CN112262165B - 具有碳二亚胺基团的聚氨酯-有机聚硅氧烷 - Google Patents
具有碳二亚胺基团的聚氨酯-有机聚硅氧烷 Download PDFInfo
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- CN112262165B CN112262165B CN201980037223.6A CN201980037223A CN112262165B CN 112262165 B CN112262165 B CN 112262165B CN 201980037223 A CN201980037223 A CN 201980037223A CN 112262165 B CN112262165 B CN 112262165B
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- polyurethane
- salts
- polyurea
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- polyorganosiloxane
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- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 title claims description 5
- 229920001296 polysiloxane Polymers 0.000 title description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 39
- 239000000203 mixture Substances 0.000 claims abstract description 28
- 239000004814 polyurethane Substances 0.000 claims abstract description 21
- 150000003839 salts Chemical class 0.000 claims abstract description 20
- 229920002635 polyurethane Polymers 0.000 claims abstract description 19
- 239000004753 textile Substances 0.000 claims abstract description 16
- 238000011282 treatment Methods 0.000 claims abstract description 15
- 229920001577 copolymer Polymers 0.000 claims abstract description 10
- 238000000034 method Methods 0.000 claims abstract description 9
- 239000000835 fiber Substances 0.000 claims abstract description 8
- 238000005470 impregnation Methods 0.000 claims abstract description 7
- 239000010985 leather Substances 0.000 claims abstract description 7
- 239000002649 leather substitute Substances 0.000 claims abstract description 7
- 210000002268 wool Anatomy 0.000 claims abstract description 7
- 210000004209 hair Anatomy 0.000 claims abstract description 6
- 239000000463 material Substances 0.000 claims abstract description 3
- -1 unsaturated Chemical group 0.000 claims description 29
- 238000005406 washing Methods 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 238000009472 formulation Methods 0.000 claims description 13
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 10
- 229920000570 polyether Polymers 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000004122 cyclic group Chemical group 0.000 claims description 7
- 229920006395 saturated elastomer Polymers 0.000 claims description 7
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims description 6
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 6
- 229920005862 polyol Polymers 0.000 claims description 6
- 150000003077 polyols Chemical class 0.000 claims description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 6
- 125000005442 diisocyanate group Chemical group 0.000 claims description 5
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 5
