CN105980427B - Finishing agent with blocked polyisocyanates - Google Patents
Finishing agent with blocked polyisocyanates Download PDFInfo
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- CN105980427B CN105980427B CN201480074050.2A CN201480074050A CN105980427B CN 105980427 B CN105980427 B CN 105980427B CN 201480074050 A CN201480074050 A CN 201480074050A CN 105980427 B CN105980427 B CN 105980427B
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- polyisocyanates
- preparation according
- fabric
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- 229920001228 Polyisocyanate Polymers 0.000 title claims abstract description 84
- 239000005056 polyisocyanate Substances 0.000 title claims abstract description 84
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 40
- 238000002360 preparation method Methods 0.000 claims abstract description 82
- -1 uretdion Chemical group 0.000 claims description 41
- 239000004744 fabric Substances 0.000 claims description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 34
- 239000000203 mixture Substances 0.000 claims description 26
- 239000004615 ingredient Substances 0.000 claims description 23
- 125000000129 anionic group Chemical group 0.000 claims description 22
- 125000001165 hydrophobic group Chemical group 0.000 claims description 20
- 239000007787 solid Substances 0.000 claims description 19
- 125000002091 cationic group Chemical group 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- 125000004432 carbon atoms Chemical group C* 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 11
- 229920002313 fluoropolymer Polymers 0.000 claims description 11
- 238000007789 sealing Methods 0.000 claims description 11
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 10
- 239000000194 fatty acid Substances 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- WGQKYBSKWIADBV-UHFFFAOYSA-N Benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 claims description 9
- 239000003153 chemical reaction reagent Substances 0.000 claims description 9
- 229920001296 polysiloxane Polymers 0.000 claims description 9
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 8
- 239000006210 lotion Substances 0.000 claims description 8
- KXDHJXZQYSOELW-UHFFFAOYSA-M carbamate Chemical group NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 7
- 125000004435 hydrogen atoms Chemical class [H]* 0.000 claims description 7
- 239000004814 polyurethane Substances 0.000 claims description 7
- 229920002635 polyurethane Polymers 0.000 claims description 7
- 239000004094 surface-active agent Substances 0.000 claims description 7
- 125000002723 alicyclic group Chemical group 0.000 claims description 6
- 229920000233 poly(alkylene oxides) Polymers 0.000 claims description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 5
- 150000004665 fatty acids Chemical class 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 5
- 239000011780 sodium chloride Substances 0.000 claims description 5
- 239000000470 constituent Substances 0.000 claims description 4
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- 239000003960 organic solvent Substances 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- ZFSLODLOARCGLH-UHFFFAOYSA-N Cyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 3
- 150000001718 carbodiimides Chemical class 0.000 claims description 3
- 239000007859 condensation product Substances 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical group NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 150000005063 oxadiazines Chemical class 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- BDAGIHXWWSANSR-UHFFFAOYSA-N Formic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims 1
- 239000004753 textile Substances 0.000 abstract description 21
- 239000000463 material Substances 0.000 abstract description 7
- 239000002585 base Substances 0.000 description 29
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 19
- 239000007788 liquid Substances 0.000 description 19
- 230000000694 effects Effects 0.000 description 16
- 230000002940 repellent Effects 0.000 description 14
- 239000005871 repellent Substances 0.000 description 14
- 239000006185 dispersion Substances 0.000 description 13
- 239000000839 emulsion Substances 0.000 description 13
- 150000001412 amines Chemical class 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 10
- DLSOILHAKCBARI-UHFFFAOYSA-N N-benzyl-2-methylpropan-2-amine Chemical class CC(C)(C)NCC1=CC=CC=C1 DLSOILHAKCBARI-UHFFFAOYSA-N 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 125000001931 aliphatic group Chemical group 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 229910052731 fluorine Inorganic materials 0.000 description 9
- 239000011737 fluorine Substances 0.000 description 9
- YCKRFDGAMUMZLT-UHFFFAOYSA-N fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 9
- 239000000178 monomer Substances 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 9
- 125000003118 aryl group Chemical group 0.000 description 8
- 238000005406 washing Methods 0.000 description 8
- 239000004890 Hydrophobing Agent Substances 0.000 description 7
- 238000001035 drying Methods 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 239000001993 wax Substances 0.000 description 7
- SDXAWLJRERMRKF-UHFFFAOYSA-N 3,5-dimethyl-1H-pyrazole Chemical compound CC=1C=C(C)NN=1 SDXAWLJRERMRKF-UHFFFAOYSA-N 0.000 description 6
- FSEUPUDHEBLWJY-HWKANZROSA-N Diacetylmonoxime Chemical compound CC(=O)C(\C)=N\O FSEUPUDHEBLWJY-HWKANZROSA-N 0.000 description 6
- RRAMGCGOFNQTLD-UHFFFAOYSA-N Hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 6
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- NFDXQGNDWIPXQL-UHFFFAOYSA-N 1-cyclooctyldiazocane Chemical compound C1CCCCCCC1N1NCCCCCC1 NFDXQGNDWIPXQL-UHFFFAOYSA-N 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 5
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 5
- 239000012153 distilled water Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000012188 paraffin wax Substances 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 125000001424 substituent group Chemical group 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- 150000003512 tertiary amines Chemical class 0.000 description 5
- 238000009736 wetting Methods 0.000 description 5
- 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 4
- 239000005058 Isophorone diisocyanate Substances 0.000 description 4
- RMAQACBXLXPBSY-UHFFFAOYSA-N Silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
- 238000007792 addition Methods 0.000 description 4
- 125000004429 atoms Chemical group 0.000 description 4
- 150000003939 benzylamines Chemical class 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- LCGLNKUTAGEVQW-UHFFFAOYSA-N dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 230000002209 hydrophobic Effects 0.000 description 4
- 238000002329 infrared spectrum Methods 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 150000003217 pyrazoles Chemical class 0.000 description 4
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 235000012239 silicon dioxide Nutrition 0.000 description 4
- LGXVIGDEPROXKC-UHFFFAOYSA-N 1,1-Dichloroethene Chemical compound ClC(Cl)=C LGXVIGDEPROXKC-UHFFFAOYSA-N 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 3
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N acetic acid ethyl ester Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 230000000903 blocking Effects 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- 239000003093 cationic surfactant Substances 0.000 description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- XNWFRZJHXBZDAG-UHFFFAOYSA-N ethylene glycol monomethyl ether Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-M fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 3
- 125000003010 ionic group Chemical group 0.000 description 3
- 229940011051 isopropyl acetate Drugs 0.000 description 3
- GWYFCOCPABKNJV-UHFFFAOYSA-M isovalerate Chemical compound CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 description 3
- 239000002736 nonionic surfactant Substances 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-N propionic acid Chemical compound CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 231100000027 toxicology Toxicity 0.000 description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 2
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 2
- WMDZKDKPYCNCDZ-UHFFFAOYSA-N 2-(2-butoxypropoxy)propan-1-ol Chemical compound CCCCOC(C)COC(C)CO WMDZKDKPYCNCDZ-UHFFFAOYSA-N 0.000 description 2
- GXDHCNNESPLIKD-UHFFFAOYSA-N 2-Methylhexane Chemical compound CCCCC(C)C GXDHCNNESPLIKD-UHFFFAOYSA-N 0.000 description 2
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 2
- VQTVFIMEENGCJA-UHFFFAOYSA-N 4,5-dimethyl-1H-pyrazole Chemical compound CC=1C=NNC=1C VQTVFIMEENGCJA-UHFFFAOYSA-N 0.000 description 2
- 231100000716 Acceptable daily intake Toxicity 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N Ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N Dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- AUCNMQYOQYTGPE-UHFFFAOYSA-N N-(hydroxymethyl)-N-methylprop-2-enamide Chemical compound OCN(C)C(=O)C=C AUCNMQYOQYTGPE-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene (PE) Substances 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- LLHKCFNBLRBOGN-UHFFFAOYSA-N Propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N Stearic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- 230000003213 activating Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 2
- 235000019270 ammonium chloride Nutrition 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 2
- 235000013871 bee wax Nutrition 0.000 description 2
- 239000012166 beeswax Substances 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000005893 bromination reaction Methods 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000004203 carnauba wax Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000000875 corresponding Effects 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 2
