, the biuret polyisocyanate of 900 grams based on hexamethylene diisocyanate is stirred to wherein, it is mainly by N, N '; N "-three (6-isocyanate group hexyl) biuret and its higher homologue are formed, and its NCO content is 21.9%, and the content of monomer hexamethylene diisocyanate is less than 0.5%, viscosity under 23 ℃ is 2.9Pa, and average N CO degree of functionality is 3.3.It is that viscosity under 18.1%, 23 ℃ is the transparent resin of 3900mPa that cooling obtains NCO content.
Polyisocyanates 3 (nonionic/cationic modified)
The polyisocyanates that 600 grams is contained the isocyanuric acid ester group is heated to 50 ℃, this polyisocyanates is by 1, the trimerization of the part isocyanate group of 6-two isocyanate group hexanes prepares, mainly form by three (6-isocyanate group hexyl) isocyanuric acid ester and its higher homologue, its NCO content is 22.2%, the content of monomeric diisocyanate is 1.9Pa less than the viscosity under 0.3%, 23 ℃, and average N CO degree of functionality is about 3.3.Be heated to 50 ℃, molecular weight and be the poly(ethylene oxide) polyethers that the methyl alcohol of the simple function of 500 gram/moles causes.With mixture heated to 110 ℃, and stirred 1 hour.Add 7.9 gram (0.1 mole) dimethylethanolamines then, mixture was stirred 1 hour again.It is 15.0%, 23 ℃ of transparent resin that following viscosity is 9000mPa that cooling obtains NCO content.
Polyisocyanates 4 (cationic modified)
The polyisocyanates that 600 grams is contained the isocyanuric acid ester group is heated to 50 ℃, this polyisocyanates is by making 1, the trimerization of the part isocyanate group of 6-two isocyanate group hexanes prepares, mainly form by three (6-isocyanate group hexyl) isocyanuric acid ester and its higher homologue, its NCO content is 22.2%, the content of monomeric diisocyanate is less than 0.3%, viscosity under 23 ℃ is 1.9Pa, average N CO degree of functionality adds 7.9 gram (0.1 mole) dimethylethanolamines for about 3.3., and mixture was stirred 1 hour.It is 19.55%, 23 ℃ of transparent resin that following viscosity is 4700mPa that cooling obtains NCO content.
Embodiment Application Example (ii)
Embodiment 2
The padding finishing of woven wool fabric
50 grams all use the 50 aqueous sulfuric acid emulsifications that restrain concentration 2% according to the polyisocyanates of preparation method 1-4 preparation, be formulated into 1000 milliliters with cooling water then.Use the laboratory padder,, be expressed to 8% mother liquor absorptivity in this course with the woven wool fabric of this emulsion dipping a slice.Then at 100 ℃ of following dry fabrics.Stop after 24 hours,, with the naked eye estimate felting and by measurement markers district evaluate shrinkage by test method 31 (TWS-TM31) laundering of textile fabrics of International Wool Secretariat.
Whether base material felting shrinkage (area)
Untreated is 60%
Polyisocyanates 1 is denied 4%
Polyisocyanates 2 is denied 3%
Polyisocyanates 3 is denied 5%
Polyisocyanates 4 is denied 6%
Embodiment 3
The most dyeing and finishing reason of reeled yarn
The pure wool yarns of 10 kilograms of reeled yarn forms is at first used the preliminary treatment in industrial concentration (4.5% active oxygen) of 5% peroxidating sulfate mono potassium in dyeing installation.After the oxidation, handle with 5% sodium sulfite.Handle with the polyisocyanates that obtains among the preparation method 1-4 then.Consumption is that 2% active material is (heavy based on wool: 200 gram active materials).Polyisocyanates with the cold water dilution, is put into equipment with the pre-emulsification of alkene sulfuric acid then.Replacing the dye liquor circulation down at 25 ℃ carried out processing 30 minutes.The centrifugation yarn is dry down at 100 ℃ subsequently.Made knitting of standard by IWS-TM31 by yarn in second day, and test washing felting property and shrinkage.