- 229920002396 Polyurea Polymers 0.000 claims description 4
- 125000004103 aminoalkyl group Chemical group 0.000 claims description 4
- 229920001400 block copolymer Polymers 0.000 claims description 4
- 125000000524 functional group Chemical group 0.000 claims description 4
- 229920001519 homopolymer Polymers 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 4
- 239000002518 antifoaming agent Substances 0.000 claims description 3
- 150000007522 mineralic acids Chemical class 0.000 claims description 3
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- 229920000728 polyester Polymers 0.000 claims description 3
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- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 3
- 239000000758 substrate Substances 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- 239000004952 Polyamide Substances 0.000 claims description 2
- 239000004902 Softening Agent Substances 0.000 claims description 2
- 238000007259 addition reaction Methods 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000000962 organic group Chemical group 0.000 claims description 2
- 229920000058 polyacrylate Polymers 0.000 claims description 2
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- 229920000515 polycarbonate Polymers 0.000 claims description 2
- 239000004417 polycarbonate Substances 0.000 claims description 2
- 229920000098 polyolefin Polymers 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 2
- 239000006057 Non-nutritive feed additive Substances 0.000 claims 2
- 239000000654 additive Substances 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
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- 125000002843 carboxylic acid group Chemical group 0.000 claims 1
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- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
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- 238000005507 spraying Methods 0.000 claims 1
- 150000001718 carbodiimides Chemical group 0.000 abstract description 18
- 238000002360 preparation method Methods 0.000 abstract description 7
- 239000002243 precursor Substances 0.000 abstract description 6
- 239000012948 isocyanate Substances 0.000 description 20
- 150000002513 isocyanates Chemical class 0.000 description 20
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 16
- 238000002329 infrared spectrum Methods 0.000 description 13
- 239000002202 Polyethylene glycol Substances 0.000 description 11
- 229920001223 polyethylene glycol Polymers 0.000 description 11
- VATRWWPJWVCZTA-UHFFFAOYSA-N 3-oxo-n-[2-(trifluoromethyl)phenyl]butanamide Chemical compound CC(=O)CC(=O)NC1=CC=CC=C1C(F)(F)F VATRWWPJWVCZTA-UHFFFAOYSA-N 0.000 description 10
- 150000001412 amines Chemical class 0.000 description 10