- 230000004069 differentiation Effects 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 230000000977 initiatory Effects 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000012177 spermaceti Substances 0.000 description 2
- 229940084106 spermaceti Drugs 0.000 description 2
- 238000009987 spinning Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000007655 standard test method Methods 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000002194 synthesizing Effects 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- 229920000511 telomere Polymers 0.000 description 2
- SZYJELPVAFJOGJ-UHFFFAOYSA-N trimethylamine hydrochloride Chemical compound Cl.CN(C)C SZYJELPVAFJOGJ-UHFFFAOYSA-N 0.000 description 2
- AVWRKZWQTYIKIY-UHFFFAOYSA-M urea-1-carboxylate Chemical group NC(=O)NC([O-])=O AVWRKZWQTYIKIY-UHFFFAOYSA-M 0.000 description 2
- 238000005292 vacuum distillation Methods 0.000 description 2
- QKOWXXDOHMJOMQ-UHFFFAOYSA-N 1,3,5-tris(6-isocyanatohexyl)biuret Chemical compound O=C=NCCCCCCNC(=O)N(CCCCCCN=C=O)C(=O)NCCCCCCN=C=O QKOWXXDOHMJOMQ-UHFFFAOYSA-N 0.000 description 1
- ATOUXIOKEJWULN-UHFFFAOYSA-N 1,6-diisocyanato-2,2,4-trimethylhexane Chemical compound O=C=NCCC(C)CC(C)(C)CN=C=O ATOUXIOKEJWULN-UHFFFAOYSA-N 0.000 description 1
- QGLRLXLDMZCFBP-UHFFFAOYSA-N 1,6-diisocyanato-2,4,4-trimethylhexane Chemical compound O=C=NCC(C)CC(C)(C)CCN=C=O QGLRLXLDMZCFBP-UHFFFAOYSA-N 0.000 description 1
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- HPFDGTFXAVIVTH-UHFFFAOYSA-N 1-[1-(1-methoxypropan-2-yloxy)propan-2-yloxy]propan-2-ol Chemical compound COCC(C)OCC(C)OCC(C)O HPFDGTFXAVIVTH-UHFFFAOYSA-N 0.000 description 1
- ZFPGARUNNKGOBB-UHFFFAOYSA-N 1-ethylpyrrolidin-2-one Chemical compound CCN1CCCC1=O ZFPGARUNNKGOBB-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N 2-Butene Chemical group CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N 2-Imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- BNCADMBVWNPPIZ-UHFFFAOYSA-N 2-N,2-N,4-N,4-N,6-N,6-N-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound COCN(COC)C1=NC(N(COC)COC)=NC(N(COC)COC)=N1 BNCADMBVWNPPIZ-UHFFFAOYSA-N 0.000 description 1
- XNLICIUVMPYHGG-UHFFFAOYSA-N 2-Pentanone Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- ZQBJRVYLUFBBEQ-UHFFFAOYSA-N 2-[diamino(3-formamidopropyl)azaniumyl]acetate Chemical compound [O-]C(=O)C[N+](N)(N)CCCNC=O ZQBJRVYLUFBBEQ-UHFFFAOYSA-N 0.000 description 1
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 1
- CDRBDEPNXGRWGI-UHFFFAOYSA-N 2-methylprop-2-enoyloxyazanium Chemical compound CC(=C)C(=O)O[NH3+] CDRBDEPNXGRWGI-UHFFFAOYSA-N 0.000 description 1
- REKYPYSUBKSCAT-UHFFFAOYSA-N 3-Hydroxypentanoic acid Chemical compound CCC(O)CC(O)=O REKYPYSUBKSCAT-UHFFFAOYSA-N 0.000 description 1
- VUZHZDBMVSHDRE-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.OCCCOC(=O)C=C VUZHZDBMVSHDRE-UHFFFAOYSA-N 0.000 description 1
- GHNRTXCRBJQVGN-UHFFFAOYSA-N 4-dodecan-6-ylbenzenesulfonic acid Chemical compound CCCCCCC(CCCCC)C1=CC=C(S(O)(=O)=O)C=C1 GHNRTXCRBJQVGN-UHFFFAOYSA-N 0.000 description 1
- PJMDLNIAGSYXLA-UHFFFAOYSA-N 6-iminooxadiazine-4,5-dione Chemical compound N=C1ON=NC(=O)C1=O PJMDLNIAGSYXLA-UHFFFAOYSA-N 0.000 description 1
- 229940045714 Alkyl sulfonate alkylating agents Drugs 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N Ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N Benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N Chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 1
- RWGFKTVRMDUZSP-UHFFFAOYSA-N Cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 1
- YQHLDYVWEZKEOX-UHFFFAOYSA-N Cumene hydroperoxide Chemical compound OOC(C)(C)C1=CC=CC=C1 YQHLDYVWEZKEOX-UHFFFAOYSA-N 0.000 description 1
- JMANVNJQNLATNU-UHFFFAOYSA-N Cyanogen Chemical compound N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 1
- 210000003298 Dental Enamel Anatomy 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N Di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N Diphenhydramine Chemical compound C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N Diphenylmethane p,p'-diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- NOPFSRXAKWQILS-UHFFFAOYSA-N Docosanol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 210000002683 Foot Anatomy 0.000 description 1
- 210000004209 Hair Anatomy 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Incidol Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 206010023126 Jaundice Diseases 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 229940039717 Lanolin Drugs 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N Melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 229940050176 Methyl Chloride Drugs 0.000 description 1
- KCTMTGOHHMRJHZ-UHFFFAOYSA-N N-(2-methylpropoxymethyl)prop-2-enamide Chemical compound CC(C)COCNC(=O)C=C KCTMTGOHHMRJHZ-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- MJVTULJDNGWBFY-UHFFFAOYSA-N ON(C(N=CC)=O)O Chemical compound ON(C(N=CC)=O)O MJVTULJDNGWBFY-UHFFFAOYSA-N 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
- RFFFKMOABOFIDF-UHFFFAOYSA-N Pentanenitrile Chemical compound CCCCC#N RFFFKMOABOFIDF-UHFFFAOYSA-N 0.000 description 1
- 229920001451 Polypropylene glycol Polymers 0.000 description 1
- OTYBMLCTZGSZBG-UHFFFAOYSA-L Potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N Propyl acetate Chemical compound CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Stearin Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 1
- GLDOVTGHNKAZLK-UHFFFAOYSA-N Stearyl alcohol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N Toluene diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Tris Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 210000002268 Wool Anatomy 0.000 description 1
- 229940032912 Zephiran Drugs 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- LNWBFIVSTXCJJG-UHFFFAOYSA-N [diisocyanato(phenyl)methyl]benzene Chemical compound C=1C=CC=CC=1C(N=C=O)(N=C=O)C1=CC=CC=C1 LNWBFIVSTXCJJG-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 229940077484 ammonium bromide Drugs 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000000010 aprotic solvent Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical group 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- FDIWRLNJDKKDHB-UHFFFAOYSA-N azanium;2-aminoacetate Chemical compound [NH4+].NCC([O-])=O FDIWRLNJDKKDHB-UHFFFAOYSA-N 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000000711 cancerogenic Effects 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M caproate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001719 carbohydrate derivatives Chemical class 0.000 description 1
- MMCOUVMKNAHQOY-UHFFFAOYSA-N carbonoperoxoic acid Chemical class OOC(O)=O MMCOUVMKNAHQOY-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 231100000357 carcinogen Toxicity 0.000 description 1
- 239000003183 carcinogenic agent Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000005712 crystallization Effects 0.000 description 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
- KQWGXHWJMSMDJJ-UHFFFAOYSA-N cyclohexyl isocyanate Chemical class O=C=NC1CCCCC1 KQWGXHWJMSMDJJ-UHFFFAOYSA-N 0.000 description 1
- GUOJYIXWHMJFDM-UHFFFAOYSA-N decan-2-yl prop-2-enoate Chemical compound CCCCCCCCC(C)OC(=O)C=C GUOJYIXWHMJFDM-UHFFFAOYSA-N 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000004815 dispersion polymerization Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 229960000735 docosanol Drugs 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- PNZDZRMOBIIQTC-UHFFFAOYSA-N ethanamine;hydron;bromide Chemical compound Br.CCN PNZDZRMOBIIQTC-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000003709 fluoroalkyl group Chemical group 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- ARZLUCYKIWYSHR-UHFFFAOYSA-N hydroxymethoxymethanol Chemical compound OCOCO ARZLUCYKIWYSHR-UHFFFAOYSA-N 0.000 description 1
- 150000002462 imidazolines Chemical class 0.000 description 1
- 150000002485 inorganic esters Chemical class 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 description 1
- OWIKHYCFFJSOEH-UHFFFAOYSA-N isocyanate Chemical compound N=C=O OWIKHYCFFJSOEH-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- VUQUOGPMUUJORT-UHFFFAOYSA-N methyl 4-methylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(C)C=C1 VUQUOGPMUUJORT-UHFFFAOYSA-N 0.000 description 1
- 239000012022 methylating agents Substances 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 238000005580 one pot reaction Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920002496 poly(ether sulfone) Polymers 0.000 description 1
- 229920003208 poly(ethylene sulfide) Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- 235000011151 potassium sulphates Nutrition 0.000 description 1
- 150000003139 primary aliphatic amines Chemical class 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 230000005588 protonation Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000003252 repetitive Effects 0.000 description 1
- 235000013533 rum Nutrition 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 231100000486 side effect Toxicity 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-M stearate Chemical compound CCCCCCCCCCCCCCCCCC([O-])=O QIQXTHQIDYTFRH-UHFFFAOYSA-M 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tBuOOH Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000002110 toxicologic Effects 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Abstract
The present invention relates to a kind of comprising at least one blocked polyisocyanates and at least one oleophobic property and/or the preparation of Hydrophobicity Finishing agent, and is related to purposes of the preparation for the oleophobic property and/or Hydrophobicity Finishing of sheet material, particularly textile.
