EP0074923B1 - Adjuvant de teinture et son utilisation dans la teinture ou l'impression de matériaux en fibres de polyamide synthétique - Google Patents
Adjuvant de teinture et son utilisation dans la teinture ou l'impression de matériaux en fibres de polyamide synthétique Download PDFInfo
- Publication number
- EP0074923B1 EP0074923B1 EP82810370A EP82810370A EP0074923B1 EP 0074923 B1 EP0074923 B1 EP 0074923B1 EP 82810370 A EP82810370 A EP 82810370A EP 82810370 A EP82810370 A EP 82810370A EP 0074923 B1 EP0074923 B1 EP 0074923B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- dyeing
- component
- carbon atoms
- weight
- dyeing assistant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000004043 dyeing Methods 0.000 title claims description 56
- 239000004952 Polyamide Substances 0.000 title claims description 22
- 229920002647 polyamide Polymers 0.000 title claims description 22
- 239000002657 fibrous material Substances 0.000 title description 17
- -1 carbamoylmethyl Chemical group 0.000 claims description 40
- 239000000975 dye Substances 0.000 claims description 35
- 239000000203 mixture Substances 0.000 claims description 26
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 16
- 239000000463 material Substances 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 239000001257 hydrogen Substances 0.000 claims description 13
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 125000000129 anionic group Chemical group 0.000 claims description 8
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 6
- 229920000570 polyether Polymers 0.000 claims description 6
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 claims description 5
- 125000001033 ether group Chemical group 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 229920000151 polyglycol Polymers 0.000 claims description 5
- 239000010695 polyglycol Substances 0.000 claims description 5
- 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 claims description 5
- 150000001768 cations Chemical class 0.000 claims description 4
- 239000000835 fiber Substances 0.000 claims description 4
- 125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 3
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 claims description 3
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 3
- 150000001450 anions Chemical class 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 3
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 claims description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- 150000007524 organic acids Chemical class 0.000 claims description 3
- 239000002798 polar solvent Substances 0.000 claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 150000007522 mineralic acids Chemical class 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 2
- 150000001449 anionic compounds Chemical class 0.000 claims 2
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- 150000001412 amines Chemical class 0.000 description 35
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 7
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 6
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 150000004985 diamines Chemical class 0.000 description 5
- 229910052700 potassium Inorganic materials 0.000 description 5
- 239000011591 potassium Substances 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
- 239000000434 metal complex dye Substances 0.000 description 4
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- 125000000542 sulfonic acid group Chemical group 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 229910001385 heavy metal Inorganic materials 0.000 description 3
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- LDMOEFOXLIZJOW-UHFFFAOYSA-N 1-dodecanesulfonic acid Chemical compound CCCCCCCCCCCCS(O)(=O)=O LDMOEFOXLIZJOW-UHFFFAOYSA-N 0.000 description 2
- LWEAHXKXKDCSIE-UHFFFAOYSA-N 2,3-di(propan-2-yl)naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(O)(=O)=O)=C(C(C)C)C(C(C)C)=CC2=C1 LWEAHXKXKDCSIE-UHFFFAOYSA-N 0.000 description 2
- QZEDXQFZACVDJE-UHFFFAOYSA-N 2,3-dibutylnaphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(O)(=O)=O)=C(CCCC)C(CCCC)=CC2=C1 QZEDXQFZACVDJE-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 229920002302 Nylon 6,6 Polymers 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical group [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 230000009918 complex formation Effects 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 230000005012 migration Effects 0.000 description 2
- 238000013508 migration Methods 0.000 description 2
- CACRRXGTWZXOAU-UHFFFAOYSA-N octadecane-1-sulfonic acid Chemical compound CCCCCCCCCCCCCCCCCCS(O)(=O)=O CACRRXGTWZXOAU-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 125000006353 oxyethylene group Chemical group 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- MYOWBHNETUSQPA-UHFFFAOYSA-N tetradecane-1-sulfonic acid Chemical compound CCCCCCCCCCCCCCS(O)(=O)=O MYOWBHNETUSQPA-UHFFFAOYSA-N 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 229910052727 yttrium Inorganic materials 0.000 description 2
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