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- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 125000002091 cationic group Chemical group 0.000 description 6
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 5
- 239000004721 Polyphenylene oxide Substances 0.000 description 5
- 125000000129 anionic group Chemical group 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 150000002148 esters Chemical group 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 239000008234 soft water Substances 0.000 description 5
- ZQTYRTSKQFQYPQ-UHFFFAOYSA-N trisiloxane Chemical class [SiH3]O[SiH2]O[SiH3] ZQTYRTSKQFQYPQ-UHFFFAOYSA-N 0.000 description 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 239000003599 detergent Substances 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 241000408710 Hansa Species 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229920013822 aminosilicone Polymers 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 229920000909 polytetrahydrofuran Polymers 0.000 description 3
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- 150000003512 tertiary amines Chemical class 0.000 description 3
- 125000001302 tertiary amino group Chemical group 0.000 description 3
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- GCYHRYNSUGLLMA-UHFFFAOYSA-N 2-prop-2-enoxyethanol Chemical compound OCCOCC=C GCYHRYNSUGLLMA-UHFFFAOYSA-N 0.000 description 2
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 2
- WADSJYLPJPTMLN-UHFFFAOYSA-N 3-(cycloundecen-1-yl)-1,2-diazacycloundec-2-ene Chemical compound C1CCCCCCCCC=C1C1=NNCCCCCCCC1 WADSJYLPJPTMLN-UHFFFAOYSA-N 0.000 description 2
- CCTFMNIEFHGTDU-UHFFFAOYSA-N 3-methoxypropyl acetate Chemical compound COCCCOC(C)=O CCTFMNIEFHGTDU-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 102100024133 Coiled-coil domain-containing protein 50 Human genes 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- 101000910772 Homo sapiens Coiled-coil domain-containing protein 50 Proteins 0.000 description 2
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- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 2
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- DWANEFRJKWXRSG-UHFFFAOYSA-N 1,2-tetradecanediol Chemical compound CCCCCCCCCCCCC(O)CO DWANEFRJKWXRSG-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/797—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing carbodiimide and/or uretone-imine groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/02—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only
- C08G18/025—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only the polymeric products containing carbodiimide groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/2805—Compounds having only one group containing active hydrogen
- C08G18/2815—Monohydroxy compounds