Whether base material felting shrinkage (area)
Untreated is that 58% to have only the sulfuric peroxide hydrochlorate be 31%
Polyisocyanic acid 1 is denied 4%
Polyisocyanic acid 2 is denied 4%
Polyisocyanic acid 3 is denied 6%
Polyisocyanic acid 4 is denied 5%
Embodiment 4
Knitting most dyeing and finishing reason
To be made by the wool stocking yarn of drying knitting (establish blue blouse) is chlorination in 500 liters the beck with 3% 2 chlorine isocyanates at capacity at first, uses 2% sodium metabisulfite dechlorination then, and cleans.Under 5,30 ℃ of pH values, handled 30 minutes then with 1.8% polyisocyanates (active material) among the preparation method 1-4.Do not clean, with blouse centrifugation and dry under 90 ℃ in rotary dryer.Test its washability by IWS-TM31.
Whether base material felting shrinkage (area)
Untreated is 52%
The part 28% of chlorination and dechlorination
Polyisocyanates 1 is denied 4%
Polyisocyanates 2 is denied 3%
Polyisocyanates 3 is denied 5%
Polyisocyanates 4 is denied 7%
Embodiment 5
Wool tops is put in order in back washer
The continuity method of the feld proofing of wool tops is step operation in the following order usually: OR-coated polymer-drying.Required equipment is by 4 or 4 back washers that above dye bath is formed, and 24-40 wool top passes through back washer side by side.Usually carry out oxidation with padder before this.
In order to simulate such processing, wool tops is at first handled 80% mother liquor absorptivity with the peroxidating sulfate mono potassium of 100 grams per liters industry concentration under pH5.Handle with 50 grams per liter sodium sulfites subsequently.The wool top of handling with sulfuric peroxide hydrochlorate and sulphite pads with 50 grams per liter polyisocyanates 1-4 (by 100% calculating) after drying, and the mother liquor absorptivity is 80%.The coated polymer amount is 4%.Clean wool top and dry with cold water subsequently.It is the yarn of Nm32/2 and knitting that wool top is spun into fineness, tests as described in example 2 above.
Whether base material felting shrinkage (area)
Untreated is 55%
Polyisocyanates 1 is denied 12%
Multi isohydrocyanic ether ester 2 is denied 10%
Polyisocyanates 3 is denied 14%
Polyisocyanates 4 is denied 14%
Embodiment Application Example (iii)
Embodiment 6
Under 190 ℃, 250dN/cm, go up with commercial polyesters polyurethane (60 grams per liters, the dispersion liquid of 40% concentration at friction calender (steel rider/polyamide roller); The Perapret that BASFAktiengesellschaft produces
PU) and the impregnation mixture of the polyisocyanates 1 of the hydrophilic modifying of above-mentioned synthetic embodiment (10 grams per liters in dye liquor).Press the dry weight basis of textile material, the consumption of the polyisocyanates of hydrophilic modifying is 0.6%.The mother liquor absorptivity of mixture is 60%.At 110 ℃ of following dry fabrics, residual moisture content is about 10% subsequently.
After traditional fabric washing, the gloss that produces on fabric can keep fully.
In order to compare, identical woven COTTON FABRIC is flooded and drying with industrial butter dispersion liquid or paraffin dispersion liquid (40 grams per liters, the dispersion liquid of 35% concentration) under identical condition.After traditional fabric washing, the gloss of generation disappears.
Claims (13)
1. the application of the polyisocyanates of hydrophilic modifying in field of textiles
(i) as the crosslinking agent of adhesive of the water-base pigment dye liquor that is used for textile dyeing,
(ii) be used for the finish fabric material with the aqueous-based dispersions form that does not conform to organic solvent and other emulsifying agent basically, or
(iii) be used to produce textile material with washable gloss.
2. according to the application of claim 1, wherein the polyisocyanates of hydrophilic modifying is based on the polyisocyanates of aliphatic vulcabond and aliphatic high functionality.
3. according to the application of claim 1 or 2, wherein use the polyisocyanates of non-ionic hydrophilic modification.