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- RZBQPWHJXAYARL-UHFFFAOYSA-N 2-n-dodecylpropane-1,2-diamine Chemical compound CCCCCCCCCCCCNC(C)CN RZBQPWHJXAYARL-UHFFFAOYSA-N 0.000 description 1
- IVMUPSZAZLJPIM-UHFFFAOYSA-N 2-nonylbenzenesulfonic acid Chemical compound CCCCCCCCCC1=CC=CC=C1S(O)(=O)=O IVMUPSZAZLJPIM-UHFFFAOYSA-N 0.000 description 1
- FBWSRAOCSJQZJA-UHFFFAOYSA-N 4-iminonaphthalen-1-one Chemical compound C1=CC=C2C(=N)C=CC(=O)C2=C1 FBWSRAOCSJQZJA-UHFFFAOYSA-N 0.000 description 1
- WPTFZDRBJGXAMT-UHFFFAOYSA-N 4-nonylbenzenesulfonic acid Chemical compound CCCCCCCCCC1=CC=C(S(O)(=O)=O)C=C1 WPTFZDRBJGXAMT-UHFFFAOYSA-N 0.000 description 1
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
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- 239000005695 Ammonium acetate Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
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- 241001435099 Dichromia Species 0.000 description 1
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- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 229920000571 Nylon 11 Polymers 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
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- 240000005319 Sedum acre Species 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 description 1
- PDWCVHGVTVOSIE-UHFFFAOYSA-N [nitro(diphenyl)methyl]benzene Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)([N+](=O)[O-])C1=CC=CC=C1 PDWCVHGVTVOSIE-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 229940043376 ammonium acetate 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
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 125000001204 arachidyl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 125000002511 behenyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 1
- 229940008406 diethyl sulfate Drugs 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
- 229910000396 dipotassium phosphate Inorganic materials 0.000 description 1
- 235000019797 dipotassium phosphate Nutrition 0.000 description 1
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- VPNOHCYAOXWMAR-UHFFFAOYSA-N docosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCCCN VPNOHCYAOXWMAR-UHFFFAOYSA-N 0.000 description 1
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 1
- 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 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 description 1
- 239000003792 electrolyte Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 150000003944 halohydrins Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- KAJZYANLDWUIES-UHFFFAOYSA-N heptadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCCN KAJZYANLDWUIES-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- BUHXFUSLEBPCEB-UHFFFAOYSA-N icosan-1-amine Chemical compound CCCCCCCCCCCCCCCCCCCCN BUHXFUSLEBPCEB-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002960 margaryl 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])[H] 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 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 1
- VMGAPWLDMVPYIA-HIDZBRGKSA-N n'-amino-n-iminomethanimidamide Chemical compound N\N=C\N=N VMGAPWLDMVPYIA-HIDZBRGKSA-N 0.000 description 1
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052759 nickel Inorganic materials 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
- 235000005985 organic acids Nutrition 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 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 1
- 230000035515 penetration Effects 0.000 description 1
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 1
- 125000001918 phosphonic acid ester group Chemical group 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical class CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 1
- 239000001044 red dye Substances 0.000 description 1
- BOLDJAUMGUJJKM-LSDHHAIUSA-N renifolin D Natural products CC(=C)[C@@H]1Cc2c(O)c(O)ccc2[C@H]1CC(=O)c3ccc(O)cc3O BOLDJAUMGUJJKM-LSDHHAIUSA-N 0.000 description 1
- 239000003340 retarding agent Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- GROJOWHVXQYQGN-UHFFFAOYSA-N tetradecyl sulfonic acid Chemical compound CCCCC(CC)CCC(CC(C)C)OS(O)(=O)=O GROJOWHVXQYQGN-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000001043 yellow dye Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/62—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds with sulfate, sulfonate, sulfenic or sulfinic groups
- D06P1/621—Compounds without nitrogen
- D06P1/622—Sulfonic acids or their salts
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
- D06P1/6076—Nitrogen-containing polyethers or their quaternary derivatives addition products of amines and alkylene oxides or oxiranes
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/924—Polyamide fiber
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/929—Carpet dyeing
Definitions
- the present invention relates to a novel dyeing aid and its use in dyeing or printing synthetic polyamide fiber materials, preferably with a pronounced three-dimensional character (pile and pile materials) and in particular carpets, with anionic dyes.
