CA1056095A - Polymeres synthetiques a base de derives du 4,4',-dihydroxy-2,2,6,6,2',2',6',6',-octamethyl-4,4'-bipiperidyle - Google Patents

Polymeres synthetiques a base de derives du 4,4',-dihydroxy-2,2,6,6,2',2',6',6',-octamethyl-4,4'-bipiperidyle

Info

Publication number: CA1056095A
Authority: CA; Canada
Prior art keywords: group; carbon atoms; acid; bipiperidyl; dihydroxy
Prior art date: 1973-06-15
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

Application number

CA202,351A

Other languages

English (en)

Inventor

Keisuke Murayama

Tomoyuki Kurumada

Takao Yoshioka

Syoji Morimura

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Sankyo Co Ltd

Original Assignee

Sankyo Co Ltd

Priority date (The priority date 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 date listed.)

1973-06-15

Filing date

1974-06-13

Publication date

1979-06-05

1974-06-13 Application filed by Sankyo Co Ltd filed Critical Sankyo Co Ltd

1979-06-05 Application granted granted Critical

1979-06-05 Publication of CA1056095A publication Critical patent/CA1056095A/fr

Status Expired legal-status Critical Current

Links

229920001059 synthetic polymer Polymers 0.000 title claims abstract description 19
150000001875 compounds Chemical class 0.000 claims abstract description 37
125000001931 aliphatic group Chemical group 0.000 claims abstract description 14
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 13
125000002252 acyl group Chemical group 0.000 claims abstract description 9
125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 6
125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 5
125000004432 carbon atom Chemical group C* 0.000 claims description 55
-1 benzoyloxyethyl group Chemical group 0.000 claims description 52
239000003381 stabilizer Substances 0.000 claims description 32
239000000203 mixture Substances 0.000 claims description 29
239000002253 acid Substances 0.000 claims description 27
125000000217 alkyl group Chemical group 0.000 claims description 23
150000003839 salts Chemical class 0.000 claims description 20
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 14
229920000642 polymer Polymers 0.000 claims description 14
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 12
125000003545 alkoxy group Chemical group 0.000 claims description 10
125000003118 aryl group Chemical group 0.000 claims description 9
125000005041 acyloxyalkyl group Chemical group 0.000 claims description 7
229920006395 saturated elastomer Polymers 0.000 claims description 7
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 6
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 6
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical group ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 6
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 6
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 6
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
229920000728 polyester Polymers 0.000 claims description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 5
150000001336 alkenes Chemical group 0.000 claims description 5
125000003342 alkenyl group Chemical group 0.000 claims description 5
125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims description 5
125000000304 alkynyl group Chemical group 0.000 claims description 5
125000004966 cyanoalkyl group Chemical group 0.000 claims description 5
150000001993 dienes Chemical class 0.000 claims description 5
125000001188 haloalkyl group Chemical group 0.000 claims description 5
125000002768 hydroxyalkyl group Chemical group 0.000 claims description 5
229920002635 polyurethane Polymers 0.000 claims description 5
239000004814 polyurethane Substances 0.000 claims description 5
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 claims description 4
IKHZFOJLDVTJDA-UHFFFAOYSA-N 4-(4-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)-2,2,6,6-tetramethylpiperidin-4-ol Chemical group C1C(C)(C)NC(C)(C)CC1(O)C1(O)CC(C)(C)NC(C)(C)C1 IKHZFOJLDVTJDA-UHFFFAOYSA-N 0.000 claims description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
125000005079 alkoxycarbonylmethyl group Chemical group 0.000 claims description 4
235000010233 benzoic acid Nutrition 0.000 claims description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
125000001424 substituent group Chemical group 0.000 claims description 4
BLVORBBMSGBWSA-UHFFFAOYSA-N 1-(2-hydroxyethyl)-4-[4-hydroxy-1-(2-hydroxyethyl)-2,2,6,6-tetramethylpiperidin-4-yl]-2,2,6,6-tetramethylpiperidin-4-ol Chemical group C1C(C)(C)N(CCO)C(C)(C)CC1(O)C1(O)CC(C)(C)N(CCO)C(C)(C)C1 BLVORBBMSGBWSA-UHFFFAOYSA-N 0.000 claims description 3