Description
The present invention relates to include at least one blocked polyisocyanates and at least one oleophobic property and/or Hydrophobicity Finishing agent
Preparation, and be related to the preparation for the oleophobic property of fabric, particularly textile and/or the purposes of Hydrophobicity Finishing.
Water repellent effect or refuse oily effect to generate to textile, generally using based on organopolysiloxane, polyurethane, change
Property melamine resin, wax, paraffin and/or fluorocarbon polymer preparation.
And silicic acid anhydride only may be implemented with no fluoride preparation, oil repellent can also be provided containing fluoride preparation.Fluorine based formulation
Hydrophobicity and oleophobic property arrangement are typically based on fluorocarbon polymer, particularly polyurethane-or poly- (methyl) propylene containing perfluoroalkyl
Acid esters system.
Usually used poly- (methyl) acrylatcs systems have perfluoroalkyl (methyl) acrylate monomer structure.Due to
These monomers are telomerisation process as a result, so substantially using with different chain length (C4-C10) perfluoroalkyl it is residual
The mixture of the monomer of base.It is preferable to use the lists for the perfluoroalkyl residue for having average eight carbon atoms for aforementioned monomer mixture
Body mixture.
However, having been carried out recently due to ecological and/or toxicological concerns using at most there are six the complete of carbon atom
The conversion of the fluorinated monomer structural unit (building block) of fluoroalkyl residue.For example, in EP 2057201 and EP
In 1298180, such monomer or polymer are described.
Other than perfluorinated monomer, such as C12-22-Alkyl (methyl) acrylate, vinyl chloride, vinylidene chloride and/or benzene
The non-fluorinated comonomers such as ethylene are used for the synthesis of oleophobic property and hydrophobic agents.In addition, using being total to comprising crosslinkable groups
Polycondensation monomer.Crosslinkable groups can be reacted with fabric and/or external crosslinker (multifunctional key) to be arranged.
For the polyurethane system of oleophobic processing and silicic acid anhydride by fluorine telomer alcohol (fluortelomer
Alcohol it) produces.Herein, polyisocyanates or the prepolymer comprising isocyanate group are reacted with fluorine telomer alcohol.
Based at most there are six poly- (methyl) both the acrylate and polyurethane system of the monomer of perfluocarbon atom
Prove compared with the preparation based on the monomeric building blocks for averagely there are eight perfluocarbon atoms, have lower influence horizontal
(effect level).This, which may be attributed to perfluorinated C6- alkyl residue, has the fact that less significant crystallization behavior.
Other than fluorine-containing system, hydrophobic effect is also made it possible to achieve without realization oleophobic effects without fluoride preparation.
As a result, usually using the aqueous emulsion of lyophobic dust.These may include, for example, polyethylene, paraffin, Fischer-Tropsch wax or metallic soap.
Also such as Brazil wax, beeswax or lanolin natural oil lipid and wax class can be used.As a result, from known to DE 10211549
By synthesizing or native paraffin component (for example, beeswax, Brazil wax, polyethylene wax or Fischer-Tropsch wax) and super branched polyurethane constitute
Preparation.Particularly preferred linear paraffin.It is described in DE 102007020790 and replaces the similar of wax component comprising organopolysiloxane
System.
In DE 1017133, describe comprising hexamethylolmelamine hexamethyl ether condensation product, stearic acid, tristearin
The hydrophobing agent of the mixture of acid triglyceride and triethanolamine and paraffin.
It it is known that the method by making textile carry out silicic acid anhydride using crosslinkable organopolysiloxane.For example,
As recorded in US 4098701, with the help of catalyst, pass through the contracting of the organopolysiloxane of Si-H- and Si-OH- function
Conjunction can crosslink.(joined by being crosslinked for olefinic residue addition for being bonded the organopolysiloxane of Si-H- function with SiC-
See US 4154714 and DE 3332997) it is also possible.However, due to the response characteristic of organopolysiloxane, production
The preparation of stable upon storage is difficult.In general, can only before the use at once mix component, this is actually using them
Middle inconvenience.
EP 2152957 describes the free-floride based on organopolysiloxane and polyurethane of the water repellent finish for textile
Carbon polymer preparation.
The oleophobic hydrophobing agent of above-mentioned textile is usually formulated together with arrangement blocked polyisocyanates.In sealing end isocyanide
In the case where acid esters, reactive isocyanate base is reacted with blocking group, to notice the (example under common storage requirement
Such as, 0 to 80 DEG C) isocyanate group do not react.For example, by raised temperature (referred to as unblock temperature, for example, > 80 DEG C)
Under activate blocked isocyanate, blocking group can be separated with the isocyanate group generated again.The isocyanate group energy of acquisition
Hydrophobing agent is enough set to be crosslinked or be bonded to textile substrate, wherein point when crosslinking or bonding can live according to being expected that by adjust
Change condition selects.The influence level arranged in this way as a result, can significantly improve, and wearability and washing fastness are significant
It improves.
For making the polyisocyanate blocked most important compound diacetylmonoxime and 3,5- diformazan for textile industry
Base pyrazoles.In the case where diacetylmonoxime, mainly block aromatic polyisocyanate, since gained system still has for arranging
The acceptable unblock temperature of agent.However, the shortcomings that aromatic compound is the strong tendency that they make textile turn to be yellow.This
Outside, diacetylmonoxime is classified as potential carcinogen, it is meant that when it is applied and activates, it is necessary to be arranged using corresponding safety precautions
It applies.
Selectively, 3,5- dimethyl pyrazole is used as end-capping reagent, it is especially suitable for aliphatic polyisocyante classes.Separately
On the one hand, aromatic polyisocyanate class is seldom blocked by 3,5- dimethyl pyrazole, because in this case, in order to obtain
The aqueous formulation of ambient temperature stable, so that unblock temperature is too low.3,5- dimethyl pyrazole is also suspected harmful to health.
In DE 69927679, the polyisocyanates of self-dispersing pyrazole derivatives sealing end are disclosed, with effect oleophobic
Auxiliary agent when property and/or Hydrophobicity Finishing agent finishing fiber material.In order to ensure the dispersibility of blocked polyisocyanates, these packets
Group containing hydrophilic polyalkylene oxide.The shortcomings that system of record is hydrophilic radical, offsets the desired water repellent effect of compound.
In addition, disadvantage is the blocking group 3 used, 5- dimethyl pyrazole, with high fusing point and boiling point, it is meant that in order to ensure spinning
End-capping reagent is not remained on fabric, it is necessary to dry under very high thickening temperature or concentration.Since 3,5- dimethyl pyrazole is cherished
It is suspected to be teratogenesis, so this should be avoided.However, studies have shown that substantially residual is few residual on the textile arranged in this way
The 3,5- dimethyl pyrazole of allowance.
EP 2599848 describes water repellent and refuses fluid composition, and it includes the polyisocyanates of pyrazoles sealing end, nonionic
Surfactant and water repellent and refuse oil ingredient.As described above, it is necessary to avoid the end-capping reagent containing pyrazoles of any kind.
EP 1375552 describes the aqueous or water-thinned polyisocyanates blocked with secondary benzyl amine and is used as drying
Crosslinking agent in coating (stove enamel).Blocked polyisocyanates include hydrophilic radical, so as to make compound exist
It emulsifies or disperses in water.Cation, anion and/or non-ionic group are introduced to the polymerization as hydrophilic agent in large quantities
In object.Such system is not suitable for use in the silicic acid anhydride crosslinking agent of textile, strong moistens again because hydrophilic radical is shown
Wet effect, it is meant that can not achieve desired water repellent effect.
EP 1375551 describe as self-crosslinking single component drying (stoving) system with secondary benzyl amine block
Polyisocyanates.
Therefore, problem of the invention is to provide for the improved oleophobic property of imparting safe in toxicology and/or hydrophobicity effect
The preparation of fruit.
The problem is solved by providing comprising preparation below
I) blocked polyisocyanates of at least one formula (I)
Wherein
R1It is independently of one another hydrogen, C1-C4Alkyl or C6-C10Naphthenic base, preferably hydrogen,
R2It is independently of one another hydrogen, C1-C4Alkyl or C6-C10Naphthenic base, preferably hydrogen,
R3It is independently of one another hydrogen, C1-C4Alkyl or C6-C10Naphthenic base, preferably hydrogen,
R4It is independently of one another C1-C4Alkyl, C6-C10Naphthenic base or C7-C14It is aralkyl, preferably methyl, ethyl, propyl, different
Propyl, normal-butyl, sec-butyl, tert-butyl, more preferable tert-butyl,
M is the integer selected from 1,2,3,4 or 5,
Number between number of the n between 2 and 10, preferably 2 and 8, the number between more preferable 2 and 6, and
Y is polyisocyanates residue, optionally with hydrophobic group and/or anionic group, cationic groups and/
Or nonionic group replaces；With
Ii) at least one oleophobic property and/or Hydrophobicity Finishing agent.
In preferred embodiments, R1、R2And R3It is in every case H and R4For tert-butyl.