- DE-A-2 633 615 discloses a process for dyeing synthetic polyamide fiber materials with metal-free acid dyes, in which dye liquors are used which contain cation-active compounds from adducts of ethylene oxide and / or propylene oxide with long-chain fatty amines in combination with alkyl sulfonates, e.g. Tetradecyl sulfonate or alkylaryl sulfonates such as e.g. Contain dodecylbenzenesulfonate or dibutylnaphthalenesulfonate. According to this process, the temperature of the dyebath is increased to approximately 100 ° C.
- DE-A-1 919 120 describes a process for uniform, streak-free dyeing of synthetic polyamide fiber material, in which the fiber material is mixed with a liquor containing sulfonated alkyldiphenyl ether compounds containing 8 to 18 carbon atoms in the alkyl radical before dyeing contains a cationic, optionally quaternized compound based on oxyethylated fatty amines, the polyglycol ether chain of which may also contain 1-2 equivalents of styrene oxide, treated and, after the pretreatment, dissolved dye at a temperature of 30 to 100 ° C and the coloring at cooking temperature or at a temperature above 100 ° C under pressure.
- the object of the invention is to provide a dyeing aid which, when dyeing synthetic polyamide fiber materials, in particular carpets, at the same time acts as a leveling agent at a temperature of 50 to 85 ° C. and promotes the exhaustion of the dye bath.
- auxiliary mixture according to the invention can additionally additionally
- Components (A), (B), (C) and (D) can be present as individual compounds or as mixtures with one another.
- Preferred auxiliary mixtures consist of all the specified components (A), (B), (C) and (D).
- alkyl radical R examples are isopropyl, butyl, amyl, octyl, decyl, dodecyl, myristyl, hexadecyl, heptadecyl, octadecyl, arachidyl or behenyl.
- Q is preferably a phenylene radical which may optionally be further substituted by methyl, ethyl, isopropyl or butyl.
- M means, for example, alkali metal, e.g. Sodium or potassium; Alkaline earth metal such as calcium or magnesium, also ammonium or an ammonium group, which e.g. derived from aliphatic amines such as di- and triethylamine or mono-, di- and triethanolamine or heterocyclic amines such as piperidine, morpholine or pyridine.
- alkali metal e.g. Sodium or potassium
- Alkaline earth metal such as calcium or magnesium
- ammonium or an ammonium group e.g. derived from aliphatic amines such as di- and triethylamine or mono-, di- and triethanolamine or heterocyclic amines such as piperidine, morpholine or pyridine.
- the quaternary ammonium compounds which can be used as component (B) in the auxiliary mixture according to the invention are likewise known per se and can be prepared in a manner known per se, e.g. appropriate by reacting aliphatic amines, the alkyl or alkenyl group having 10 to 22 carbon atoms, such as dodecylamine, hexadecylamine, heptadecylamine, octadecylamine, tallow fatty amine, arachidylamine, behenylamine or oleylamine or di- or triamines, such Dodecylpropylendiamin, Octadecyläthylendiamin or Octadecyldiäthylendiamin with 1 to 2 equivalents Styrene oxide and with 1 to 45, preferably 1 to 35 equivalents of an alkylene oxide, for example Propylene oxide, but especially ethylene oxide or a mixture of propylene oxide and ethylene
- R i is preferably alkyl or alkenyl having 12 to 18 carbon atoms, especially octadecyl or octadecenyl, X and X 2 are preferably hydrogen.