WJAKFSBRIVZIFK-UHFFFAOYSA-N 1-benzyl-4-(1-benzyl-4-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)-2,2,6,6-tetramethylpiperidin-4-ol Chemical group CC1(C)CC(O)(C2(O)CC(C)(C)N(CC=3C=CC=CC=3)C(C)(C)C2)CC(C)(C)N1CC1=CC=CC=C1 WJAKFSBRIVZIFK-UHFFFAOYSA-N 0.000 claims description 3
CTSLUPARWIHBPF-UHFFFAOYSA-N 4-[4-hydroxy-2,2,6,6-tetramethyl-1-(oxiran-2-ylmethyl)piperidin-4-yl]-2,2,6,6-tetramethyl-1-(oxiran-2-ylmethyl)piperidin-4-ol Chemical group CC1(C)CC(O)(C2(O)CC(C)(C)N(CC3OC3)C(C)(C)C2)CC(C)(C)N1CC1CO1 CTSLUPARWIHBPF-UHFFFAOYSA-N 0.000 claims description 3
KDVYCTOWXSLNNI-UHFFFAOYSA-N 4-t-Butylbenzoic acid Chemical compound CC(C)(C)C1=CC=C(C(O)=O)C=C1 KDVYCTOWXSLNNI-UHFFFAOYSA-N 0.000 claims description 3
239000005711 Benzoic acid Substances 0.000 claims description 3
239000004952 Polyamide Substances 0.000 claims description 3
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 3
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 3
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
229920002647 polyamide Polymers 0.000 claims description 3
229920006324 polyoxymethylene Polymers 0.000 claims description 3
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 3
DMVZMOCDZCQUNX-UHFFFAOYSA-N 1-(2-ethoxyethyl)-4-[1-(2-ethoxyethyl)-4-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl]-2,2,6,6-tetramethylpiperidin-4-ol Chemical group C1C(C)(C)N(CCOCC)C(C)(C)CC1(O)C1(O)CC(C)(C)N(CCOCC)C(C)(C)C1 DMVZMOCDZCQUNX-UHFFFAOYSA-N 0.000 claims description 2
CFLMCRSQONNIGV-UHFFFAOYSA-N 1-[4-hydroxy-4-(4-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl)-2,2,6,6-tetramethylpiperidin-1-yl]ethanone Chemical group C1C(C)(C)N(C(=O)C)C(C)(C)CC1(O)C1(O)CC(C)(C)NC(C)(C)C1 CFLMCRSQONNIGV-UHFFFAOYSA-N 0.000 claims description 2
XGBIYQFEBZINQH-UHFFFAOYSA-N 4-(4-hydroxy-1,2,2,6,6-pentamethylpiperidin-4-yl)-1,2,2,6,6-pentamethylpiperidin-4-ol Chemical group C1C(C)(C)N(C)C(C)(C)CC1(O)C1(O)CC(C)(C)N(C)C(C)(C)C1 XGBIYQFEBZINQH-UHFFFAOYSA-N 0.000 claims description 2
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims description 2
239000003822 epoxy resin Substances 0.000 claims description 2
LJYUJFKIEYSPRX-UHFFFAOYSA-N ethyl 2-[4-[1-(2-ethoxy-2-oxoethyl)-4-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl]-4-hydroxy-2,2,6,6-tetramethylpiperidin-1-yl]acetate Chemical group C1C(C)(C)N(CC(=O)OCC)C(C)(C)CC1(O)C1(O)CC(C)(C)N(CC(=O)OCC)C(C)(C)C1 LJYUJFKIEYSPRX-UHFFFAOYSA-N 0.000 claims description 2
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 2
239000011976 maleic acid Substances 0.000 claims description 2
235000006408 oxalic acid Nutrition 0.000 claims description 2
239000004417 polycarbonate Substances 0.000 claims description 2
229920000515 polycarbonate Polymers 0.000 claims description 2
229920000647 polyepoxide Polymers 0.000 claims description 2
239000001117 sulphuric acid Substances 0.000 claims description 2
235000011149 sulphuric acid Nutrition 0.000 claims description 2
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 2
MOGXWLSTYUGTGN-UHFFFAOYSA-N 2-[4-[1-(2-acetyloxyethyl)-4-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl]-4-hydroxy-2,2,6,6-tetramethylpiperidin-1-yl]ethyl acetate Chemical group C1C(C)(C)N(CCOC(=O)C)C(C)(C)CC1(O)C1(O)CC(C)(C)N(CCOC(C)=O)C(C)(C)C1 MOGXWLSTYUGTGN-UHFFFAOYSA-N 0.000 claims 1
JBKZXQYYWLDJTA-PHEQNACWSA-N 2-[4-[1-[2-[(e)-but-2-enoyl]oxyethyl]-4-hydroxy-2,2,6,6-tetramethylpiperidin-4-yl]-4-hydroxy-2,2,6,6-tetramethylpiperidin-1-yl]ethyl (e)-but-2-enoate Chemical group C1C(C)(C)N(CCOC(=O)/C=C/C)C(C)(C)CC1(O)C1(O)CC(C)(C)N(CCOC(=O)\C=C\C)C(C)(C)C1 JBKZXQYYWLDJTA-PHEQNACWSA-N 0.000 claims 1
229930182556 Polyacetal Natural products 0.000 claims 1
230000000087 stabilizing effect Effects 0.000 claims 1
230000006641 stabilisation Effects 0.000 abstract description 3
238000011105 stabilization Methods 0.000 abstract description 3
229920000098 polyolefin Polymers 0.000 abstract 1
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 19
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 16
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
150000002148 esters Chemical class 0.000 description 10
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 9
229920001577 copolymer Polymers 0.000 description 8
238000002360 preparation method Methods 0.000 description 7
239000011734 sodium Substances 0.000 description 7
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 6
239000013078 crystal Substances 0.000 description 6
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
230000014759 maintenance of location Effects 0.000 description 6
