JPH0456859B2 - - Google Patents

Info

Publication number

JPH0456859B2

JPH0456859B2 JP58087366A JP8736683A JPH0456859B2 JP H0456859 B2 JPH0456859 B2 JP H0456859B2 JP 58087366 A JP58087366 A JP 58087366A JP 8736683 A JP8736683 A JP 8736683A JP H0456859 B2 JPH0456859 B2 JP H0456859B2

Authority

JP

Japan

Prior art keywords

polyester

ppm

cobalt

amount

range

Prior art date

1983-05-17

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 - Lifetime

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• 229920000728 polyester Polymers 0.000 claims description 30
• 229910052783 alkali metal Inorganic materials 0.000 claims description 18
• 150000001340 alkali metals Chemical class 0.000 claims description 18
• GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 14
• 150000001875 compounds Chemical class 0.000 claims description 14
• 239000010936 titanium Substances 0.000 claims description 10
• RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 9
• 229910017052 cobalt Inorganic materials 0.000 claims description 8
• 239000010941 cobalt Substances 0.000 claims description 8
• 229910052698 phosphorus Inorganic materials 0.000 claims description 7
• 239000000203 mixture Substances 0.000 claims description 6
• 239000011574 phosphorus Substances 0.000 claims description 6
• WSQZNZLOZXSBHA-UHFFFAOYSA-N 3,8-dioxabicyclo[8.2.2]tetradeca-1(12),10,13-triene-2,9-dione Chemical group O=C1OCCCCOC(=O)C2=CC=C1C=C2 WSQZNZLOZXSBHA-UHFFFAOYSA-N 0.000 claims description 5
• 239000000470 constituent Substances 0.000 claims description 5
• 125000004437 phosphorous atom Chemical group 0.000 claims description 5
• 239000000126 substance Substances 0.000 claims description 4
• 229910052719 titanium Inorganic materials 0.000 claims description 3
• OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 2
• 230000000694 effects Effects 0.000 description 14
• 229920001707 polybutylene terephthalate Polymers 0.000 description 13
• 238000006243 chemical reaction Methods 0.000 description 9
• 229920000642 polymer Polymers 0.000 description 9
• 239000003054 catalyst Substances 0.000 description 8
• -1 polybutylene terephthalate Polymers 0.000 description 8
• 239000000975 dye Substances 0.000 description 7
• 150000003609 titanium compounds Chemical class 0.000 description 7
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
• 150000001869 cobalt compounds Chemical class 0.000 description 6
• 229920000139 polyethylene terephthalate Polymers 0.000 description 6
• 239000005020 polyethylene terephthalate Substances 0.000 description 6
• 238000003786 synthesis reaction Methods 0.000 description 6
• WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 5
• 238000005809 transesterification reaction Methods 0.000 description 5
• QUVMSYUGOKEMPX-UHFFFAOYSA-N 2-methylpropan-1-olate;titanium(4+) Chemical compound [Ti+4].CC(C)C[O-].CC(C)C[O-].CC(C)C[O-].CC(C)C[O-] QUVMSYUGOKEMPX-UHFFFAOYSA-N 0.000 description 4
• NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
• 230000000052 comparative effect Effects 0.000 description 4
• UHWHMHPXHWHWPX-UHFFFAOYSA-J dipotassium;oxalate;oxotitanium(2+) Chemical compound [K+].[K+].[Ti+2]=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O UHWHMHPXHWHWPX-UHFFFAOYSA-J 0.000 description 4
• 239000000835 fiber Substances 0.000 description 4
• DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
• 230000015572 biosynthetic process Effects 0.000 description 3
• 229940011182 cobalt acetate Drugs 0.000 description 3
• QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 description 3
• 239000002994 raw material Substances 0.000 description 3
• ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 3
• QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
• 101100006982 Mus musculus Ppcdc gene Proteins 0.000 description 2
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
• 239000002253 acid Substances 0.000 description 2
• WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
• WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
• 238000000354 decomposition reaction Methods 0.000 description 2
• 150000002009 diols Chemical class 0.000 description 2
• 239000007850 fluorescent dye Substances 0.000 description 2
• QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
• 235000011007 phosphoric acid Nutrition 0.000 description 2