- the sum of p + s is preferably 5 to 20.
- m is preferably 0.
- the amounts in which component (B) is present alone or as a mixture in the auxiliary mixture are advantageously from 2 to 30 percent by weight, preferably from 2 to 20 and particularly from 2 to 8 percent by weight, based on the total auxiliary mixture.
- the new dyeing aid can additionally contain a siloxane-oxyalkylene copolymer as component (C).
- component (C) acts in particular as a foam suppressant.
- the organopolysiloxanes as the starting product for such adducts, correspond in principle to commercially available silicone oils, which are described in German specification 2,031,827. Among these silicone oils, polydimethylsiloxanes are of prime interest.
- the siloxaneoxyalkylene copolymers in question as optional component (C) can be obtained, for example, from halogen-substituted organopolysiloxanes, in particular polydimethylsiloxanes and alkali metal salts of polyoxyalkylene, e.g. Polyethylene and / or polypropylene glycols are produced.
- siloxaneoxyalkylene copolymers are polyether siloxanes, which expediently have a cloud point at about 20 to 70 ° C., preferably 25 to 50 ° C.
- the glycol content, consisting of oxyethylene groups or oxyethylene and oxypropylene groups, is advantageously from 35 to 85, preferably 40 to 75 percent by weight, based on the total weight of the polyether siloxane.
- a preferred embodiment of the optional component (C) is accordingly a block polymer of a polydimethylsiloxane and ethylene oxide or a copolymer of ethylene and propylene oxide, which has a cloud point at 20 to 70 ° C, in particular 25 to 50 ° C.
- Such block polymers or polyether siloxanes can by the likely formula are shown in which q is 3 to 50, suitably 3 to 25, r, 2 or 3, r 2 0 to 15, t 1 to 25, x, 3 to 10 and R 4 are alkyl having 1 to 4 carbon atoms, preferably methyl .
- Such polyether siloxanes are described, for example, in German Patent Application 1,719,238 and in US Pat. Nos. 2,834,748, 3,389,160 and 3,505,377.
- polyether siloxanes which can be used as optional component (C) correspond to the likely formula wherein R s and R 6 are each alkyl having 1 to 4 carbon atoms, preferably methyl, a '1 to 20, b' 2 to 20, c '2 to 50, d' 1 or 2, preferably 1, and m '2 to 5 mean and where C m , H 2m , O d 'are preferably ethylene oxide groups or mixtures of ethylene oxide groups and propylene oxide groups.
- Such siloxane compounds are described in German Patent Application 1,795,557.
- the auxiliaries according to the invention can contain water as polar solvent (D) or a water-miscible organic solvent.
- water-miscible organic solvents are aliphatic C i -C 4 alcohols such as methanol, ethanol, the propanols or isobutanol; Alkylene glycols such as ethylene glycol or propylene glycol; Monoalkyl ethers of glycols such as ethylene glycol monomethyl, ethyl or butyl ether and diethylene glycol monomethyl or ethyl ether; Ketones such as acetone, methyl ethyl ketone, cyclohexanone, diacetone alcohol; Ethers and acetates such as diisopropyl ether, diphenyl oxide, dioxane, tetrahydrofuran, furthermore tetrahydrofurfuryl alcohol, pyridine,
- auxiliary preparations according to the invention can be prepared by simply stirring the components (A), (B) and, if appropriate, (C). With the addition of component (D), especially water, and optionally also a base, e.g. Alkali metal hydroxides such as sodium or potassium hydroxide or lower alkanolamines such as monoethanolamine, diethanolamine or triethanolamine are obtained as homogeneous, preferably clear mixtures which are very stable in storage at room temperature.