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 6
229910052708 sodium Inorganic materials 0.000 description 6
238000000034 method Methods 0.000 description 5
229910052757 nitrogen Inorganic materials 0.000 description 5
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
239000007983 Tris buffer Substances 0.000 description 4
239000006096 absorbing agent Substances 0.000 description 4
150000004820 halides Chemical class 0.000 description 4
239000000047 product Substances 0.000 description 4
239000011541 reaction mixture Substances 0.000 description 4
238000001953 recrystallisation Methods 0.000 description 4
239000000243 solution Substances 0.000 description 4
KXPXKNBDCUOENF-UHFFFAOYSA-N 2-(Octylthio)ethanol Chemical compound CCCCCCCCSCCO KXPXKNBDCUOENF-UHFFFAOYSA-N 0.000 description 3
ZPIRWAHWDCHWLM-UHFFFAOYSA-N 2-dodecylsulfanylethanol Chemical compound CCCCCCCCCCCCSCCO ZPIRWAHWDCHWLM-UHFFFAOYSA-N 0.000 description 3
CKPKHTKLLYPGFM-UHFFFAOYSA-N 6,6-dimethylheptane-1,1-diol Chemical compound CC(CCCCC(O)O)(C)C CKPKHTKLLYPGFM-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
239000004743 Polypropylene Substances 0.000 description 3
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
239000000654 additive Substances 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 3
150000002815 nickel Chemical class 0.000 description 3
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
229920001155 polypropylene Polymers 0.000 description 3
239000000126 substance Substances 0.000 description 3
QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 2
JFGVTUJBHHZRAB-UHFFFAOYSA-N 2,6-Di-tert-butyl-1,4-benzenediol Chemical compound CC(C)(C)C1=CC(O)=CC(C(C)(C)C)=C1O JFGVTUJBHHZRAB-UHFFFAOYSA-N 0.000 description 2
FANGQVKSFHFPBY-UHFFFAOYSA-N 2-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound OC(=O)C(C)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 FANGQVKSFHFPBY-UHFFFAOYSA-N 0.000 description 2
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
YQEMORVAKMFKLG-UHFFFAOYSA-N 2-stearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 2
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
229920006347 Elastollan Polymers 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
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
KEQFTVQCIQJIQW-UHFFFAOYSA-N N-Phenyl-2-naphthylamine Chemical compound C=1C=C2C=CC=CC2=CC=1NC1=CC=CC=C1 KEQFTVQCIQJIQW-UHFFFAOYSA-N 0.000 description 2
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
229920002292 Nylon 6 Polymers 0.000 description 2
239000004793 Polystyrene Substances 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
JWUXJYZVKZKLTJ-UHFFFAOYSA-N Triacetonamine Chemical compound CC1(C)CC(=O)CC(C)(C)N1 JWUXJYZVKZKLTJ-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
230000032683 aging Effects 0.000 description 2
BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 2
FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 2
239000001273 butane Substances 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
238000007796 conventional method Methods 0.000 description 2
150000002170 ethers Chemical class 0.000 description 2
239000000706 filtrate Substances 0.000 description 2
239000006260 foam Substances 0.000 description 2
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
229920001903 high density polyethylene Polymers 0.000 description 2
229920001519 homopolymer Polymers 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
238000002329 infrared spectrum Methods 0.000 description 2
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
239000003446 ligand Substances 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
239000006078 metal deactivator Substances 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
150000007522 mineralic acids Chemical class 0.000 description 2
239000000178 monomer Substances 0.000 description 2
DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
150000007524 organic acids Chemical class 0.000 description 2
239000012860 organic pigment Substances 0.000 description 2
ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 description 2
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 2
OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 2
229920002223 polystyrene Polymers 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
229960004063 propylene glycol Drugs 0.000 description 2
235000013772 propylene glycol Nutrition 0.000 description 2
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 2
238000003756 stirring Methods 0.000 description 2
150000005846 sugar alcohols Polymers 0.000 description 2
YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 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
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XIBVYPPJCGNOEO-UHFFFAOYSA-N [3-(2-hydroxy-4-octoxybenzoyl)phenyl]-(2-hydroxy-4-octoxyphenyl)methanone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC(C(=O)C=2C(=CC(OCCCCCCCC)=CC=2)O)=C1 XIBVYPPJCGNOEO-UHFFFAOYSA-N 0.000 description 1
SAMOITCGMRRXJU-UHFFFAOYSA-N [3-(2-hydroxybenzoyl)phenyl]-(2-hydroxyphenyl)methanone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC(C(=O)C=2C(=CC=CC=2)O)=C1 SAMOITCGMRRXJU-UHFFFAOYSA-N 0.000 description 1
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
150000001252 acrylic acid derivatives Chemical class 0.000 description 1
125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 1
239000001361 adipic acid Substances 0.000 description 1
235000011037 adipic acid Nutrition 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
239000003513 alkali Substances 0.000 description 1
PYHXGXCGESYPCW-UHFFFAOYSA-N alpha-phenylbenzeneacetic acid Natural products C=1C=CC=CC=1C(C(=O)O)C1=CC=CC=C1 PYHXGXCGESYPCW-UHFFFAOYSA-N 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
125000005001 aminoaryl group Chemical group 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
239000010425 asbestos Substances 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
UTTHLMXOSUFZCQ-UHFFFAOYSA-N benzene-1,3-dicarbohydrazide Chemical compound NNC(=O)C1=CC=CC(C(=O)NN)=C1 UTTHLMXOSUFZCQ-UHFFFAOYSA-N 0.000 description 1
150000001559 benzoic acids Chemical class 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
VBICKXHEKHSIBG-UHFFFAOYSA-N beta-monoglyceryl stearate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000004305 biphenyl Substances 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
LDTDSAMMMCLGQR-UHFFFAOYSA-N bis[(4-tert-butyl-3-hydroxy-2,6-dimethylphenyl)methyl] 2-(3h-dithiol-5-yl)benzene-1,4-dicarboxylate Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C)=C1COC(=O)C(C=C1C=2SSCC=2)=CC=C1C(=O)OCC1=C(C)C=C(C(C)(C)C)C(O)=C1C LDTDSAMMMCLGQR-UHFFFAOYSA-N 0.000 description 1
JTWMYTDTAUIDCU-UHFFFAOYSA-N bis[4-(2,4,4-trimethylpentan-2-yl)phenyl] 2,2-bis[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]propanedioate Chemical compound C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OC(=O)C(C(=O)OC=1C=CC(=CC=1)C(C)(C)CC(C)(C)C)(CC=1C=C(C(O)=C(C=1)C(C)(C)C)C(C)(C)C)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 JTWMYTDTAUIDCU-UHFFFAOYSA-N 0.000 description 1
238000009835 boiling Methods 0.000 description 1
210000000988 bone and bone Anatomy 0.000 description 1
HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000004744 butyloxycarbonyl group Chemical group 0.000 description 1
125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
150000001721 carbon Chemical group 0.000 description 1
239000006229 carbon black Substances 0.000 description 1
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
238000000748 compression moulding Methods 0.000 description 1
150000001879 copper Chemical class 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
150000001470 diamides Chemical class 0.000 description 1
QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
KQEPQKRGTBAQRR-UHFFFAOYSA-N dioctadecyl 2-[(3-tert-butyl-4-hydroxy-5-methylphenyl)methyl]propanedioate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C(=O)OCCCCCCCCCCCCCCCCCC)CC1=CC(C)=C(O)C(C(C)(C)C)=C1 KQEPQKRGTBAQRR-UHFFFAOYSA-N 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 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
239000003995 emulsifying agent Substances 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
SWRGUMCEJHQWEE-UHFFFAOYSA-N ethanedihydrazide Chemical compound NNC(=O)C(=O)NN SWRGUMCEJHQWEE-UHFFFAOYSA-N 0.000 description 1
125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
SIVYACOIQCOIKW-UHFFFAOYSA-N ethyl 3,3-diphenylprop-2-enoate Chemical compound C=1C=CC=CC=1C(=CC(=O)OCC)C1=CC=CC=C1 SIVYACOIQCOIKW-UHFFFAOYSA-N 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
150000004665 fatty acids Chemical class 0.000 description 1
239000000945 filler Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000003365 glass fiber Substances 0.000 description 1
SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 1
239000004700 high-density polyethylene Substances 0.000 description 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
229910000041 hydrogen chloride Inorganic materials 0.000 description 1
125000006289 hydroxybenzyl group Chemical group 0.000 description 1
150000007529 inorganic bases Chemical class 0.000 description 1