- C08G18/283—Compounds containing ether groups, e.g. oxyalkylated monohydroxy compounds
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Abstract
本发明涉及含有式[I]的碳二亚胺部分的聚氨酯和/或聚有机硅氧烷共聚物的化合物及其盐。此外,本发明涉及其制备方法、制备前体、含有该前体的反应性组合物及其用于处理或整理包括毛发和羊毛在内的纤维以及用于永久整理,处理,浸渍纺织品和皮革或合成革及其他纤维材料,以及片材和纸张。
Description
本发明涉及含有式[I]的碳二亚胺部分的聚氨酯和/或聚有机硅氧烷共聚物的化合物及其盐:
-N=C=N-[I]
此外,本发明涉及其制备方法、制备前体、含有该前体的反应性组合物及其用于处理或整理包括毛发和羊毛在内的纤维以及用于永久整理,处理,浸渍纺织品和皮革或合成皮革及其他纤维材料,以及片材和纸张。
水性聚氨酯和/或聚脲聚有机硅氧烷共聚物化合物以及含有溶剂的化合物长期以来被广泛用于表面处理(WO 2008/060681)。
聚硅氧烷碳二亚胺共聚物的制备早已为人所知并对其进行了详细描述(DE2602413A1)。
此外,已知含有氨基的聚硅氧烷和/或聚氨酯-聚有机硅氧烷共聚物适合用作纺织品柔软剂(WO 2006/002910)。
众所周知,可以通过将烯化氧部分引入这样的聚合物中来实现亲水性的改善。
此外,例如,WO 2008/060681建议将季铵化合物引入环氧烷改性的聚硅氧烷和/或聚氨酯-聚有机硅氧烷共聚物中,以提高此类产物的亲和性。
但是,该建议不代表满意的解决上述系统反复暴露于侵蚀性环境中进行纤维处理以及永久整理,处理,用碱浸渍纺织品,纸张,羊毛和皮革以及合成革,氧化条件,以及在洗涤过程中,它们的活性会大大降低甚至完全丧失问题的方案。
EP 0933399 A中处理了保持软化剂活性的一种可能性。氨基硅氧烷的共价交联通过多官能丙烯酸衍生物的迈克尔加成发生,然而,这些衍生物不会共价结合到底物上,而只与自身交联,因此显示出较差的持久性。
EP 0563961 A中还提出了基于氨基硅氧烷的可交联组合物。该交联通过酸酐通过酰化反应进行。但是,本规范中描述的产品不再能满足当前的持久性要求。
DE 3236466 A中描述了具有末端硅醇基团的季氨基硅氧烷,其中交联将通过另外含有烷氧基硅烷和附加可交联的三烷氧基硅烷与各自形成和分离链烷醇的缩合来进行。尽管这样获得的产品具有良好的柔软手感的特征,但是在经过多次家庭洗涤循环后,就稳定性而言已不再满足当前的要求。
DE 10 2013 224 140 A的发明涉及用于纺织品永久性第一次整理的另一种方法,其中疏水性整理剂通过封端的异氰酸酯裂解低分子量的封端剂共价结合到织物片上。然而,不利的是毒理学上可疑的封闭剂,其在交联过程中释放并且部分保留在织物上。
相反,WO 2004/050472描述了一种没有这种有问题缩合过程的溶液的方法,其中描述了反应性氨基或聚硅氧烷铵化合物。尽管这些可以通过异氰酸酯二聚体共价结合到织物基材上,但它们的缺点是不能由此制备出稳定的水存储系统,因为异氰酸酯二聚体将在水介质中水解并分离二氧化碳,从而失去其活性。
因此,这些处理过的产品都不能增强亲水性柔软剂在纤维处理中,以及用于纺织品、纸张、羊毛和皮革或合成革的永久性整理、处理、浸渍中的持久性,以产生令人满意的结果。
因此,本发明的目的是提供永久性的、因而更有效和毒理学安全的、因而不含PBT-和CMR的氨基功能性和/或季铵功能性配方,用于纤维(包括头发和羊毛)的处理和整理,以及用于永久性整理、处理,基于聚氨酯-和/或聚脲-聚硅氧烷共聚物化合物的纺织品、皮革或合成皮革、其他纤维材料、片材产品和纸张的浸渍,根据本发明,通常可通过以下公式描述:
其中Ri的结构
并进一步包含至少一种式[I]的碳二亚胺官能团,尤其是作为耐洗纺织品表面处理剂的柔软剂,其中即使通过使用阴离子,阳离子,两性或非阴离子的离子洗涤剂反复洗涤工序,也几乎不会影响此类化合物的特征柔软手感。
已知式[I]的碳二亚胺可以引入进本发明的结构[II]和[III]中,在构建聚氨酯-和/或聚脲-聚有机硅氧烷共聚物化合物(DE 197 33 044 A)时使用通式[IV]的二异氰酸酯。
残基X优选地通过提取通常用于聚氨酯化学中的单体二异氰酸酯,特别是选自芳族,脂环族或脂族,直链或支链的单或多异氰酸酯及其具有至多15个碳原子的异构体的混合物的二异氰酸酯来衍生。这种异氰酸酯的例子包括二苯基甲烷2,2′-二异氰酸酯,二苯基甲烷2,4′-二异氰酸酯,二苯基甲烷4,4′-二异氰酸酯(MDI),甲苯2,6-二异氰酸酯,甲苯2,4-二异氰酸酯(TDI),四甲基二甲苯二异氰酸酯(TMXDI),1,4-二异氰酸根合苯,1,4-双(异氰酸根合甲基)苯,1,3-双(异氰酸根合甲基)苯(XDI),四亚甲基二异氰酸酯,五亚甲基二异氰酸酯(PDI),六亚甲基二异氰酸酯(HDI)),2,4,4-三甲基六亚甲基1,6-二异氰酸酯,2,2,4-三甲基六亚甲基1,6-二异氰酸酯(TMDI),十二亚甲基二异氰酸酯,1,4-二异氰酸根合环己烷,1,3-双(异氰酸根合甲基)环己烷(H6XDI),3-异氰酸根合甲基-3,5,5-三甲基环己基异氰酸酯(IPDI),4,4′-二异氰基二环己基甲烷(H12MDI)及其异构体,以及这些化合物或它们的异氰酸酯封端的预聚物的混合物,在本质上可以是直链或支链的,以及对应于现有技术的多元醇,其可以任选地已经含有氨基甲酸酯,除了烃基以外,还包括叔丁基,异氰脲酸酯,脲二酮,酯,酰胺,醚或碳酸酯基团。
众所周知,此外,根据本发明通过具有式(IV)结构的二异氰酸酯的(聚)缩合,通过制备通式[V]的端异氰酸酯低聚物或聚合碳二亚胺作为前体,式[I]化合物可在聚氨酯和/或聚脲聚有机硅氧烷共聚物化合物中以-V-形式在结构[III]中建立:
其中X如上定义,并且n表示0至10的数字,并且结构[V]的化合物具有1至4的异氰酸酯官能团,但是在α,ω-终端位置优选为2个,并且能够,通过其NCO官能团与含有通式官能团的Zerewitinoff-活性物质反应
其中g≥1,优选g=2,且Y=-NRA-或-O-,且RA为氢或不超过20个碳原子的直链,支链,环状,饱和,不饱和或芳族烃基自由基,还可以另外包含选自-O-,-C(O)-,-NH-,叔胺或季铵化合物的若干基团。