- a base e.g. Alkali metal hydroxides such as sodium or potassium hydroxide or lower alkanolamines such as monoethanolamine, diethanolamine or triethanolamine are obtained as homogeneous, preferably clear mixtures which are very stable in storage at room temperature.
- the new formulations are used in particular as leveling and retarding agents in the dyeing of synthetic polyamide fiber materials. They increase the rate of diffusion of the dyes in the fibers and thereby accelerate the migration of the dyes when dyeing synthetic polyamide fiber materials. They thus allow perfect levelness and also streak-free substrate to be achieved with complete bath exhaustion.
- the present invention accordingly also relates to a process for dyeing or printing synthetic polyamide fiber materials with anionic dyes.
- the process is characterized in that this material is dyed or printed in the presence of the dyeing aid according to the invention.
- the amounts used in which the dyeing aid according to the invention is added to the dye baths are between 1 and 10 percent by weight, preferably 2 and 5 percent by weight, based on the weight of the material to be dyed.
- Synthetic polyamide fiber materials in particular textile materials and, above all, with a pronounced three-dimensional character (pile and pile materials), such as carpets, which can be dyed in the presence of the new mixture of dyeing auxiliaries, are, for example, those made from adipic acid and hexamethylene diamine (polyamide 6.6), from B - Caprolactam (polyamide 6), from w-aminoundecanoic acid (polyamide 11), from ⁇ -aminoonanthic acid (polyamide 7), from w-aminopelargonic acid (polyamide 8) or from sebacic acid and hexamethylene diamine (polyamide 6.10).
- the polyamide fiber materials can also be used as a blended fabric with each other or with other fibers, e.g. Mixtures of polyamide / wool or polyamide / polyester can be used.
- the fiber material can be in a wide variety of processing stages. For example, the following can be considered: flake, sliver, woven fabric, knitted fabric, nonwovens, yarn or piece goods.
- floor coverings such as e.g. Carpets, or other home textiles such as upholstery fabrics, curtains or wall coverings.
- carpet materials such as velor or loop pile carpets made of synthetic polyamide is preferred.
- the anionic dyes are, for example, salts of heavy metal-containing or preferably metal-free mono-, dis- or polyazo dyes including the formazan dyes and the anthraquinone, xanthene, nitro, triphenylmethane, naphthoquinoneimine and phthalocyanine dyes.
- the anionic character of these dyes can be caused by metal complex formation alone and / or preferably by acidic, salt-forming substituents, such as carboxylic acid groups, sulfuric acid and phosphonic acid ester groups, phosphonic acid groups or sulfonic acid groups.
- These dyes can also have so-called reactive groups in the molecule, which form a covalent bond with the material to be colored.
- the so-called acidic metal-free dyes are preferred. The latter preferably contain only a single sulfonic acid group.
- the 1: 1 or 1: 2 metal complex dyes are also of interest.
- the 1: 1 metal complex dyes preferably have one or two sulfonic acid groups. As metal they contain a heavy metal atom such as Copper, nickel or especially chrome.
- the 1: 2 metal complex dyes contain a heavy metal atom such as e.g. a cobalt atom or in particular a chromium atom.
- Two complex-forming components are connected to the central atom, at least one of which is a dye molecule, but preferably both are dye molecules.
- the two dye molecules involved in the complex formation can be the same or different from one another.
- the 1: 2 metal complex dyes can e.g. contain two azomethine molecules, a disazo dye and a monoazo dye, or preferably two monoazo dye molecules.
- the azo dye molecules can have water solubilizing groups such as e.g. Acid amide, alkylsulfonyl or the above acidic groups. Preference is given to 1: 2 cobalt or 1: 2 chromium complexes of monoazo dyes which have acid amide, alkylsulfonyl or a total of a single sulfonic acid group.
- Dye mixtures of at least 2 or 3 anionic dyes are particularly preferred for the production of level dichromia or trichromatic dyes.