Y is preferably the fat with 6-200 carbon atom, preferably 6-150 carbon atom, more preferable 6-120 carbon atom
Race, alicyclic and/or aromatic hydrocarbon residue, optionally include carbamate groups, allophanate group, urea groups, biuret groups,
Urea diketone (uretdione) base, isocyanurate group, carbodiimide, imido are for oxadiazines diketone
(iminooxadiazindione) at least one of base and/or uretonimine (uretonimine) base.
Blocked polyisocyanates can be reacted by the benzylamine of formula (IV) with polyisocyanates to obtain,
Wherein R1-R4, m and n it is as defined above.Preferred benzyl amine derivative is N- methyl-, N- ethyl-, N- isopropyl-, N-
Propyl-, N- butyl-, N- isobutyl group-and N- tert-butyl-and 1,1- dimethyl benzylamine.It is preferable to use tert-butyl-benzylamines, thus
Make the isocyanate-terminated of polyisocyanates.In one embodiment, polyisocyanates can use the various benzyls of formula (IV)
Amine derivative blocks.
Think that the polyisocyanates in implication scope of the present invention is the basic knot at least two free isocyanate groups
Structure.Thus residue Y indicates the basic structure of polyisocyanates (in the feelings for not having blocked isocyanate base-NHCO- benzyl amine derivative
Under condition).In preferred embodiments, Y is aliphatic, alicyclic or aromatic polyisocyanate basic structure.Aliphatic is more
The preferred embodiment of isocyanates be hexamethylene diisocyanate, 2,2,4- trimethyl-hexamethylene diisocyanate and 2,4,
4- trimethyl-hexamethylene diisocyanate, especially hexamethylene diisocyanate.
Preferred alicyclic polyisocyanates are isophorone diisocyanate, bis- (the 4- cyclohexyl isocyanic acids of methylene-
Ester), 2,4- cyclohexyl diisocyanate and 2,6- cyclohexyl diisocyanate, especially isophorone diisocyanate.
Preferred aromatic polyisocyanate is toluene di-isocyanate(TDI) (for example, 2,4-TDI or 2,6-TDI), (polymerize
) '-diphenylmethane diisocyanate (for example, 4,4'-MDI, 2,4'-MDI, 2,2'-MDI), naphthalene -1,5- diisocyanate
(NDI), 4,4', 4 "-triisocyanates-triphenylmenthane and tetraisocyanate, especially toluene di-isocyanate(TDI) and diphenyl-methane
Diisocyanate.
For the residue Y as basic structure, the converted product of above-mentioned polyisocyanates can be used, preferably passing through makes
The part isocyanate group of polyisocyanates and unary alcohol, di-alcohols, unitary amine, binary amine, alcamines, water and/
Or carboxylic acids one reacts to obtain.Such oligomeric basic structure includes carbamate groups, allophanate group, urea groups, contracting
Two urea groups, uretdion, isocyanurate group, carbodiimide, imido for oxadiazines diketo and/or uretonimine base extremely
Few one kind.Basically, oligomeric reaction product must have at least two free isocyanate groups, and then it can be with benzylamine derivatives
Object (IV) is reacted to blocked polyisocyanates (I).
Polyurethane prepolymer is preferably used as basic structure.These are by making above-mentioned aromatic series, aliphatic and/or alicyclic more
Isocyanates and polyalcohols or polynary amine such as, for example, trimethylolpropane, glycerol, C1-12Glycol and/or C1-12Binary
The oligomerization product of amine reaction.Reaction must be set so that prepolymer has free isocyanate groups (NCO- prepolymer), then
It blocks it with benzyl amine derivative and obtains the blocked polyisocyanates of formula (I).
Hexamethylene diisocyanate-tripolymer (trimerisate), hexamethylene diisocyanate-biuret or different
The basic structure of isophorone diisocyanate tripolymer is also used as residue Y.
Particularly preferred residue Y is hexamethylene diisocyanate trimer, hexamethylene diisocyanate biruet, different Buddhist
That ketone diisocyanate trimer, aliphatic, alicyclic or aromatic polyisocyanate basic structure, above-mentioned polyisocyanates
Converted product preferably by make polyisocyanates part isocyanate group and unary alcohol, di-alcohols, unitary amine, two
First amine, alcamines, water and/or carboxylic acids or NCO- prepolymer react with each other to obtain.
Residue Y can further use hydrophobic group and/or anionic group, cationic groups and/or nonionic
Property group replace.Herein, hydrophobic group and/or anionic group, cationic groups and/or nonionic group are preferred
Residue Y is bonded to via carbamate groups and/or via urea groups.
Hydrophobic group in particular has linear, cyclic annular or branching the saturation of 8-24, preferably 12-22 carbon atoms
Or at least partly unsaturated hydrocarbon residue.Herein, hydrophobic group is preferably via carbamate groups and/or via urea groups key
It is bonded to residue Y.Hydrophobic group comes preferably via fatty alcohol and/or fatty amine with reacting for the isocyanate group of polyisocyanates
It introduces.Thus preferred hydrophobic group is octyl, 2- methyl hexane base, decyl, isodecyl alkyl, lauryl, different 13
It is alkyl, myristyl, cetyl, stearyl He Shan Yu base, preferably lauryl, isotridecyl, myristyl, cetyl, hard
Aliphatic radical is He Shan Yu base, particularly preferred lauryl, cetyl, stearyl He Shan Yu base.The ratio of hydrophobic group is relative to polyisocyanate
Initial available free isocyanate groups preferably occupy 2-20mol%, preferably 2-10mol% in cyanate.
In addition, residue Y can be replaced with anionic group, cationic groups and/or nonionic group.These bases
Group is bonded to the residue Y of polyisocyanates preferably via carbamate groups and/or urea groups.The anionic group of low ratio,
Cationic groups and/or nonionic group bring the improved emulsification of blocked polyisocyanates in application under high shear
Stability.
Cationic groups preferably include quaternary ammonium ion or ammonium salt.Cationic groups generally pass through with being bonded for residue Y
Make the isocyanate group of polyisocyanates and there is isocyanates-reactive hydrogen other than secondary amine or tertiary amine or quaternary ammonium ion
The compound of atom reacts and occurs.Such compound is preferably C1-10Alkanol-secondary amine/tertiary amine, e.g., for example, N- methyl diethyl
Hydramine and N, N- dimethylethanolamine.Zhong Yuanzi can be converted into corresponding ammonium salt or methylating agent such as by protonation, example
Such as, dimethyl suflfate, methyl chloride, methyl tosylate or benzyl chloride etc. and it is quaternized.Thus preferred cationic groups are-
L-R5R6H+Or-L-NR5R6R7+, wherein L is spacer group.L is preferably C1-10Alkyl is optionally replaced with OH.R5、R6And R7
It is independently of one another H and C1-6Alkyl is optionally replaced with OH and/or COOH.
Anionic group preferably includes carboxylate radical (carboxylate) and/or sulfonate radical (sulphonate).Anion
Property group and residue Y be bonded usually by make the isocyanate group of polyisocyanates in addition to carboxylic acid group and/or sulfonic group with
Outer has the reaction of isocyanates-hydrogen atoms compound and occurs.Such compound is preferably such as glycine ammonia
Base acid, and such as, for example, the monohydroxy-acids such as glycolic, dihydromethyl propionic acid and hydroxypentanoic acid or dihydroxy carboxylic acids.It can pass through
Addition is for example, carboxylic acid is converted carboxylate and/or sulphonic acid ester by the alkali such as NaOH, KOH and/or tertiary amine.
Preferred anionic group is-L-COO-Or-L-SO3 -, wherein L is spacer group.L is preferably C1-10Alkyl,
Optionally replaced with OH.
Weight average molecular weight be preferably the polyalkylene oxide of 200-2,000g/mol, preferably 400-1,000g/mol be preferably used as it is non-
Ionic group.Preferred polyalkylene oxide is the mixture of methyl polyethylene glycol (MPEG), methyl polypropylene glycol or both, especially
It is methyl polyethylene glycol.Nonionic group is introduced to isocyanate group and tool of the residue Y usually by making polyisocyanates
There is isocyanates-hydrogen atoms polyalkylene oxide to react and occur.
Anion, cation and/or non-ionic ratio are relative to available free isocyanic acid initial in polyisocyanates
Ester group preferably occupies the ratio of 0-10mol%, preferably 0-7mol%, more preferable 0.01-7mol%.The anionic property of higher proportion
Group, cationic groups and/or nonionic group have side effect, because these groups offset hydrophobic effect.
In preferred embodiments, blocked polyisocyanates have formula (II)
Wherein
Z is polyisocyanates residue,
T is hydrophobic group,
W includes cationic groups, anionic group and/or nonionic group,
B is-O- and/or-NH-,
O is 0.1-4, preferably 0.1-1, and
P is 0-1, preferably 0.1-0.5.
Z corresponds to the residue Y defined above that must be replaced with hydrophobic group.Substituent R1-R4, m and n it is as defined above.
As defined above, wherein hydrophobic group is bonded to Z via-B-CONH to hydrophobic group (T).