150000004694 iodide salts Chemical class 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000004816 latex Substances 0.000 description 1
229920000126 latex Polymers 0.000 description 1
229940070765 laurate Drugs 0.000 description 1
150000002611 lead compounds Chemical class 0.000 description 1
229920001684 low density polyethylene Polymers 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
229910052748 manganese Inorganic materials 0.000 description 1
239000011572 manganese Substances 0.000 description 1
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
150000004702 methyl esters Chemical class 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 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
FTWUXYZHDFCGSV-UHFFFAOYSA-N n,n'-diphenyloxamide Chemical compound C=1C=CC=CC=1NC(=O)C(=O)NC1=CC=CC=C1 FTWUXYZHDFCGSV-UHFFFAOYSA-N 0.000 description 1
229910052759 nickel Inorganic materials 0.000 description 1
239000012454 non-polar solvent Substances 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
SLVKLHBQRNOOOJ-UHFFFAOYSA-N octadecyl 3-(4-hydroxy-3,5-dimethylphenyl)-2-sulfanylpropanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(S)CC1=CC(C)=C(O)C(C)=C1 SLVKLHBQRNOOOJ-UHFFFAOYSA-N 0.000 description 1
CVLDUIVIYLYISX-UHFFFAOYSA-N octyl 2-[4-hydroxy-4-[4-hydroxy-2,2,6,6-tetramethyl-1-(2-octoxy-2-oxoethyl)piperidin-4-yl]-2,2,6,6-tetramethylpiperidin-1-yl]acetate Chemical group C1C(C)(C)N(CC(=O)OCCCCCCCC)C(C)(C)CC1(O)C1(O)CC(C)(C)N(CC(=O)OCCCCCCCC)C(C)(C)C1 CVLDUIVIYLYISX-UHFFFAOYSA-N 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
150000007530 organic bases Chemical class 0.000 description 1
125000005429 oxyalkyl group Chemical group 0.000 description 1
239000003973 paint Substances 0.000 description 1
229960000969 phenyl salicylate Drugs 0.000 description 1
ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
150000003018 phosphorus compounds Chemical class 0.000 description 1
239000000049 pigment Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920000139 polyethylene terephthalate Polymers 0.000 description 1
239000005020 polyethylene terephthalate Substances 0.000 description 1
229920001195 polyisoprene Polymers 0.000 description 1
239000002861 polymer material Substances 0.000 description 1
150000008442 polyphenolic compounds Chemical class 0.000 description 1
235000013824 polyphenols Nutrition 0.000 description 1
229920005749 polyurethane resin Polymers 0.000 description 1
235000015497 potassium bicarbonate Nutrition 0.000 description 1
229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
239000011736 potassium bicarbonate Substances 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
235000011181 potassium carbonates Nutrition 0.000 description 1
TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
229940086066 potassium hydrogencarbonate Drugs 0.000 description 1
239000001294 propane Substances 0.000 description 1
125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000002568 propynyl group Chemical group [*]C#CC([H])([H])[H] 0.000 description 1
239000011814 protection agent Substances 0.000 description 1
239000006077 pvc stabilizer Substances 0.000 description 1
WBHHMMIMDMUBKC-QJWNTBNXSA-M ricinoleate Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O WBHHMMIMDMUBKC-QJWNTBNXSA-M 0.000 description 1
229940066675 ricinoleate Drugs 0.000 description 1
229910052895 riebeckite Inorganic materials 0.000 description 1
235000003441 saturated fatty acids Nutrition 0.000 description 1
150000004671 saturated fatty acids Chemical class 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
239000002904 solvent Substances 0.000 description 1
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 1
238000003786 synthesis reaction Methods 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
150000003606 tin compounds Chemical class 0.000 description 1
IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
MGMXGCZJYUCMGY-UHFFFAOYSA-N tris(4-nonylphenyl) phosphite Chemical compound C1=CC(CCCCCCCCC)=CC=C1OP(OC=1C=CC(CCCCCCCCC)=CC=1)OC1=CC=C(CCCCCCCCC)C=C1 MGMXGCZJYUCMGY-UHFFFAOYSA-N 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
150000003673 urethanes Chemical class 0.000 description 1
UIYCHXAGWOYNNA-UHFFFAOYSA-N vinyl sulfide Chemical group C=CSC=C UIYCHXAGWOYNNA-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
229910052724 xenon Inorganic materials 0.000 description 1
FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
239000008096 xylene Substances 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
- C08K5/3435—Piperidines