4. according to the application of claim 3, wherein the polyisocyanates of non-ionic hydrophilic modification contains the hydroxy-end capped polyethers of the general formula I of embedding form
R
1-X-(AO)n-H (I)
In the formula
R
1Be C
1-C
20Alkyl or C
2-C
20Alkenyl, cyclopentyl, cyclohexyl, glycidyl, ethoxy, phenyl, tolyl, benzyl, furfuryl group or tetrahydrofurfuryl;
X is sulphur or oxygen;
A is propylidene and/or ethylidene; With
N is 5-120.
5. according to each is by the application of embodiment (i) among the claim 1-4, wherein used binder is polyacrylate and/or polyurethane.
6. according to each is by the application of embodiment (i) among the claim 1-5, wherein used textile material is woven COTTON FABRIC or the raw yarn of being made by cellulose fibre, synthetic fiber or blend fibre or through pretreated yarn.
7. the method for a DYED FABRICS in the water-base pigment dye liquor, wherein the crosslinking agent as this method adhesive is the polyisocyanates of hydrophilic modifying.
8. water-base pigment dye liquor that is used for DYED FABRICS, it contains pigment, adhesive, water and conventional assistant, and the polyisocyanates that adds one or more hydrophilic modifyings of 0.01-10% (weight) is as crosslinking agent.
9. according to each wherein is used to put in order protein-contg textile material by embodiment application (ii) among the claim 1-4.
10. the method for a finish fabric material is wherein used the polyisocyanates of the hydrophilic modifying of the aqueous-based dispersions form that is substantially free of solvent and other emulsifying agent.
11. an aqueous-based dispersions that is used for the finish fabric material, it is substantially free of organic solvent and other emulsifying agent, contains the polyisocyanates of one or more hydrophilic modifyings of 0.01-15% (weight).
12. according to each is used to produce the textile material of the cellulosic or cellulose of washable gloss by embodiment application (iii) among the claim 1-4.
13. a production has the method for the textile material of washable gloss, wherein uses the polyisocyanates of hydrophilic modifying.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 95193292 CN1153542A (en) | 1994-05-03 | 1995-04-25 | Use of hydrophilically modified polyisocyanates in field of textiles |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4415451.8 | 1994-05-03 | ||
| DEP4415449.6 | 1994-05-03 | ||
| DEP4430165.0 | 1994-08-25 | ||
| CN 95193292 CN1153542A (en) | 1994-05-03 | 1995-04-25 | Use of hydrophilically modified polyisocyanates in field of textiles |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1153542A true CN1153542A (en) | 1997-07-02 |
Family
ID=5082555
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 95193292 Pending CN1153542A (en) | 1994-05-03 | 1995-04-25 | Use of hydrophilically modified polyisocyanates in field of textiles |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1153542A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101070676B (en) * | 2007-05-18 | 2013-03-20 | 广东德美精细化工股份有限公司 | Fiber-material modifying method and dyeing process |
| CN103554430A (en) * | 2013-10-10 | 2014-02-05 | 陕西科技大学 | Preparation method for enclosed type polyisocyanates cross-linking agent aqueous emulsion |
| CN106049101A (en) * | 2016-06-12 | 2016-10-26 | 青岛大学 | Method for performing normal-temperature rapid dip dyeing on seaweed non-woven fabric and enhancing ultraviolet resistance |
-
1995
- 1995-04-25 CN CN 95193292 patent/CN1153542A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101070676B (en) * | 2007-05-18 | 2013-03-20 | 广东德美精细化工股份有限公司 | Fiber-material modifying method and dyeing process |
| CN103554430A (en) * | 2013-10-10 | 2014-02-05 | 陕西科技大学 | Preparation method for enclosed type polyisocyanates cross-linking agent aqueous emulsion |
| CN103554430B (en) * | 2013-10-10 | 2015-10-28 | 陕西科技大学 | A kind of preparation method of blocked polyisocyanate linking agent water miscible liquid |
| CN106049101A (en) * | 2016-06-12 | 2016-10-26 | 青岛大学 | Method for performing normal-temperature rapid dip dyeing on seaweed non-woven fabric and enhancing ultraviolet resistance |
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