结构[IV]至[V]的化合物形成碳二亚胺基团并分离出二氧化碳的缩聚反应在文献中有详细描述,并且可以通过本发明的合适催化剂进行强制反应,如记载在W.纽曼,P.费希尔:由异氰酸酯制备碳二亚胺。德国应用化学,第1卷(1962),第621-625页,举例。
如式[VI]所示的Zerewitinoff-活性化合物,通常使用含有羟基或氨基的复合聚合物多元醇或聚胺-P1-和-P2-,其可独立地选自聚碳酸酯、聚酯、聚醚、聚丙烯酸酯、聚烯烃、聚二甲基硅氧烷、聚内酯等,根据现有技术,平均分子量为约300至10000g/mol的聚酰胺、聚脲或聚氨酯,其中选自聚二甲基硅氧烷、聚酯和聚醚类的更高分子量多元醇特别适合于制备根据本发明的制剂。
通常,聚酯多元醇的类别从例如U.Poth:und Alkydharze.Vincentz Network,2012得知,非常适合用于制备聚氨酯,其中脂族,脂环族和芳族一元羧酸,二元羧酸,三元羧酸或羟基羧酸适用于此类多元醇的制备,尤其是苯甲酸,2-乙基己酸,马来酸酸,马来酸酐,琥珀酸,戊二酸,戊二酸酐,己二酸,庚二酸,辛二酸,壬二酸,癸二酸,十一碳二酸,十二碳二酸,十三碳二酸,十四碳二酸,十六碳二酸,二聚脂肪酸,邻苯二甲酸,邻苯二甲酸酐,对苯二甲酸和间苯二甲酸,六氢邻苯二甲酸酐,环己烷-1,4-二羧酸,二羟甲基丙酸,偏苯三酸酐或它们的混合物,并用脂肪族,脂环族和芳香族单醇,二醇或高级官能醇,优选乙二醇,丁二醇,戊二醇,己二醇,辛二醇,壬二醇,癸二醇,十一烷二醇,十二烷二醇,十三烷二醇,十四烷二醇,十六烷二醇,二聚脂肪醇,新戊二醇,丁乙基丙二醇,二甘醇,三甘醇,环己烷二甲醇,甘油,三羟甲基丙烷,季戊四醇或它们的混合物,还进一步包含酰胺基可以通过与胺的反应或通过与不饱和脂肪酸的反应进行醇酸改性而得到,其中可以使用短链,中链或长链的醇酸树脂。特别地,平均分子量为500至4000g/mol,特别是1000至2000g/mol的聚酯多元醇是合适的。
根据氨基或羟基官能团聚烷氧基烷基胺、聚烷氧基烷醇、聚烷氧基胺或聚烷氧基烷醇化合物的物质类别,优选根据本发明,环氧丁烷、氧化苯乙烯和优选环氧乙烷、四氢呋喃、环氧丙烷或其混合物的线性、单官能团或双官能团均聚物或无规聚合物或嵌段共聚物是合适的,它们可以通过合适的引发剂分子进行聚合,例如双官能醇或胺,例如乙二醇,丙二醇或乙二胺。特别优选的是平均分子量为250至10,000g/mol的化合物,尤其是那些分子量为500至4000g/mol的化合物。
根据本发明那些特别适合的化合物包括具有[VII]结构的α,ω-伯或仲氨基或羟烷基或羟基聚醚烷基或羟基聚醚烷基官能化的聚有机硅氧烷:
其中s=2至500,更优选5至200,D和D′是具有至多200个碳原子的伯或仲羟基或氨基烷基或羟基聚醚封端的有机基团,因此能够经受化学反应与异氰酸酯的加成反应并且可以制备,例如,通过根据现有技术的硅氢加成反应,D和D′另外可以相同或不同,并且Rx是直链,支链,环状,饱和,不饱和,芳族,具有最多20个碳原子的取代的或未取代的烃基,其可另外带有氨基或季铵化合物或羟烷基或羟聚醚烷基,从而可获得梳状结构。另外,具有[VIII]和[IX]结构的单官能聚有机硅氧烷:
特别适用于根据本发明的合适的聚氨酯-和/或聚脲-聚有机硅氧烷共聚物化合物的结构,其含有碳二亚胺官能团,其中Rx和D如上所述,并且s′≥1,优选=1。
为了获得根据本发明的聚氨酯-和/或聚脲-聚有机硅氧烷共聚物化合物在水中的配方,可以将具有-V-结构的异氰酸酯封端的前体与下式的Zerewitinoff-活性单体反应
具有一个或多个亲水基团-J-,或者可以通过合适的方式转化成亲水基团。
所述亲水或亲水基团是阴离子基团或优选具有阳离子或非离子性质的基团。
作为非离子性亲水基团,使用官能团为1至3的亲水性聚环氧烷,优选具有5至100,更优选10至50的重复序列的聚乙二醇二醇或一元醇,其比例优选为0至15%。基于本发明的组合物的单体的重量,优选2-10重量%。
合适的离子亲水基团包括例如阴离子基团,尤其是羧酸根,磺酸根或膦酸根基团,优选用于处理纤维或包括毛发和羊毛的纤维的整理,以及用于纺织品,皮革或合成革以及其他纤维材料,以及片材和纸张的永久整理,处理,浸渍,而阳离子基团尤其包括铵基,质子化的叔氨基或季铵基,它们可以通过简单的中和,水解或季铵化反应转化为其盐。
具有可被碱转化为阴离子的羧基,磺酸基或磷酸基的单体通常具有脂肪族,芳族或脂环族性质,并且具有至少一个具有一般官能团(VI)的Zerewitinoff-活性基团,其中优选使用二羟基磺酸,二羟基膦酸,例如2,3-二羟基丙烷膦酸,或二羟基羧酸,例如二羟甲基丁酸,更优选二羟甲基丙酸(bis-MPA)。羧酸,磺酸基团或磷酸基团向其盐的转化优选以碱金属或铵离子的阳离子作为阳离子进行。具体而言,优选使用胺,更优选三乙胺,二甲基乙醇胺,三甲胺或氨。
或者,也可以使用具有异氰酸酯反应性氨基的单体,例如氨基酸,优选赖氨酸或丙氨酸,但主要是结构[XI]的化合物
NH2-K-NH-K′-A[XI],
其中K和K′独立地代表具有至多20个碳原子的直链,支链,环状,饱和,不饱和或芳族烃基,优选C1-C5烷基单元,更优选亚乙基,并且A代表COOH或SO3H或其碱盐或铵盐,其中特别优选Na作为阳离子,并且更特别优选N-(2-氨基乙基)-2-氨基乙烷磺酸。
具有叔氨基的化合物,例如三(羟烷基)胺,N,N′-双(羟烷基)烷基胺,N-羟烷基二烷基胺,三(氨基-烷基)胺,N,N′-双(氨基烷基)-烷基胺,通过合适的季铵化反应获得的N-氨基烷基二烷基胺或其季铵化合物尤其适合作为根据本发明的潜在阳离子单体,其中它们的烷基是直链,支链,环状,饱和,不饱和或芳族的烃基,最高达20个碳原子,其中还可以包含选自-O-,-C(O)-,-NH-,叔胺或季铵化合物的几个基团。优选的是脂族羟基化合物,例如N,N-二甲基乙醇胺,N,N,N′-三甲基-N′-羟乙基双氨基乙基醚(ZF-10),N,N-双(3-二甲基氨基丙基)-N-异丙醇胺(/>ZR50),2-(2-二甲基氨基乙氧基)乙醇(/>ZR-70),N,N,N′-三甲基氨基乙基乙醇胺(/>Z 110)。N-甲基二乙醇胺,N-甲基二丙醇胺或乙氧基化的N-甲基二乙醇胺是特别优选的。除2个羟基外,还含有至少一个未结合到聚合物骨架中但仍待处理的叔氨基的化合物是更特别优选的。其实例包括N-(3-二甲基氨基丙基)-N,N-二乙醇胺),N-(3-二甲基氨基丙基)-N,N-二异丙醇胺(DPA)或N,N-双(2-羟乙基)异烟酰胺。