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Compositions Of Macromolecular Compounds (AREA)
Hydrogenated Pyridines (AREA)

CA202,351A 1973-06-15 1974-06-13 Polymeres synthetiques a base de derives du 4,4',-dihydroxy-2,2,6,6,2',2',6',6',-octamethyl-4,4'-bipiperidyle Expired CA1056095A (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP6814473A JPS5622334B2 (fr)	1973-06-15	1973-06-15

Publications (1)

Publication Number	Publication Date
CA1056095A true CA1056095A (fr)	1979-06-05

Family

ID=13365240

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA202,351A Expired CA1056095A (fr)	1973-06-15	1974-06-13	Polymeres synthetiques a base de derives du 4,4',-dihydroxy-2,2,6,6,2',2',6',6',-octamethyl-4,4'-bipiperidyle

Country Status (11)

Country	Link
JP (1)	JPS5622334B2 (fr)
BE (1)	BE816450A (fr)
CA (1)	CA1056095A (fr)
CH (1)	CH598306A5 (fr)
DE (1)	DE2425984A1 (fr)
DK (1)	DK319174A (fr)
FR (1)	FR2233358B1 (fr)
GB (1)	GB1437146A (fr)
IT (1)	IT1011973B (fr)
LU (1)	LU70324A1 (fr)
NL (1)	NL7408088A (fr)