- the amount of dyes added to the liquor depends on the desired depth of color. In general, amounts of 0.01 to 10, in particular 0.1 to 5 g per liter of liquor have proven successful.
- the dyebaths can contain alkali metal hydroxides, alkali metal carbonates or bicarbonates; Mineral acids such as sulfuric acid or phosphoric acid; organic acids, suitably lower, aliphatic carboxylic acids, such as formic, acetic or oxalic acid and / or salts, such as ammonium acetate, ammonium sulfate, disodium phosphate, dipotassium phosphate, potassium acetate or sodium acetate.
- the alkalis and acids serve above all to adjust the pH of the liquors used according to the invention, which is generally 8 to 8.5 at the beginning and 4.5 to 6 at the end.
- the dyebaths can also contain the usual electrolytes, dispersants, antifoams and wetting agents.
- the dyeings are advantageously carried out from an aqueous liquor using the exhaust process.
- the liquor ratio can accordingly be chosen within a wide range, e.g. B. 1: 3 to 1: 100, preferably 1:10 to 1:50. It is convenient to dye at a temperature in the range from 40 ° C to the boiling point. Surprisingly, the dyeing can be carried out at low temperatures in a range from 50 to 85 ° C.
- the textile material is preferably added to a liquor which has a temperature of 15 to 25 ° C. and a pH of 7.5 to 8.5. Then the dyes and the auxiliary mixture according to the invention are added and the material is treated at 15 to 25 ° C. for 5 to 15 minutes. The temperature is then slowly increased to 60 ° C. and dyeing is carried out at this temperature for 30 to 60 minutes. Then the pH of the bath is reduced to 5-6 and dyeing is continued for 10 to 20 minutes at 60 ° C. Finally, the bath is cooled and the colored material rinsed and dried as usual.
- the dyeing process according to the invention can also be carried out by first treating the material to be dyed with the auxiliary mixture for 10 to 15 minutes at 20 to 25 ° C. and then dyeing.
- the dyeing of the synthetic polyamide fiber material can also be carried out by a printing or padding process.
- the possibly thickened printing paste or liquor, which contains dye, auxiliary preparation according to the invention, acid and possibly other additives, is printed or padded on the fiber, preferably at a temperature between 10 and 40 ° C.
- the padded or printed fiber material can be subjected to heat treatment, e.g. Steaming. However, it is preferably packed with a plastic film and stored at 50 to 60 ° C. for 45 to 120 minutes.
- the method according to the invention represents a highly energy-saving dyeing system in which synthetic polyamide fiber material can be dyed at a low temperature of 50 to 85 ° C. and complete dying of the dye bath is achieved.
- the fleet can thus be used for further dyeing, so that considerable savings can be achieved in terms of water, energy, time and chemicals.
- significant ecological progress is achieved.
- the process according to the invention is not only distinguished by the economic and ecological advantages, but also by the gentle way of dyeing an improvement in the quality of the dyeing material is achieved.
- the parts are parts by weight and the percentages are percentages by weight.
- the carpet is allowed to circulate at 20 ° C for 15 minutes and the temperature is raised to 60 ° C in the course of 40 minutes.
- the dyeing is then carried out for 30 minutes at this temperature and the pH of the bath is lowered to 5 by adding sulfuric acid over 40 minutes.
- the dyeing is then continued for 15 minutes at 60 ° C. and at a pH of 5.
- the dyeing liquor is then cooled and the carpet rinsed and finished.
- a level, well-colored dyeing is obtained.
- the bathroom exhaustion is practically complete, so that the next carpet can be dyed in the same ribbon.
- the carpet is allowed to circulate at 20 ° C for 15 minutes and the temperature is raised to 60 ° C in the course of 40 minutes, then it is dyed for 30 minutes and the pH of the bath is reduced to 5 by adding sulfuric acid over 40 minutes The dyeing is then carried out after 15 minutes at 60 ° C. and at a pH of 5. The dyeing liquor is then cooled and the carpet is rinsed and finished.