Substituent group W including cationic groups, anionic group and/or nonionic group is as defined above and passes through
Z is bonded to by-B-CONH.Substituent group W including cationic groups is preferably-L-NR5R6H+Or-L-NR5R6R7+, wherein L and
R5To R7As defined above.
Substituent group W including anionic group is preferably-L-COO-Or-L-SO3 -, wherein L is as defined above.
Substituent group W including nonionic group is preferably polyalkylene oxide as defined above, is bonded to via-B-CONH-
Z, wherein B is preferably-O-.
In specific embodiments, W includes nonionic group.
Group W and T in every case can be identical or different.
In preferred embodiments, the ratio of blocked polyisocyanates n relative to the total amount of n+o+p occupy 70-98%,
It is preferred that 80-95%, that is to say, that the 70-98% benzylamine derivatives of initial available free isocyanate groups in polyisocyanates
Object blocks.
In preferred embodiments, the ratio of hydrophobic group o occupies 2-20%, preferably relative to the total amount of n+o+p
2-10%.
In another embodiment, the ratio phase of cationic groups, anionic group and/or nonionic group p
0-10%, preferably 0-7%, more preferable 0.1-7% are occupied for the total amount of n+o+p.
Preparation according to the present invention further includes at least one oleophobic property and/or Hydrophobicity Finishing agent.For according to this
The finishing agent of the preparation of invention needs to realize water repellent effect, may include or do not include fluorine.However, in order to realize that oleophobic property is imitated
Fruit is necessary preparation comprising fluorine-contained finishing agent.
In preferred embodiments, oleophobic property and/or Hydrophobicity Finishing agent include at least one fluorocarbon polymer.Fluorine carbon
Polymer is preferably homopolymer or copolymer.In preferred embodiments, fluorocarbon polymer includes at least one formula (III)
Repetitive unit
Wherein
R is H or CH3,
A be 0-6, preferably 2-4 integer, more preferable 2, and
B be 0-4 integer, more preferable 4.
Linearly, branching and/or ring-type C2-22Alkyl (methyl) acrylate, e.g., for example, (methyl) isobomyl acrylate
Ester, (methyl) cyclohexyl acrylate, (methyl) 2-EHA, (methyl) isodecyl acrylate, (methyl) acrylic acid
Lauryl, (methyl) myristyl base ester, (methyl) acrylic acid spermaceti base ester, (methyl) stearyl acrylate, (methyl)
Behenyl acrylate, vinyl chloride, vinylidene chloride and/or styrene, especially (methyl) acrylic acid spermaceti base ester, (methyl) third
Olefin(e) acid stearyl ester, (methyl) acrylic acid Shan Yu base ester, vinyl chloride and/or vinylidene chloride may be used as according to the complete of formula (III)
It is fluorinated the comonomer of (methyl) acrylate.
In addition it is possible to use the comonomer comprising crosslinkable groups.Herein, crosslinkable groups are functional group, Neng Gouyu
Fabric to be arranged and/or external crosslinker (polyfunctional compound) reaction.The example of comonomer with crosslinkable groups
For (methyl) acrylic acid 2- hydroxyl ethyl ester, (methyl) acrylic acid 3- hydroxypropyl acrylate, N- methylol (methyl) acrylamide, the chloro- 2- hydroxyl of 3-
Propyl (methyl) acrylate, N- isobutoxymethyl acrylamide, polyalkylene glycol mono (methyl) acrylate, N- fourth oxygen
Butylmethacrylamide and glycidyl (meth) acrylate, preferably (methyl) acrylic acid 2- hydroxyl ethyl ester, N- methylol (first
Base) acrylamide, chloro- 2- hydroxypropyl (methyl) acrylate of 3-, glycidyl (meth) acrylate, particularly preferred (first
Base) acrylic acid 2- hydroxyl ethyl ester, N- methylol (methyl) acrylamide and/or glycidyl (meth) acrylate.
Oleophobic property and/or Hydrophobicity Finishing copolymer usually pass through use free radical well known by persons skilled in the art and draw
The free radical polymerization of agent is sent out to produce.General radical initiator be azo compounds species such as, for example, azodiisobutyronitrile,
Bis- (2- amidine propane) dihydrochlorides of two valeronitrile of azo, 2,2'- azo and the bis- [2- (2- imidazoline -2- base) third of 2,2'- azo
Alkane] dihydrochloride；Hydroperoxide type such as, for example, cumene hydroperoxide and t-butyl hydroperoxide；Dialkyl peroxide class
Such as two cumene of di-t-butyl peroxide and peroxidating；Peroxyesters such as, for example, peroxidized t-butyl perbenzoate；Diacyl mistake
It is oxide-based such as, for example, benzoyl peroxide and lauroyl peroxide；Inorganic peroxygen species such as, for example, ammonium persulfate and mistake
Potassium sulfate or itself and organic and inorganic metal compound combination.
Polymerization can occur in the solution or be occurred by emulsion polymerization.Copolymer preferably passes through emulsion polymerization next life
It produces.Herein, such as by monomer, water, surfactant, radical initiator and optional other solvents, for example, alcohols is (for example, second
Alcohol, isopropanol, butyldiglycol, propylene glycol, dipropylene glycol, tripropylene glycol), ethers is (for example, dipropylene glycol monomethyl ether, 3 third
Glycol monomethyl ether, Dipropylene glycol mono-n-butyl Ether, dimethyl ether) and esters (e.g., for example, propylene glycol methyl ether acetate)
Mixing, to form pre-emulsion.Then usually under stiring in 40 to 90 DEG C of at a temperature of initiation polymerization.In order to control copolymer
Chain length, can also use chain regulator such as, for example, alkyl sulfide alcohols etc..When polymerization is completed polymer dispersion liquid it is solid at
Split-phase is 15-40wt% for all-mass.Nonionic, anionic property and/or cationic surfactant or they
Mixture is used as surfactant.
Preferred nonionic surfactant is for example, fatty acid, fatty acid ester, fatty acid acyl amine, fat
The alkoxylated polymerization product of race's alcohols and carbohydrate derivative.It is preferable to use be used alone or have 6-22 carbon with what mixture used
The ethoxylated product of linear or branching the aliphatic alcohols of atom.Cocoamidopropyl betaine may be used as amphoteric surface
Activating agent.
The example of preferred cationic surfactant provides: quaternary ammonium salt such as, for example, two-(C10-C24) alkyl two
Ammonio methacrylate, (C10-C24) alkyl dimethyl ethyl ammonium chloride or ammonium bromide, (C10-C24) alkyl trimethyl ammonium chloride or bromination
Ammonium, (C10-C24) zephiran, alkyl methyl polyoxyethylene ammonium chloride, ammonium bromide or monoalkyl ammonium sulfate,
The salt of primary amine, secondary amine, tertiary amine and organic acid or inorganic acid with 8-24 C atom, the ethoxylation with 8-24 C atom
Primary aliphatic amine and secondary fatty amine and organic acid or inorganic acid salt, imidazolines derivative or ester based quaternary ammonium salt
(esterquat).It is preferable to use two-(C10-C24) alkyl dimethyl ammonium chloride, (C10-C24) alkyl trimethyl ammonium chloride or bromination
Ammonium, primary aliphatic amine, secondary fatty amine and tertiary fatty amine and organic acid or inorganic acid and ester based quaternary ammonium salt with 8-24 C atom
Salt.
The example of anionic emulsifier be fatty alcohol sulphuric acid salt such as, for example, NaLS；Alkyl sulfonates
Such as, for example, dodecyl sodium sulfate；Alkyl benzene sulfonate such as, for example, neopelex；And fatty acid salt is such as,
For example, odium stearate.
In addition, Hydrophobicity Finishing agent can also include floride-free finishing agent.Particularly, floride-free finishing agent is natural and synthetic wax
Class such as, for example, C8-30Polyolefin；Poly- (methyl) esters of acrylic acid such as, for example, poly- (methyl) acrylic acid C1-22Ester；Polyurethanes；
Fatty acid modified melamine class；Organopolysiloxane class；The metallic salt of fatty acid；Fatty acid condensation product or their group
It closes.
It has been found that the hydrophobicity of blocked polyisocyanates or oleophobic property finishing agent do not have sufficient washing fastness.
This means that the property ranges of the material handled with hydrophobicity and/or oleophobic property finishing agent are as each wash cycle significantly deteriorates.
The combination of blocked polyisocyanates and finishing agent does not only result in improved initial effect as a result, and causes to significantly improve resistance to
Washing performance.
Preparation according to the present invention can further include at least one of or mixtures thereof organic solvent, water.Particularly,
Suitable organic solvent is water-soluble solvent, and especially glycols is (for example, butyldiglycol, propylene glycol, dipropylene glycol, 3 third
Glycol), ethers (for example, dipropylene glycol monomethyl ether, Tripropylene glycol monomethyl Ether, Dipropylene glycol mono-n-butyl Ether, dimethyl ether),
And/or esters (for example, propylene glycol methyl ether acetate).
Preparation according to the present invention preferably uses the form of dispersion liquid, the form of more preferable lotion.The solid ingredient of dispersion liquid
All-mass relative to preparation is 20-40wt%.