• 150000003018 phosphorus compounds Chemical class 0.000 description 2
• 238000006116 polymerization reaction Methods 0.000 description 2
• 229920006395 saturated elastomer Polymers 0.000 description 2
• CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
• 238000009987 spinning Methods 0.000 description 2
• HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
• CNGYZEMWVAWWOB-VAWYXSNFSA-N 5-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-[(e)-2-[4-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-sulfophenyl]ethenyl]benzenesulfonic acid Chemical compound N=1C(NC=2C=C(C(\C=C\C=3C(=CC(NC=4N=C(N=C(NC=5C=CC=CC=5)N=4)N(CCO)CCO)=CC=3)S(O)(=O)=O)=CC=2)S(O)(=O)=O)=NC(N(CCO)CCO)=NC=1NC1=CC=CC=C1 CNGYZEMWVAWWOB-VAWYXSNFSA-N 0.000 description 1
• XRVMYYRXYFUGOE-UHFFFAOYSA-L C(=O)([O-])C(O)C(O)C(=O)[O-].[Ti+4].[Na+] Chemical compound C(=O)([O-])C(O)C(O)C(=O)[O-].[Ti+4].[Na+] XRVMYYRXYFUGOE-UHFFFAOYSA-L 0.000 description 1
• OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
• 238000010521 absorption reaction Methods 0.000 description 1
• ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
• 150000007513 acids Chemical class 0.000 description 1
• 239000001361 adipic acid Substances 0.000 description 1
• 235000011037 adipic acid Nutrition 0.000 description 1
• 125000001931 aliphatic group Chemical group 0.000 description 1
• 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
• 229910000410 antimony oxide Inorganic materials 0.000 description 1
• 125000004429 atom Chemical group 0.000 description 1
• 239000001273 butane Substances 0.000 description 1
• PFQLIVQUKOIJJD-UHFFFAOYSA-L cobalt(ii) formate Chemical compound [Co+2].[O-]C=O.[O-]C=O PFQLIVQUKOIJJD-UHFFFAOYSA-L 0.000 description 1
• 238000007796 conventional method Methods 0.000 description 1
• 238000007334 copolymerization reaction Methods 0.000 description 1
• 230000002950 deficient Effects 0.000 description 1
• 230000006866 deterioration Effects 0.000 description 1
• 238000004043 dyeing Methods 0.000 description 1
• 229920006351 engineering plastic Polymers 0.000 description 1
• 230000032050 esterification Effects 0.000 description 1
• 238000005886 esterification reaction Methods 0.000 description 1
• 150000002148 esters Chemical class 0.000 description 1
• 239000004744 fabric Substances 0.000 description 1
• 238000001879 gelation Methods 0.000 description 1
• 230000009931 harmful effect Effects 0.000 description 1
• XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
• 230000001771 impaired effect Effects 0.000 description 1
• 230000031700 light absorption Effects 0.000 description 1
• 229910052751 metal Inorganic materials 0.000 description 1
• 239000002184 metal Substances 0.000 description 1
• 239000003607 modifier Substances 0.000 description 1
• SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
• VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
• 230000000704 physical effect Effects 0.000 description 1
• 239000002685 polymerization catalyst Substances 0.000 description 1
• 229920006324 polyoxymethylene Polymers 0.000 description 1
• UMGNIJAJCKQJCW-UHFFFAOYSA-L potassium 2,3-dihydroxybutanedioate titanium(4+) Chemical compound C(=O)([O-])C(O)C(O)C(=O)[O-].[Ti+4].[K+] UMGNIJAJCKQJCW-UHFFFAOYSA-L 0.000 description 1
• 238000011084 recovery Methods 0.000 description 1
• HZJQZHXRILHFBL-UHFFFAOYSA-L sodium oxalate titanium(4+) Chemical compound C(C(=O)[O-])(=O)[O-].[Na+].[Ti+4] HZJQZHXRILHFBL-UHFFFAOYSA-L 0.000 description 1
• 239000007787 solid Substances 0.000 description 1
• 239000002904 solvent Substances 0.000 description 1
• 230000002194 synthesizing effect Effects 0.000 description 1
• YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
• STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
• XTTGYFREQJCEML-UHFFFAOYSA-N tributyl phosphite Chemical compound CCCCOP(OCCCC)OCCCC XTTGYFREQJCEML-UHFFFAOYSA-N 0.000 description 1
• WVLBCYQITXONBZ-UHFFFAOYSA-N trimethyl phosphate Chemical compound COP(=O)(OC)OC WVLBCYQITXONBZ-UHFFFAOYSA-N 0.000 description 1
• NUBZKXFFIDEZKG-UHFFFAOYSA-K trisodium;5-sulfonatobenzene-1,3-dicarboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=CC(C([O-])=O)=CC(S([O-])(=O)=O)=C1 NUBZKXFFIDEZKG-UHFFFAOYSA-K 0.000 description 1
• 239000004246 zinc acetate Substances 0.000 description 1