- a level, well-colored dyeing is obtained.
- the bathroom exhaustion is practically complete, so that the next carpet can be dyed in the same dye bath.
- Example 3 You get a level and strong coloring, if in Example 3 instead of the auxiliary preparation (4) the same amount of a preparation (5) consisting of
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Claims (16)
p et s sont des nombres entiers, la somme de p + s valant 2 à 40, de préférence 2 à 25.
et la somme de p + s vaut 5 à 20.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH5752/81 | 1981-09-07 | ||
CH575281 | 1981-09-07 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0074923A1 EP0074923A1 (fr) | 1983-03-23 |
EP0074923B1 true EP0074923B1 (fr) | 1985-11-06 |
Family
ID=4298751
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP82810370A Expired EP0074923B1 (fr) | 1981-09-07 | 1982-09-06 | Adjuvant de teinture et son utilisation dans la teinture ou l'impression de matériaux en fibres de polyamide synthétique |
Country Status (4)
Country | Link |
---|---|
US (1) | US4444563A (fr) |
EP (1) | EP0074923B1 (fr) |
JP (1) | JPS58136884A (fr) |
DE (1) | DE3267310D1 (fr) |
Families Citing this family (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0102926B1 (fr) * | 1982-09-03 | 1987-01-07 | Ciba-Geigy Ag | Adjuvant de teinture et son utilisation dans la teinture ou impression de fibres en polyamide synthétique |
US4563192A (en) * | 1983-09-19 | 1986-01-07 | Ciba-Geigy Corporation | Process for dyeing fibre material made of synthetic polyamides with anionic dyes and an auxiliary mixture |
US4713482A (en) * | 1985-03-26 | 1987-12-15 | Ciba-Geigy Corporation | Maleic or phthalic acid half esters of alkoxylated fatty amines |
US4778919A (en) * | 1986-02-25 | 1988-10-18 | Ciba-Geigy Corporation | Maleic or phthalic acid half esters of alkoxylated fatty amines |
CH676012A5 (fr) * | 1987-11-13 | 1990-11-30 | Sandoz Ag | |
US5120888A (en) * | 1988-04-14 | 1992-06-09 | Kimberly-Clark Corporation | Surface-segregatable, melt-extrudable thermoplastic composition |
US4923914A (en) * | 1988-04-14 | 1990-05-08 | Kimberly-Clark Corporation | Surface-segregatable, melt-extrudable thermoplastic composition |
US4857251A (en) * | 1988-04-14 | 1989-08-15 | Kimberly-Clark Corporation | Method of forming a nonwoven web from a surface-segregatable thermoplastic composition |
US4859759A (en) * | 1988-04-14 | 1989-08-22 | Kimberly-Clark Corporation | Siloxane containing benzotriazolyl/tetraalkylpiperidyl substituent |
US4920168A (en) * | 1988-04-14 | 1990-04-24 | Kimberly-Clark Corporation | Stabilized siloxane-containing melt-extrudable thermoplastic compositions |
US4976788A (en) * | 1988-06-03 | 1990-12-11 | Kimberly-Clark Corporation | Method of cleaning melt-processing equipment with a thermoplastic polyolefin and a bifunctional siloxane |
JPH0219577A (ja) * | 1988-07-04 | 1990-01-23 | Nippon Saafuakutanto Kogyo Kk | 反応染料用均染剤組成物 |
US5641822A (en) * | 1989-09-18 | 1997-06-24 | Kimberly-Clark Corporation | Surface-segregatable compositions and nonwoven webs prepared therefrom |
US5696191A (en) * | 1989-09-18 | 1997-12-09 | Kimberly-Clark Worldwide, Inc. | Surface-segregatable compositions and nonwoven webs prepared therefrom |