In this case, preparation according to the present invention can further include surfactant or surfactant mixing
Object.Preparation preferably comprises at least one of anionic property, cationic and/or nonionic surfactant.The surface used
Activating agent particularly can be to be also used for those of oleophobic property/Hydrophobicity Finishing agent copolymerization (referring to above).It is added in preparation
The amount of surfactant relative to the solid ingredient of preparation be preferably 0-20wt%, more preferable 0.1-15wt%.
Preparation according to the present invention preferably be 10-80% relative to solid ingredient, preferably 20-70%, more preferable 30-60%
Ratio include blocked polyisocyanates.At least one oleophobic property and/or Hydrophobicity Finishing agent can be to be relative to solid ingredient
The ratio of 15-90%, preferably 30-80% and more preferable 40-70% are included in preparation according to the present invention.
In one embodiment, preparation (for example, aqueous emulsion) according to the present invention includes at least one according to formula (I)
Blocked polyisocyanates (for example, being 15-40wt%, preferably 20-40wt%, particularly preferred 20-30wt% relative to solid ingredient),
At least one fluorine-containing, particularly oleophobic property containing fluorocarbon polymer and/or Hydrophobicity Finishing agent (for example, be relative to solid ingredient
15-40wt%, preferably 20-40wt%, particularly preferred 20-30wt%), and at least one floride-free Hydrophobicity Finishing agent is (for example, phase
It is 20-70wt%, preferably 20-60wt%, particularly preferred 40-60wt% for solid ingredient).
In another embodiment, preparation (for example, aqueous emulsion) according to the present invention includes at least one according to formula (I)
Blocked polyisocyanates (for example, being 10-80wt%, preferably 20-70wt%, particularly preferred 30-60wt% relative to solid ingredient),
With at least one fluorine-containing, particularly oleophobic property containing fluorocarbon polymer and/or Hydrophobicity Finishing agent (for example, relative to solid ingredient
For 20-90wt%, preferably 30-80wt%, particularly preferred 40-70wt%).
In another embodiment, preparation (for example, aqueous emulsion) according to the present invention includes at least one according to formula (I)
Blocked polyisocyanates (for example, being 10-80wt%, preferably 20-70wt%, particularly preferred 30-60wt% relative to solid ingredient),
With Hydrophobicity Finishing agent at least one floride-free, particularly without fluorocarbon polymer (for example, relative to solid ingredient be 20-90wt%,
It is preferred that 30-80wt%, particularly preferred 40-70wt%).It should be noted that refuse oily effect to realize, fluorine-containing oleophobic property and/
Or the presence of Hydrophobicity Finishing agent is necessity, therefore, which only generates water repellent effect to textile.
It is another object of the present invention to the blocked polyisocyanates according to formula (II)
Wherein, Z, W, T, B, R1-R4, m, n, o and p it is as defined above.
It is another object of the present invention to the production methods of the blocked polyisocyanates of formula (II) comprising following steps
(i) polyisocyanates is provided；
(ii) make the benzylamine of polyisocyanates and formula (IV) and comprising hydrophobic group and optional anionic group, sun
Ionic group and/or nonionic group are reacted comprising isocyanates-hydrogen atoms compound,
Preferably occur in one pot or by adding reactant one by one according to the method for the present invention.It is preferred that
Polyisocyanates is provided, then the optional amine of the benzylamine of addition formula (IV) one by one and compound T and/or W and/or
Alcohol.
In one embodiment, it can be reacted in aprotic solvent.Particularly preferably facilitate to block polyisocyanate cyanogen
The solvent of the emulsification of acid esters such as, for example, N- ethyl pyrrolidone or dimethyl ether.Other suitable solvents be for example,
Ethyl methyl ketone, methyl propyl ketone, ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate or isobutyl acetate.
In order to accelerate to react, catalyst especially tertiary amines can also be used such as, for example, diazabicyclooctane；Or metal carboxylate
Class such as, for example, dibutyl tin dilaurate or three (2- ethyl-hexanoic) bismuths.When it is present, it can distill out in a further step
Solvent.
It is another object of the present invention to the production methods of preparation according to the present invention.For this purpose, at least one is blocked polyisocyanate
At least the one of or mixtures thereof cyanate and at least one oleophobic property and/or Hydrophobicity Finishing agent and optional organic solvent, water
Kind and the mixing of optionally at least one surfactants.Using such as, for example, blender, Ultra-Turrax, dissolvers disk,
The mechanical means appropriate such as high-pressure unit, ultrasonic homogenizer or other dispersing methods well known by persons skilled in the art carry out
Mixing.In preferred embodiments, the lotion of blocked polyisocyanates according to the present invention is produced by following: being initially formed
Then coarse pre-emulsion, drop can be reduced to small particle with the help of high pressure homogenisers.After obtaining dispersion liquid,
Any solvent of remaining is removed by distillation.
Another aspect of the present invention is kit (kit), it includes
(i) at least one blocked polyisocyanates of formula (I) and/or (II) as defined above, and
(ii) at least one oleophobic property and/or Hydrophobicity Finishing agent.
Another aspect of the present invention is preparation according to the present invention or compound according to the present invention (II) or according to this hair
Purposes of the bright kit for the oleophobic property and/or Hydrophobicity Finishing of fabric, particularly textile.In meaning of the invention
Textile is especially from such as, for example, the natural fibers such as wool or cotton；Or such as, for example, PES, PA and regenerated fiber etc. close
At fiber；Or mixtures thereof woven fabric, knitted fabric and non-woven fabrics.
It is another object of the present invention to fabric, particularly the method for sorting of textile comprising following steps
(a) preparation according to the present invention is provided, or reagent constituents (i) and (ii) are mixed,
(b) preparation or mixture that step (a) obtains are applied to fabric；With
(c) heat treatment of fabric.
Preparation or mixture are applied to fabric generally with the solid ingredient of preparation or mixture relative to quilt in step (b)
The weight of the fabric of processing is 0.1-3wt%, preferably 0.1-2.5wt%, the layer of particularly preferred 0.1-2.0wt% carries out.It is logical
Often for this purpose, liquid (liquor) is produced with desired concentration.The concentration of the liquid used is chosen so as to herein each
In the case of generate desired application result.The liquid used can have the preparation of other additions.Admissible other system
The example of agent is anti-crease finishing chemicals (for example, the hydroxyl first of the dihydroxy ethylidene urea with different methylolation degree
Based compound or melamine methylol ether), fire retardant or softening agent.
Such as pass through non-dip method (non-exhaust method), leaching using common method well known by persons skilled in the art
Dye method spraying, impregnates, splashes dye (slop padding), printing, coating or fill preparation or mixture being applied to fabric.
In preferred embodiments, then preparation or mixture according to the present invention are existed in a liquid by impregnating fabric
It is squeezed on padding machine and is applied to fabric.
The drying and heat treatment of the fabric obtained in step (b) are in step (c) preferably at a temperature of 130 to 170 DEG C
It carries out.The processing carries out preferably in stenter.At the temperature disclosed above, benzyl amine derivative protecting group is separated and is evaporated.Gained is anti-
Isocyanates-the hydrogen atoms and/or other component reactions of answering property isocyanate group and substrate, thus component and/or base
Material is at least partly cross-linked to each other.The heat treatment of fabric preferably carry out 0.5-10 minutes, it is 1-5 minutes particularly preferred.It is heat-treated herein
Length additionally depend on the temperature of application.
It is another object of the present invention to carry out oleophobic property and/or the such of Hydrophobicity Finishing as obtained by following to knit
Object, particularly textile:
(a) mixture of preparation according to the present invention or reagent constituents (i) and (ii) is applied to fabric, particularly spinning
Fabric, and
(b) heat treatment of fabric.
It was found that preparation according to the present invention provide it is according to the present invention with excellent initial water repellency/oil repellent and non-
The fabric of normal good washing fastness.The boiling point of the unblock temperature and end-capping reagent (benzyl amine derivative) of blocked polyisocyanates
It is relatively low, it is ensured that not remain the end-capping reagent of residual quantity on the textile.It should also be noted that the benzylamine as protecting group
Safety in derivative also toxicology.
Embodiment
The following examples illustrate the invention.Embodiment 1-4 describes blocked polyisocyanates (dispersion liquid according to the present invention
Production 1-4).By dispersion liquid, the preparation with oleophobic and/or hydrophobing agent is prepared.Table 1 shows preparation 1- not according to the present invention
8, table 2 shows preparation 9-20 according to the present invention.350/2 type of padding machine LFV " RFA " in laboratory (comes from Benz of
Switzerland application of the preparation to textile fabric is carried out on), then 350 type of stenter TKF 15/M in laboratory (comes
It is dried and is heat-treated from Benz of Switzerland).It is asked by weighing the test specimen before and after applying finishing agent
Obtain liquid absorption amount.
The test of hydrophobic effect does not carry out at once upon application, and only adjusted under normal climate in substrate 24 hours it
After carry out, thus influence of the compensation to these over-drying properties.In table 3a and 3b, mentioned together with the result of anti-water gaging
For the condition of applied amount and heat treatment.