1973
- 1973-06-15 JP JP6814473A patent/JPS5622334B2/ja not_active Expired
1974
- 1974-05-30 DE DE19742425984 patent/DE2425984A1/de not_active Withdrawn
- 1974-06-04 GB GB2472674A patent/GB1437146A/en not_active Expired
- 1974-06-13 CA CA202,351A patent/CA1056095A/fr not_active Expired
- 1974-06-14 CH CH820974A patent/CH598306A5/xx not_active IP Right Cessation
- 1974-06-14 DK DK319174A patent/DK319174A/da unknown
- 1974-06-14 IT IT6887674A patent/IT1011973B/it active
- 1974-06-14 FR FR7420815A patent/FR2233358B1/fr not_active Expired
- 1974-06-14 LU LU70324A patent/LU70324A1/xx unknown
- 1974-06-17 BE BE145526A patent/BE816450A/fr unknown
- 1974-06-17 NL NL7408088A patent/NL7408088A/xx not_active Application Discontinuation

Also Published As

Publication number	Publication date
GB1437146A (en)	1976-05-26
JPS5018540A (fr)	1975-02-27
JPS5622334B2 (fr)	1981-05-25
CH598306A5 (fr)	1978-04-28
IT1011973B (it)	1977-02-10
NL7408088A (fr)	1974-12-17
DE2425984A1 (de)	1975-01-09
BE816450A (fr)	1974-12-17
FR2233358B1 (fr)	1977-10-07
DK319174A (fr)	1975-02-10
LU70324A1 (fr)	1975-03-06
FR2233358A1 (fr)	1975-01-10

Publication	Publication Date	Title
US4075165A (en)	1978-02-21	Stabilization of polymers by penta- or hexa-substituted 4-piperidinol derivatives
US4141883A (en)	1979-02-27	Stabilization of synthetic polymers by penta-or-hexa-substituted 4-piperidinol derivatives
US3904581A (en)	1975-09-09	Stabilization of synthetic polymers
US3956298A (en)	1976-05-11	N-(3-hydroxyaryl-propyl)-imides
DE3811117A1 (de)	1988-10-13	Lichtschutzmittelgemisch
US3940363A (en)	1976-02-24	Piperidine derivatives and their use as stabilizers
US3966711A (en)	1976-06-29	4-Alkyl-1,4-diaza-5-oxo-cycloheptanes and their 1-oxyls
DE2427853A1 (de)	1975-01-16	3-alkyl-4-oxo-imidazoline und ihre l-oxyle
US4180498A (en)	1979-12-25	Hindered phenyl phosphites
IL44629A (en)	1977-02-28	Stabilization of synthetic polymers by means of certain 1-substituted piperidine derivatives
US4097587A (en)	1978-06-27	1,3,8-Triazaspiro 4.5!decane-2,4-dione polymer stabilizers
US3984371A (en)	1976-10-05	Stabilization of synthetic polymers
US3929804A (en)	1975-12-30	4-Piperidine acetamide compounds
US4472547A (en)	1984-09-18	N-Piperidyl lactam light stabilizers
US4007158A (en)	1977-02-08	Novel piperidine derivatives for the stabilization of synthetic polymers
EP0232224B1 (fr)	1992-11-25	Composés de pipéridine
JPH01135891A (ja)	1989-05-29	１，３，２−オキサザホスホリジンの脂肪族エステルおよび該化合物により安定化された有機材料組成物
US4239891A (en)	1980-12-16	Substituted piperidine hydroxamides, their preparation, and their use as light stabilizers
CA1056095A (fr)	1979-06-05	Polymeres synthetiques a base de derives du 4,4',-dihydroxy-2,2,6,6,2',2',6',6',-octamethyl-4,4'-bipiperidyle
US3852297A (en)	1974-12-03	Nickel complexes of 2-(2-hydroxyphenyl)-y-triazoles
US4061616A (en)	1977-12-06	Stabilization of synthetic polymers
US4055536A (en)	1977-10-25	4,4'-Bipiperidylidene derivatives and their use as stabilizers
DE3809628A1 (de)	1988-10-27	Sich von 2,2,6,6-tetramethylpiperidin ableitende triazin-verbindungen
CA1051903A (fr)	1979-04-03	Acides piperidines carboxyliques et leurs sels metalliques
CS122791A2 (en)	1991-12-17	Piperidine-triazinoic mixtures suitable as stabilizers of organic materials