US5114646A (en) * | 1989-09-18 | 1992-05-19 | Kimberly-Clark Corporation | Method of increasing the delay period of nonwoven webs having delayed wettability |
US5344862A (en) * | 1991-10-25 | 1994-09-06 | Kimberly-Clark Corporation | Thermoplastic compositions and nonwoven webs prepared therefrom |
FR2687397A1 (fr) * | 1992-02-17 | 1993-08-20 | Sandoz Sa | Nouveaux tensio-actifs faiblement moussants, leur preparation et leur utilisation. |
US5427589A (en) * | 1993-03-03 | 1995-06-27 | Springs Industries, Inc. | Method for dyeing fibrous materials |
US5494855A (en) * | 1994-04-06 | 1996-02-27 | Kimberly-Clark Corporation | Thermoplastic compositions and nonwoven webs prepared therefrom |
US5437690A (en) * | 1994-05-25 | 1995-08-01 | Springs Industries, Inc. | Method for dyeing fibrous materials and dye assistant relating to the same |
CA2327034C (fr) * | 1999-12-01 | 2007-07-17 | Canon Kabushiki Kaisha | Methode pour refaire la surface d'un element, element a la surface refaite, methode de production d'elements a la surface refaite, liquide de traitement de surface pour obtenir une surface refaite et methode de production du liquide de traitement de surfaces |
US6497731B1 (en) | 2000-04-07 | 2002-12-24 | Basf Corporation | Dyed polyamide-6 articles having improved wetfastness properties and methods of making same |
EP1777337A1 (fr) * | 2005-10-07 | 2007-04-25 | Clariant International Ltd. | Procédé pour la teinture de fibres de polyamide |
CN111793993B (zh) * | 2020-07-07 | 2022-12-02 | 山东黄河三角洲纺织科技研究院有限公司 | 一种粘胶/莱赛尔/棉混纺织物的防印工艺 |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3232695A (en) * | 1966-02-01 | Process for dyetng materials based on polyamedes and composithons therefor | ||
US3172861A (en) * | 1965-03-09 | Hypochlorite bleaching compositions | ||
NL125292C (fr) * | 1962-08-22 | |||
US3363969A (en) * | 1964-02-12 | 1968-01-16 | Du Pont | Dyeing and light stabilizing nylon yarns with sulfonated dyes; sterically hindered phenols, and alkylnaphthalene sulfonates with or without other ultraviolet light absorbers |
CH629368A4 (fr) * | 1968-04-26 | 1973-08-31 | ||
CH438169A4 (fr) * | 1969-03-24 | 1974-02-28 | ||
FR2209006B1 (fr) * | 1972-12-06 | 1976-08-20 | Soprosoie Fa | |
DE2633615C3 (de) * | 1976-07-27 | 1981-08-13 | Bayer Ag, 5090 Leverkusen | Verfahren zum Färben von synthetischen Polyamid-Fasermaterialien |
BE886627A (fr) * | 1979-12-14 | 1981-06-12 | Ciba Geigy | Procede d'ennoblissement, en particulier de teinture, d'azurage optique ou d'appretage de matieres textiles fibreuses, preparations utilisees a cet effet et matieres textiles fibreuses ainsi traites |
EP0030919B1 (fr) * | 1979-12-14 | 1983-08-17 | Ciba-Geigy Ag | Procédé d'affinage, en particulier de teinture, d'azurage optique ou d'apprêtage de matières textiles fibreuses |
-
1982
- 1982-09-02 US US06/414,103 patent/US4444563A/en not_active Expired - Lifetime
- 1982-09-06 EP EP82810370A patent/EP0074923B1/fr not_active Expired
- 1982-09-06 DE DE8282810370T patent/DE3267310D1/de not_active Expired
- 1982-09-07 JP JP57154742A patent/JPS58136884A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS58136884A (ja) | 1983-08-15 |
EP0074923A1 (fr) | 1983-03-23 |
DE3267310D1 (en) | 1985-12-12 |
US4444563A (en) | 1984-04-24 |
JPH0357230B2 (fr) | 1991-08-30 |
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