Use the spray test according to AATCC standard test method 22 and the significantly stronger differentiation according to DIN 53 888
Both " the graceful test (Bundesmann test) of Bond Si " tests water repellency to textile fabric.By that will steam under controlled conditions
Distilled water is sprayed to the textile substrate under test, then by the image mesh of the evaluation criterion provided in cross-linked samples and test method
The test according to AATCC standard test method 22 is carried out depending on relatively.The appearance on the surface after numerical value shown here and water spray
It is related and have following meanings:
100=does not have water droplet attachment or outer surface not to soak；
The isolated attachment of 90=water droplet or outer surface wetting；
Outer surface wetting of the 80=at the rum point of water；
The entire outer surface part wetting of 70=；
The entire outer surface complete wetting of 50=；
The entire outer surface 0=and inner surface complete wetting (drenched).
In the significantly stronger differentiation " the graceful test of Bond Si " according to DIN 53 888, the fabric substrate under testing is exposed to
Under the influence of defined artificial rain and measure with the water uptake after the time of certain length of percentage.In table 3a
In 3b, water uptake is known as " water absorption rate ".In addition, being known as the water droplet effect (water of " at pearl effect " in table 3a and 3b
Beading absorption) for evaluating.According to such as undefined 5 scores, by the way that the test specimen of shower and DIN are said
Image shown in bright visually compares to divide its grade:
Score 5=droplet trippingly rolls down；
Score 4=forms big drop；
Score 3=drop is adhered to certain places of test specimen；
Score 2=test specimen is partially wetted；
The whole surface of score 1=test specimen is drenched.
In order to test patience of the fabric to washing process of arrangement, examination is washed at 60 DEG C according to EN ISO 6330:2000
Test sample and the drying at 70 DEG C in drumdrier.
In order to measure jaundice, in " the texflash for coming from " datacolor international " (Switzerland)
2000 " whiteness measuring devices measure the cotton fabric of arrangement according to Ganz-Griesser (referring to table 3a).
Object is obtained commercially using following:
Ruco-Guard TIE: Gu ingredient: 25%, the aqueous emulsion of the aromatic polyisocyanate of diacetylmonoxime sealing end；
Rudolf GmbH
Cassurit FF fl.: Gu ingredient: 40%, the water of the aliphatic polyisocyante of 3,5- dimethylpyrazoles
Lotion；Clariant
Ruco-Guard AFB6conc.: Gu ingredient: 27%, oleophobic hydrophobing agent with containing fluorocarbon polymer 2- (perfluor oneself
Base) ethyl methacrylate base-material aqueous emulsion, Rudolf GmbH
Ruco-Dry ECO: Gu ingredient: 20%, the aqueous emulsion of the hydrophobing agent of no fluorocarbon polymer；Rudolf GmbH
Aduxol MPEG 750: poly glycol monomethyl ether M=about 750g/mol；Scharer and Schlafer AG
Aduxol MPEG 550: poly glycol monomethyl ether M=about 550g/mol；Scharer and Schlafer AG
Desmodur N 3300: aliphatic polyisocyante (hexamethylene diisocyanate trimer)；Bayer
Material Science
Desmodular N 3200: aliphatic polyisocyante (hexamethylene diisocyanate biruet)；Bayer
Material Science
Tolonate IDT 70B: aliphatic polyisocyante (isophorone diisocyanate trimer)；Bayer
Material Science
Lutensol TO 129: different tridecanol 12EO；BASF
Arquad T 50: tallow base trimethyl ammonium chloride (tallow fatty trimethylammonium
chloride)
Embodiment according to the present invention 1: the aqueous liquid dispersion of the polyisocyanates of tert-butyl benzyl amine sealing end；Dispersion liquid 1
In the three-neck flask equipped with reflux condenser, adjustable blender and internal thermometer, by 65.0g
The Desmodur N3300 of (337.2mmol NCO) is dissolved under a shielding gas in the dimethyl ether of 60.0g.Then
Add the diazabicyclooctane of 0.24g and the stearyl alcohol of 4.85g (18.0mmol).Reaction mixture is stirred 30 at 55 DEG C
Minute.Then the water of the Aduxol MPEG 750 of 10.0g (13.3mmol) and 0.14g (7.8mmol) are added to reaction mixing
In object.At 55 DEG C after 1 hour, react remaining NCO base and the tert-butyl benzyl amine of 47.0g (287.8mol).IR spectrum
For checking whether conversion is completed.
Then 60% acetic acid of the Lutensol TO 129 and 1.41g of 6.96g are added.At 50 DEG C, it is being vigorously stirred
Under to add the distilled water of 330g on a small quantity, generate the fine grained lotion that solid ingredient is about 25%.
Embodiment according to the present invention 2: the aqueous liquid dispersion of the polyisocyanates of tert-butyl benzyl amine sealing end；Dispersion liquid 2
In the three-neck flask equipped with reflux condenser, adjustable blender and internal thermometer, by 71.0g
The Tolonate IDT 70B of (207.9mmol NCO) is dissolved under a shielding gas in the isopropyl acetate of 60g.Then it adds
Diazabicyclooctane, the 4.0g (tert-butyl benzyl amine of 12.3mmol) behenyl alcohol and 29.50g (180.6mmol) of 0.1g.It will
Reaction mixture stirs 30 minutes at 75 DEG C.Then the 1,6-HD of 1.0g (8.5mmol) is added to reaction mixture
In.At 75 DEG C after 1 hour, IR spectrum is for checking whether conversion is completed.65 DEG C are cooled to if converting and completing.
In individual beaker, the Arquad T 50 of the Lutensol TO 12 of 5.0g and 3.0g is dissolved at 65 DEG C
In the distilled water of 270g.
In the case where being vigorously stirred with Ultra-Turrax, the reaction mixture of heat is slowly added to emulsifier aqueous solution
In, generate coarse pre-emulsion.Then it is homogenized at 65 DEG C by high pressure homogenizer with 300-500bar.Then by rotating
Formula evaporator removes solvent by vacuum distillation.Optionally, the pH of the lotion of acquisition is adjusted to 5-7 with acetic acid (60%), and
And make the white emulsion obtained by the filtering of 20 microns of filter and water use regulation is to solid ingredient about 25%.
Embodiment according to the present invention 3: the aqueous liquid dispersion of the polyisocyanates of tert-butyl benzyl amine sealing end；Dispersion liquid 3
In the three-neck flask equipped with reflux condenser, adjustable blender and internal thermometer, by 45.0g
The Desmodur N 3200 of (246.3mmol NCO) is dissolved under a shielding gas in the isopropyl acetate of 83g.Then it adds
The tert-butyl benzyl amine of the diazabicyclooctane of 0.1g, the laruyl alcohol of 3.5g (18.8mmol) and 34.50g (211.3mmol).It will
Reaction mixture stirs 30 minutes at 75 DEG C.Then the 1,6-HD of 1.00g (8.5mmol) is added to reaction mixture
In.At 75 DEG C after 1 hour, IR spectrum is for checking whether conversion is completed.65 DEG C are cooled to if converting and completing.
In individual beaker, the Arquad T 50 of the Lutensol TO 129 of 3.0g and 5.0g is dissolved at 65 DEG C
In the distilled water of 400g.
In the case where being vigorously stirred with Ultra-Turrax, the reaction mixture of heat is slowly added to emulsifier aqueous solution
In, generate coarse pre-emulsion.Then it is homogenized at 65 DEG C by high pressure homogenizer with 300-500bar.Then by rotating
Formula evaporator removes solvent by vacuum distillation.Optionally, the pH of the lotion of acquisition is adjusted to 5-7 with acetic acid (60%), and
And make that the white emulsion obtained is filtered by 20- microns of filter and water use regulation is to solid ingredient about 25%.
Embodiment according to the present invention 4: the aqueous liquid dispersion of the polyisocyanates of tert-butyl benzyl amine sealing end；Dispersion liquid 4
In the three-neck flask equipped with reflux condenser, adjustable blender and internal thermometer, by 65.0g
The Desmodur N3300 of (337.2mmol NCO) is dissolved under a shielding gas in the acetone of 100.0g.Then 0.24g is added
Diazabicyclooctane and 5.9g (31.7mmol) laruyl alcohol.Reaction mixture is stirred 30 minutes at 55 DEG C.Then
The water of the Aduxol MPEG 550 of 7.9g (14.4mmol) and 0.14g (7.8mmol) are added in reaction mixture, 55
At DEG C after 1 hour, react remaining NCO base and the tert-butyl benzyl amine of 45.0g (275.6mol).IR spectrum turns for checking
Change and whether completes.Acetone is distilled out, dope is left, adds the second of the Lutensol TO 129 and 1.41g of 6.96g thereto
Sour (60%).Then with vigorous stirring, the distilled water of 290g is added on a small quantity at 50 DEG C.It as a result is about 25% for solid ingredient
Fine grained lotion.