使用酸将这种叔胺转化为它们的相应的盐,其中优选使用挥发性有机和/或无机酸,因为通过在通常的干燥温度下蒸发酸可以明显提高疏水性和持久性。因此,例如,优选甲酸,丙酸,盐酸,磷酸,乳酸,柠檬酸,根据本发明,甚至更优选乙酸。
在水性介质中,根据现有技术的所谓的扩链剂-U-是另外常见的。这些优选是分子量为32g/mol至1000g/mol的多官能胺。其实例包括肼,乙二胺,二氨基丙烷,二氨基丁烷,六亚甲基二胺,哌嗪,异佛尔酮二胺(IPDA)或更高官能的胺,例如二亚乙基三胺或三亚乙基四胺。然而,根据本发明,特别优选用作链终止剂的单官能胺,例如二乙醇胺,和/或同时带有亲水基团的单官能胺,例如3-二甲基氨基丙胺。此外,使用具有2至100个线性重复序列,单官能或双官能均聚物或环氧丁烷,氧化苯乙烯,尤其是环氧乙烷,四氢呋喃,环氧丙烷或它们的混合物的嵌段共聚物的氨基官能聚醚,因为它们增加了由此获得的聚合物的弹性,如果环氧乙烷作为单体包含在内,它们可能有助于制剂的水分散性。这样的聚醚胺是可获得的,例如,此外,也可以完全省去添加扩链剂。然后通过剩余的异氰酸酯基团的部分水解形成氨基而发生扩链。
作为溶剂,使用不能与异氰酸酯反应的非质子溶剂。优选地,这些是酮,酯和醚。酮的实例包括丙酮,甲基乙基酮,甲基异丁基酮和环己酮。酯的实例包括乙酸异丙酯,乙酸丁酯,乙酸甲氧基丙基酯(PMA)和二丙二醇甲基醚乙酸酯(/>DPMA),以及二元酯。醚的实例包括二丙二醇二甲醚(/>DME,/>DMM)或封端的聚乙二醇,例如聚乙二醇DME 500。
另外,为了促进异氰酸酯与Zerewitinoff-活性化合物的反应,根据现有技术的常用催化剂,例如二月桂酸二丁基锡(DBTL),辛酸锡(II),1,4-二氮杂双环[2.2.2]辛烷(DABCO),二氮杂双环十一碳烯(DBU),以及过渡金属化合物,尤其是铋化合物,例如新癸酸铋,或锌化合物,例如乙基己酸锌。
根据本发明的组合物可以是胶体两相系统的形式,其中本质上是阴离子,阳离子或非离子的分散助剂用于制备这些分散体,乳液或微乳液,其中特别是烷基聚乙二醇醚,具有8至30个碳原子和5至80个环氧乙烷和/或环氧丙烷部分的烷基芳基聚乙二醇醚,环氧乙烷和环氧丙烷的嵌段共聚物,优选与5至40个EO或PO部分,天然物质及其衍生物选自卵磷脂,皂甙,纤维素,纤维素烷基醚和羧烷基纤维素,以及具有至多50个EO或PO基团和3至20个硅氧烷部分的烷氧基的直链或支链(聚)二甲基硅氧烷可用作非离子型乳化剂。此外,在疏水性残基中具有8至22个碳原子的链长的烷基硫酸盐,烷基醚硫酸盐,烷基磺酸盐,烷基芳基磺酸盐和具有10至10个碳原子的1至40个环氧乙烷或环氧丙烷部分,碱金属或铵盐。亲脂性残基中具有22个碳原子,以及在烷基或烷芳基中具有10至22个碳原子并且具有最多40个EO单元的磷酸偏酯的盐。伯,仲和叔脂肪胺和碳原子数为10至22的季铵化合物的盐优选用作阳离子分散助剂,其中可能的盐包括例如甲酸,乙酸,乳酸或其他有机和无机酸,对于季铵化合物,它的卤化物,硫酸盐,磷酸盐或乙酸盐。另外,脂肪酸聚乙二醇酯,聚乙氧基化脂肪酸甘油酯,脱水山梨糖醇酯,烷基多糖苷,脂肪酸烷醇酰胺,乙氧基化季铵盐,甜菜碱和磺基甜菜碱是合适的。
实施例
使用的化合物清单
1-异氰酸根-3-异氰酸根合甲基-3,5,5-三甲基环己烷:得自Covestro;
1-异氰酸酯-4-[(4-异氰酸酯环己基)甲基]环己烷:得自Covestro;
3-甲基-1-苯基-2-膦烯-1-氧化物:得自AlfaAesar;
二丙二醇二甲醚(DMM):得自Archroma Distr.&Mgt.GmbH t;
Hansa SP 1046,α,ω-伯羟基聚醚烷基官能化聚二甲基硅氧烷(OHZ 26mg KOH/g):得自CHT Germany GmbH;
Hansa SP 1060RP,单官能度羟基聚醚烷基化三硅氧烷:得自CHT Germany GmbH;
8108M:得自SHEPHERD MIRECOURT S.A.R.L.;
去甲胆碱:得自BASF SE;
Jeffcat DPA:得自Huntsman ICI Holland B.V.;
聚乙二醇M500:得自Clariant;
丙二醇二乙酸酯(Dowanol):得自DOW;
Terathane双功能聚四氢呋喃均聚物(OHZ 56mg KOH/g):得自Invista;
Hansa SP 1060,单官能团,伯羟基聚醚烷基官能化三硅氧烷(OHZ 80mg KOH/g),得自CHT Germany GmbH;
Hansa ADD 4035,α,ω-伯羟基烷基官能化聚二甲基硅氧烷(OHZ 54mg KOH/g):得自CHT Germany GmbH;
二甲氨基丙胺:得自Huntsman ICI Holland B.V.;
YMER N120:得自PERSTORP Specialty Chemicals;
Hansa ADD 4090,α,ω-伯羟基烷基官能化聚二甲基硅氧烷(OHZ 20mg KOH/g):得自CHT Germany GmbH;
SILFOAM SRE:得自Wacker-Chemie AG;
乙酸甲氧基丙酯:得自GmbH&Co KG;
Caradol ED 56-200:得自Shell;
实施例1:
称量2.62mol 1-异氰酸酯-3-异氰酸酯甲基-3,5,5-三甲基环己烷和1.5mmol 3-甲基-1-苯基-2-膦烯-1-氧化物(AlfaAesar)并在室温下加热,在125℃下搅拌并在N2气氛下加热。反应6h后,异氰酸酯的滴定含量为22%。粘滞产物在2120cm-1处的红外光谱中显示出特征性的碳二亚胺带。
实施例2:
在一升三颈烧瓶中,称量2.11mol 1-异氰酸酯-4-[(4-异氰酸酯-环己基)甲基]环己烷和1.5mmol 3-甲基-1-苯基-2-磷酸烯-1-氧化物(AlfaAesar),并在室温下进行搅拌并在150℃下加热。反应2小时后,异氰酸酯的滴定含量为22%。粘稠产物在2120cm-1处的红外光谱中显示出特征性的碳二亚胺带。
实施例3:
在一升三颈烧瓶中,称量2.11mol 1-异氰酸酯-4-[(4-异氰酸酯-环己基)甲基]环己烷和1.5mmol 3-甲基-1-苯基-2-磷酸烯-1-氧化物(AlfaAesar),并在室温下进行搅拌并在150℃下加热。反应4h后,可滴定异氰酸酯含量为12%。高粘度产物在2120cm-1的红外光谱中显示出特征性的碳二亚胺带。
实施例4:
在2升三颈烧瓶中,在N2气氛下准备125g实施例1的产物,并用700g二丙二醇二甲醚稀释。然后,在65℃下添加305g Hansa SP 1046、170g Hansa SP 1060RP和0.1g8108M。30分钟后滴定的NCO含量为0.9%。在加入0.140mol的去甲胆碱和39mmol的Jeffcat DPA和另外80g的三硅氧烷后,再经过30分钟的反应,红外光谱没有显示任何异氰酸酯带,而是2120cm-1处的特征碳二亚胺带。得到了不挥发物含量为50%的低粘度透明产品。
实施例5:
在一升三颈烧瓶中,准备157.5g实施例1的产物,并用300g丙二醇二乙酸酯(Dowanol)稀释。然后,在65℃下添加272.5g Hansa ADD 4035和0.243mol HansaSP 1060RP和0.2g/>8108M。30分钟后滴定的NCO含量为1.3%。在加入0.235mol去甲胆碱和另外80g三硅氧烷后,再经过30min的反应时间,红外光谱没有显示任何异氰酸酯带,而是2120cm-1处的特征碳二亚胺带。得到了不挥发物含量为70%的透明产品。
实施例6:
在一升三颈烧瓶中,准备165g实施例1的产物,并用300g二丙二醇二甲醚稀释。然后,在80℃下添加285g Terathane0.3mol聚乙二醇M500和0.2g/>8108M。30分钟后滴定的NCO含量为1.3%。加入0.235mol去甲胆碱和80g单官能聚醚后,再经过30min的反应,红外光谱没有显示出异氰酸酯带,而是2120cm-1处的特征碳二亚胺带。得到了不挥发物含量为70%的透明产品。
实施例7:
在500ml三颈烧瓶中,准备80g实施例1的产物,并用70g二丙二醇二甲醚稀释。然后,在80℃下添加250g Hansa SP 1046、0.3g8108M和50g聚乙二醇M 500。30分钟后滴定的NCO含量为1.8%。同时,将400g pH=9的软水装入2升三颈烧瓶中,并冷却至<10℃。通过添加氢氧化钠水来调节pH值。然后,将从500ml三颈烧瓶中获得的预聚物转移到2升三颈烧瓶中的液压密封中,并用18g二甲氨基丙胺消除残留的异氰酸酯。形成了不挥发物含量为39%的稳定聚合物分散体。在红外光谱中,碳二亚胺在2120cm-1处有明显的色散带。
实施例8:
在500ml三颈烧瓶中,准备120g实施例1的产物,并用100g二丙二醇二甲醚稀释。然后,在65℃下添加180g Hansa ADD 409、0.1g8108M和50g YMER N120。30分钟后滴定的NCO含量为3.8%。同时,将505g pH=10的软水装入2升三颈烧瓶中,并冷却至<10℃。此外,添加0.5g消泡剂(SILFOAM SRE)。通过添加氢氧化钾来调节pH值。然后,将从500ml三颈烧瓶中获得的预聚物转移到2升三颈烧瓶中的液压密封中,用43g二乙醇胺消除残留的异氰酸酯。形成了不挥发含量为39%的稳定聚合物分散体。在红外光谱中,碳二亚胺在2120cm-1处有明显的色散带。
实施例9:
在500ml三颈烧瓶中,准备80g实施例2的产物,并用70g甲氧基丙基乙酸进行稀释。然后,在65℃下添加180g Hansa SP 1046、0.1g8108M和0.22mol聚乙二醇M 500。30分钟后滴定的NCO含量为1.19%。同时,将400g pH=8的软水装入2升三颈烧瓶中,并冷却至<10℃。此外,添加0.5g消泡剂(SILFOAM SRE)。通过添加氢氧化钠来调节pH值。然后,将从500ml三颈烧瓶中获得的预聚物转移到2升三颈烧瓶中的液压密封中,并用11.3g二甲氨基丙胺消除残留的异氰酸酯。形成了不挥发含量为39%的稳定聚合物分散体。在红外光谱中,碳二亚胺在2120cm-1处有明显的色散带。
实施例10:
在500ml三颈烧瓶中,准备80g实施例2的产物,并用70g二丙二醇二甲醚稀释。然后,在80℃下添加180g Terathane 2000、0.1g8108M、0.124mol去甲胆碱和0.22mol聚乙二醇M 500。30分钟后滴定的%NCO含量为0.24%。然后将由此制备的液体预聚物转移到容器中,并在溶解器中与570g pH值为9的水分散,该水通过添加氢氧化钠水进行调节。形成了不挥发含量为39%的稳定聚合物分散体。在红外光谱中,碳二亚胺在2120cm-1处有明显的色散带。
实施例11:
在500ml三颈烧瓶中,准备80g实施例1的产物,并用70g二丙二醇二甲醚稀释。然后,在65℃下添加200g Hansa SP 1046、0.2g8108M、50g Hansa SP 1060RP和50g聚乙二醇M 500。30分钟后滴定的NCO含量为1.46%。同时,将400g pH=9的软水装入2升三颈烧瓶中,并冷却至<10℃的温度。通过添加氢氧化钠来调节pH值。然后,将从500ml三颈烧瓶中获得的预聚物转移到2升三颈烧瓶中的液压密封中,用13g二甲基氨基丙胺消除残留的异氰酸酯。形成了不挥发含量为39%的稳定聚合物分散体。在红外光谱中,碳二亚胺在2120cm-1处有明显的色散带。
实施例12:
在500ml三颈烧瓶中,准备80g实施例2的产物,并用70g二丙二醇二甲醚稀释。然后,在80℃下添加180g Caradol ED 56-200、0.1g8108M、0.124mol去甲胆碱和0.22mol聚乙二醇M 500。30分钟后滴定的NCO含量百分比为0.24%。然后将由此制备的液体预聚物与570g pH值为9的水分散在溶解器中,该水通过添加氢氧化钠进行调节。形成了不挥发含量为39%的稳定聚合物分散体。在红外光谱中,碳二亚胺在2120cm-1处有明显的色散带。
比较例1:
在一升三颈烧瓶中,称量80g 1-异氰酸酯-3-异氰酸酯甲基-3,5,5-三甲基环己烷,并用700g二丙二醇二甲醚稀释。然后,在65℃下添加305g Hansa SP 1046、170g HansaSP 1060RP和0.1g8108M。30分钟后滴定的NCO含量为1.7%。加入0.140mol去甲胆碱和39mmol Jeffcat DPA以及另外80g三硅氧烷后,再经过30分钟的反应,红外光谱没有显示任何异氰酸酯带。得到了不挥发物含量为70%的透明产品。
比较例2:
在500ml三颈烧瓶中,装入59g 1-异氰酸酯-4-[(4-异氰酸酯-环己基)甲基]环己烷,并用70g二丙二醇二甲醚稀释。然后,在80℃下添加200g Hansa SP 1046、0.1g8108M和50g聚乙二醇M 500。30分钟后滴定的NCO含量为1.9%。同时,将400g pH=9的软水装入2升三颈烧瓶中,并冷却至<10℃的温度。通过添加氢氧化钠来调节pH值。然后,将从500ml三颈烧瓶中获得的预聚物转移到2升三颈烧瓶中的液压密封中,用17g二甲氨基丙胺消除残留的异氰酸酯。形成了不挥发分含量为38%的稳定聚合物分散体。