Table 1: preparation 1-8 not according to the present invention
Table 2: preparation 9-20 according to the present invention
Table 3a/3b shows the oleophobic for not adding blocked polyisocyanates and/or hydrophobing agent and shows most to both cotton and polyester
Initial level validity (referring to table 3a/3b, preparation 7 not according to the present invention and 8).Pass through addition aromatic series diacetylmonoxime sealing end
Polyisocyanates (RUCO-GUARD TIE), to the oil repellent and/or water repellent of both samples after initial sample and washing
Property good (preparation 1,3 and 5 not according to the present invention).However, the whiteness for the cotton fabric that observation arranges, is caused with these preparations
It is significant deterioration be apparent.So these preparations are not suitable for white and light cloth.It can in preparation not according to the present invention
The polyisocyanates (Cassurit FF fl.) of the dimethylpyrazole of selection leads to the oil repellent of initial fabric and/or refuses
Aqueous improvement, but the washing fastness under the drying condition of selection is unsatisfactory.
Preparation 9-20 according to the present invention proves the validity of the initial level excellent to cotton and polyester.With according to the present invention
The textile that arranges of preparation, even if still having after multiple washing and very good refusing oily effect and/or water repellent effect.
Compared with the polyisocyanates of diacetylmonoxime sealing end and the polyisocyanates of dimethylpyrazole that are used with prior art state,
Preparation according to the present invention obtains good result under medium drying temperature.Sample according to the present invention also toxicity
It safety and is shown non-yellowing on.
Claims (26)
1. a kind of preparation, it includes
(i) blocked polyisocyanates of at least one formula (I)
Wherein
R1It is independently of one another hydrogen, C1-C4Alkyl or C6-C10Naphthenic base,
R2It is independently of one another hydrogen, C1-C4Alkyl or C6-C10Naphthenic base,
R3It is independently of one another hydrogen, C1-C4Alkyl or C6-C10Naphthenic base,
R4It is independently of one another C1-C4Alkyl, C6-C10Naphthenic base or C7-C14Aralkyl,
M is the integer selected from 1,2,3,4 or 5,
Number of the n between 2 and 10, and
Y be polyisocyanates residue, replaced with hydrophobic group, and optionally can also by anionic group, sun from
Sub- property group and/or nonionic group replace, the hydrophobic group be linear, cyclic annular with 12-22 carbon atom or
The saturation of branching or at least partly unsaturated hydrocarbon residue；With
(ii) at least one oleophobic property and/or Hydrophobicity Finishing agent.
2. according to preparation described in preceding claims 1, wherein R in every case1、R2And R3For H and R4For tert-butyl.
3. preparation according to claim 1 or 2, wherein the polyisocyanates residue Y is with 6-200 carbon atom
Aliphatic, alicyclic and/or aromatic hydrocarbon residue.
4. preparation according to claim 1 or 2, wherein the polyisocyanates residue Y includes carbamate groups, urea groups
Formic acid ester group, urea groups, biuret groups, uretdion, isocyanurate group, carbodiimide, imido for oxadiazines diketo and/
Or at least one of uretonimine base.
5. the preparation according to preceding claims 1 or 2, wherein the hydrophobic group and/or anionic group, sun from
It is residual that sub- property group and/or nonionic group via carbamate groups and/or via urea groups are bonded to the polyisocyanates
Base.
6. the preparation according to preceding claims 1 or 2, wherein the anionic group includes carboxylate radical and/or sulfonic acid
Root and the cationic groups include quaternary ammonium ion.
7. the preparation according to preceding claims 1 or 2, wherein it is 200- that the nonionic group, which includes weight average molecular weight,
The polyalkylene oxide of 2,000g/mol.
8. the preparation according to preceding claims 1 or 2, wherein the blocked polyisocyanates have formula (II)
Wherein
Z is polyisocyanates residue,
T is hydrophobic group,
W includes cationic groups, anionic group and/or nonionic group,
B is-O- and/or-NH-,
O is 0.1-4,
P is 0-1, and
R1-R4, m, n it is as defined above.
9. preparation according to claim 8, wherein the total amount relative to n+o+p, n=70-98%.
10. preparation according to claim 8 or claim 9, wherein the total amount relative to n+o+p, p=0-10%.
11. preparation according to claim 8 or claim 9, wherein the total amount relative to n+o+p, o=2-20%.
12. the preparation according to preceding claims 1 or 2, wherein the oleophobic property and/or Hydrophobicity Finishing agent include at least
A kind of fluorocarbon polymer.
13. preparation according to claim 12, wherein the fluorocarbon polymer includes the repetition list of at least one formula (III)
Member
Wherein
R is H or CH3
A is the integer of 0-6, and
B is the integer of 0-6.
14. the preparation according to preceding claims 1 or 2, wherein the Hydrophobicity Finishing agent is floride-free.
15. preparation according to claim 14, wherein floride-free Hydrophobicity Finishing agent includes wax, poly- (methyl) acrylic acid
Ester, polyurethane, fatty acid modified melamine, organopolysiloxane, the metal salt of fatty acid, fatty acid condensation product or it
Mixture.
16. the preparation according to preceding claims 1 or 2, wherein the preparation further includes organic solvent, water or it is mixed
Close at least one of object.
17. the preparation according to preceding claims 1 or 2, wherein the preparation is lotion.
18. the preparation according to preceding claims 1 or 2, further include anionic property, cationic and/or it is non-from
At least one of sub- property surfactant.
19. the preparation according to preceding claims 1 or 2, wherein the preparation is to be 10%-80%'s relative to solid ingredient
Ratio includes the blocked polyisocyanates.
20. the preparation according to preceding claims 1 or 2, wherein the preparation is to be 15%-90%'s relative to solid ingredient
Ratio includes the oleophobic property and/or Hydrophobicity Finishing agent.
21. a kind of blocked polyisocyanates of formula (II)
Wherein Z, W, B, R1-R4, m, n, o and p it is as defined above,
Also, hydrophobicity base T group be linear, cyclic annular or branching the saturation with 12-22 carbon atom or at least partly not
The hydrocarbon residue of saturation.
22. a kind of production method of the blocked polyisocyanates of formula (II) comprising following steps:
(i) polyisocyanates is provided；
(ii) make the benzylamine of the polyisocyanates and formula (IV) and the compound comprising hydrophobic group and and optional packet
Compound containing anionic group, the compound comprising cationic groups and/or the compound comprising nonionic group
It reacts, includes isocyanates-hydrogen atoms in above compound, the hydrophobic group is with 12-22 carbon atom
Linear, cyclic annular or branching saturation or at least partly unsaturated hydrocarbon residue,
23. a kind of kit, it includes:
(i) the sealing end polyisocyanic acid of at least one formula as defined in one of claim 1-11 or 21 (I) and/or formula (II)
Ester, and
(ii) at least one oleophobic property as defined in one of claim 12-15 and/or Hydrophobicity Finishing agent.
24. preparation described in one of -20, compound according to claim 21 or being wanted according to claim 1 according to right
Kit described in asking 23 is for the oleophobic property of fabric and/or the purposes of Hydrophobicity Finishing.
25. a kind of method for sorting of fabric comprising following steps:
(a) preparation described in one of -20 or reagent constituents (i) according to claim 23 according to claim 1 are provided
The mixture of (ii)；
(b) preparation or the mixture that obtain in step (a) are applied to fabric；With
(c) heat treatment of the fabric.
26. the fabric that a kind of oleophobic property and/or Hydrophobicity Finishing are crossed can get by following
(i) by preparation or reagent constituents (i) according to claim 23 described according to claim 1 one of -20 and
(ii) mixture is applied to fabric；With
(ii) heat treatment of the fabric.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102013224140.2A DE102013224140A1 (en) | 2013-11-26 | 2013-11-26 | Finishing agents with blocked polyisocyanates |
| DE102013224140.2 | 2013-11-26 | ||
| PCT/EP2014/075397 WO2015078811A1 (en) | 2013-11-26 | 2014-11-24 | Finishing agent with blocked polyisocyanates |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105980427A CN105980427A (en) | 2016-09-28 |
| CN105980427B true CN105980427B (en) | 2019-07-16 |
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ID=
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN86107140A (en) * | 1985-10-23 | 1987-04-29 | 第一工业制药株式会社 | The resin treatment method of the textiles of cellulose fiber |
| CN1218483A (en) * | 1996-05-17 | 1999-06-02 | 美国3M公司 | Fluorochemical polyurethane, providing good laundry air-dry performance |
| CN1317026A (en) * | 1998-07-29 | 2001-10-10 | 罗狄亚化学公司 | Mixed masked (poly) isocyanates |
| CN1468879A (en) * | 2002-06-17 | 2004-01-21 | Size composition |
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN86107140A (en) * | 1985-10-23 | 1987-04-29 | 第一工业制药株式会社 | The resin treatment method of the textiles of cellulose fiber |
| CN1218483A (en) * | 1996-05-17 | 1999-06-02 | 美国3M公司 | Fluorochemical polyurethane, providing good laundry air-dry performance |
| CN1317026A (en) * | 1998-07-29 | 2001-10-10 | 罗狄亚化学公司 | Mixed masked (poly) isocyanates |
| CN1468879A (en) * | 2002-06-17 | 2004-01-21 | Size composition |
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