应用:
在染色的100%CO毛圈物品上进行后处理(白酒吸收率:95%)
·白酒的pH:5.0
·种类:薄软干酪
·干燥:在120℃下5分钟;在150℃下设置2分钟
·洗涤条件:40克Tandil温和洗涤剂,Miele顶部装载机洗衣机(简短程序)
·干燥条件:每次洗涤后在晾衣绳上干燥
柔软手感评估的等级等级:5级代表非常好的柔软手感,0级代表原料的水平。洗涤对初始纺织品质量的影响已包括在手感评估中。未加工的起始织物/坯料也分别经受几次洗涤。
在100%涤纶针织面料上进行整理,预洗(液体吸收:100%)
·白酒的pH:5.0
·种类:薄软干酪
·干燥:在120℃下2分钟;在150℃下设置2分钟
·洗涤条件:40克Tandil温和洗涤剂,Miele顶部装载机洗衣机(简短程序)
·干燥条件:每次洗涤后在晾衣绳上干燥
柔软的手感评价的等级量表:5级代表非常好的柔软的手感,0级代表原料的水平。
洗涤对初始纺织品质量的影响已包括在手感评价中。未加工的起始织物/坯料也分别经受几次洗涤。
在100%CO单面汗布上整理,进行光学增亮(液体吸收:90%)
·白酒的pH:5.0
·种类:薄软干酪
·干燥:在120℃下2分钟;在150℃下设置2分钟
·洗涤条件:40克Tandil温和洗涤剂,Miele顶部装载机洗衣机(简短程序)
·干燥条件:每次洗涤后在晾衣绳上干燥
柔软手感评估的等级等级:5级代表非常良好的柔软手感,0级代表原始织物的等级。手感评估中包括洗涤对初始纺织品质量的影响。未加工的起始织物/坯料也分别经受几次洗涤。
Claims (16)
1.含有至少一种式[II]结构元素的聚氨酯和/或聚脲-聚有机硅氧烷化合物及其盐,
,
其特征在于,Ri包含至少一个式[I]的碳二亚胺基:
,
Ri是式[III]的结构元素
,
其中[V]具有以下结构:
,
其中n=0至10,并且X衍生自芳族、脂环族或脂族、至少二价、直链或支链的多异氰酸酯与上述多异氰酸酯异构体的混合物和/或具有至多15个碳原子的不同二异氰酸酯的混合物进行碳二亚胺化反应,其中所述反应产生式[XII]的化合物:
,
其中-V-如上所述,且x≥2,
P1衍生自包括聚烷氧基烷基胺、聚烷氧基烷醇、聚烷氧基胺,其中使用具有2至200序列的线性、双官能团均聚物或无规聚合物或四氢呋喃、环氧丙烷和环氧乙烷的嵌段共聚物,P1的分子量截止于式[XIII]:
,
另外g≥2,以及Y = -NRA- 或 -O-,以及RA为氢、具有最多20个碳原子的线性、支链、环状、饱和、不饱和或芳香族烃基基团,因此P1能够与[XII]反应,
P2衍生自a,w-一级或二级氨基-或羟基烷基-或羟基聚醚烷基官能化聚有机硅氧烷
,
和/或
,
和/或
,
式中,s=2至500且s'=1至3,D和D'是具有至多200个碳原子的伯或仲羟基或氨基烷基或羟基聚醚封端的有机基团,其能够与[XII]进行化学聚合加成反应,D及D'相同或不同,且Rx系直链支链环状,饱和、不饱和、芳香族、经取代的烃基基团,其最多具有20个碳原子,另外含有氨基或季铵基团或羟烷基或羟基聚醚烷基,其中P2能够提供梳状结构,P2独立于P1选择;
P3衍生自一种线性、支链、环状、饱和、不饱和、芳香族、取代或未经取代的化合物,并且P3由可质子化或脱质子化基团-J-转化为其盐,具体的,基团-J-是氨基或季铵基团、羧酸或磺酸基,使用合适的有机或无机酸或碱,P3具有2到100个序列的线性、支链、双或更高官能性环氧乙烷均聚物,P3或以环氧乙烷、四氢呋喃和环氧丙烷的无规聚合物或嵌段共聚物的形式存在,从而使聚合物获得水溶性,乳化性和/或分散性,并且由于其端接而另外能够并入聚合物中;扩链剂-U-选自脂肪族、二价或多价、直链或支链多元醇或具有至多15个碳原子的多胺,或选自分子量至多1000 g/mol的伯或仲氨基-或羟基封端的聚醚。
2.根据权利要求1所述的聚氨酯和/或聚脲-聚有机硅氧烷化合物及其盐,其特征在于,P1衍生自包含聚碳酸酯、聚酯、聚醚、聚丙烯酸酯、聚烯烃、聚二甲基硅氧烷、聚内酯、聚酰胺、聚脲或聚氨基甲酸酯或共聚物物质类别的复合多元醇以及这些聚合物的混合物,能够与结构[XII]反应。
3.根据权利要求1或2所述的聚氨酯和/或聚脲-聚有机硅氧烷化合物及其盐,其中n=0到5,s=5到150,并且-V-是x=2的线性化合物。
4.根据权利要求1-2任一项所述的聚氨酯和/或聚脲-聚有机硅氧烷化合物及其盐,其特征在于,其基于所述聚氨酯和/或聚脲-聚有机硅氧烷化合物及其盐含有5重量%到80重量%的聚有机硅氧烷。
5.根据权利要求3所述的聚氨酯和/或聚脲-聚有机硅氧烷化合物及其盐,其特征在于,其基于所述聚氨酯和/或聚脲-聚有机硅氧烷化合物及其盐含有5重量%到80重量%的聚有机硅氧烷。
6.根据权利要求4所述的聚氨酯和/或聚脲-聚有机硅氧烷化合物及其盐,其特征在于,其基于所述聚氨酯和/或聚脲-聚有机硅氧烷化合物及其盐含有10重量%到70重量%的聚有机硅氧烷。
7.含有权利要求1-3任一项所述聚氨酯和/或聚脲-聚有机硅氧烷化合物及其盐的配方,其特征在于,根据结构[I]的碳二亚胺基团,
,
能够通过与聚合物内的其他反应官能团反应或与底物的官能团反应而交联,以反应性1K和2K系统的形式存在。
8.根据权利要求7所述的配方,其特征在于,其进一步包含填料、颜料、添加剂、溶剂及表面活性化合物。
9. 根据权利要求8所述的配方,其特征在于,所述溶剂包括水。
10.根据权利要求8所述的配方,其包含
a、 聚氨酯和/或聚脲-聚有机硅氧烷化合物及其盐的重量百分比为5%至90%;
b、 添加剂和加工助剂以及分散助剂的重量百分比为0-10%;
c、 有机溶剂和/或水的重量百分比从10%到90%。
11.根据权利要求7所述的配方,其特征在于,所述的配方中还包含交联剂、消泡剂、加工助剂、柔软剂。
12.权利要求7-11任一项所述的配方的应用,其特征在于,用于纤维的永久处理或纤维,包括头发和羊毛的整理,以及纺织品、皮革或合成革、片材和纸张的永久整理、处理、浸渍。
13.权利要求7-11任一项所述的配方的应用,其特征在于,应用纺织工艺过程。
14.根据权利要求13所述的应用,其特征在于,用于涂层、填充、印刷、喷涂方法、泡沫或浆糊和/或染色。
15.权利要求7-11任一项所述配方的应用,其特征在于,用作洗涤永久性柔软剂和/或用于纤维保护。
16.权利要求7至11任一项所述的配方处理后的纺织品。
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