DE2425984A1 - Stabilisierung von synthetischen polymeren - Google Patents

Stabilisierung von synthetischen polymeren

Info

Publication number: DE2425984A1
Authority: DE; Germany
Prior art keywords: group; carbon atoms; dipiperidyl; alkyl; tert
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 Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Withdrawn

Application number

DE19742425984

Other languages

German (de)

English (en)

Inventor

Tomoyuki Kurumada

Syoji Morimura

Keisuke Murayama

Takao Yoshioka

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

1974-05-30

Publication date

1975-01-09

1974-05-30 Application filed by Sankyo Co Ltd filed Critical Sankyo Co Ltd

1975-01-09 Publication of DE2425984A1 publication Critical patent/DE2425984A1/de

Status Withdrawn legal-status Critical Current

Links

229920001059 synthetic polymer Polymers 0.000 title claims description 27
230000006641 stabilisation Effects 0.000 title description 2
238000011105 stabilization Methods 0.000 title description 2
-1 benzoyloxyethyl group Chemical group 0.000 claims description 73
125000004432 carbon atom Chemical group C* 0.000 claims description 57
239000000203 mixture Substances 0.000 claims description 25
125000000217 alkyl group Chemical group 0.000 claims description 24
150000001875 compounds Chemical class 0.000 claims description 23
239000002253 acid Substances 0.000 claims description 19
125000001931 aliphatic group Chemical group 0.000 claims description 10
125000003545 alkoxy group Chemical group 0.000 claims description 10
125000002252 acyl group Chemical group 0.000 claims description 8
125000003118 aryl group Chemical group 0.000 claims description 8
125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 8
150000003839 salts Chemical class 0.000 claims description 8
229910052739 hydrogen Inorganic materials 0.000 claims description 7
239000001257 hydrogen Substances 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
125000005041 acyloxyalkyl group Chemical group 0.000 claims description 6
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 6
239000004952 Polyamide Substances 0.000 claims description 5
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 5
229920002647 polyamide Polymers 0.000 claims description 5
229920002635 polyurethane Polymers 0.000 claims description 5
239000004814 polyurethane Substances 0.000 claims description 5
125000003342 alkenyl group Chemical group 0.000 claims description 4
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims description 4
125000005079 alkoxycarbonylmethyl group Chemical group 0.000 claims description 4
125000000304 alkynyl group Chemical group 0.000 claims description 4
125000003710 aryl alkyl group Chemical group 0.000 claims description 4
125000004966 cyanoalkyl group Chemical group 0.000 claims description 4
238000000354 decomposition reaction Methods 0.000 claims description 4
125000001188 haloalkyl group Chemical group 0.000 claims description 4
125000002768 hydroxyalkyl group Chemical group 0.000 claims description 4
229920000728 polyester Polymers 0.000 claims description 4
229920000642 polymer Polymers 0.000 claims description 4
125000001424 substituent group Chemical group 0.000 claims description 4
229920001328 Polyvinylidene chloride Polymers 0.000 claims description 3
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 3
125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
229920000098 polyolefin Polymers 0.000 claims description 3
229920006324 polyoxymethylene Polymers 0.000 claims description 3
229920000915 polyvinyl chloride Polymers 0.000 claims description 3
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
239000004417 polycarbonate Substances 0.000 claims description 2
229920000515 polycarbonate Polymers 0.000 claims description 2
229920000647 polyepoxide Polymers 0.000 claims description 2
239000004800 polyvinyl chloride Substances 0.000 claims description 2
239000005033 polyvinylidene chloride Substances 0.000 claims description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 claims 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
229930182556 Polyacetal Natural products 0.000 claims 1
125000004429 atom Chemical group 0.000 claims 1
229910052799 carbon Inorganic materials 0.000 claims 1
235000008001 rakum palm Nutrition 0.000 claims 1
239000003381 stabilizer Substances 0.000 description 30
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 17
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 12
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
238000000034 method Methods 0.000 description 10
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
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
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
150000002148 esters Chemical class 0.000 description 9
230000014759 maintenance of location Effects 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 7
229920001577 copolymer Polymers 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
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 6
229910052708 sodium Inorganic materials 0.000 description 6
239000011734 sodium Substances 0.000 description 6
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 6
239000004677 Nylon Substances 0.000 description 5
239000006096 absorbing agent Substances 0.000 description 5
239000001273 butane Substances 0.000 description 5
229920001778 nylon Polymers 0.000 description 5
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 4
150000001336 alkenes Chemical class 0.000 description 4
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
230000000087 stabilizing effect Effects 0.000 description 4
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 3
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
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-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
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
239000000654 additive Substances 0.000 description 3
230000032683 aging Effects 0.000 description 3
239000003963 antioxidant agent Substances 0.000 description 3
235000010233 benzoic acid Nutrition 0.000 description 3
230000006866 deterioration Effects 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
229920001903 high density polyethylene Polymers 0.000 description 3
239000004700 high-density polyethylene Substances 0.000 description 3
229920001519 homopolymer Polymers 0.000 description 3
239000000463 material Substances 0.000 description 3
239000000178 monomer Substances 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
150000002815 nickel Chemical class 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
238000006303 photolysis reaction Methods 0.000 description 3
229920001155 polypropylene Polymers 0.000 description 3
229960004063 propylene glycol Drugs 0.000 description 3
235000013772 propylene glycol Nutrition 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
150000005846 sugar alcohols Polymers 0.000 description 3
238000005979 thermal decomposition reaction Methods 0.000 description 3
QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 3
VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
ZNRLMGFXSPUZNR-UHFFFAOYSA-N 2,2,4-trimethyl-1h-quinoline Chemical compound C1=CC=C2C(C)=CC(C)(C)NC2=C1 ZNRLMGFXSPUZNR-UHFFFAOYSA-N 0.000 description 2
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 description 2
OBETXYAYXDNJHR-UHFFFAOYSA-N 2-Ethylhexanoic acid Chemical compound CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 2
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 2
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 description 2
CKPKHTKLLYPGFM-UHFFFAOYSA-N 6,6-dimethylheptane-1,1-diol Chemical compound CC(CCCCC(O)O)(C)C CKPKHTKLLYPGFM-UHFFFAOYSA-N 0.000 description 2
239000005711 Benzoic acid Substances 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
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
239000004793 Polystyrene Substances 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
150000001412 amines 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
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
230000006378 damage Effects 0.000 description 2
239000000706 filtrate Substances 0.000 description 2
150000004820 halides Chemical class 0.000 description 2
125000004356 hydroxy functional group Chemical group O* 0.000 description 2
238000002329 infrared spectrum Methods 0.000 description 2
239000003446 ligand 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
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
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
229940117969 neopentyl glycol Drugs 0.000 description 2
239000012454 non-polar solvent Substances 0.000 description 2
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
150000007524 organic acids Chemical class 0.000 description 2
235000005985 organic acids Nutrition 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
239000000049 pigment Substances 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
239000000047 product Substances 0.000 description 2
238000003756 stirring Methods 0.000 description 2
229920003048 styrene butadiene rubber Polymers 0.000 description 2
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 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
HQEPZWYPQQKFLU-UHFFFAOYSA-N (2,6-dihydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC(O)=C1C(=O)C1=CC=CC=C1 HQEPZWYPQQKFLU-UHFFFAOYSA-N 0.000 description 1
ATLWFAZCZPSXII-UHFFFAOYSA-N (2-octylphenyl) 2-hydroxybenzoate Chemical compound CCCCCCCCC1=CC=CC=C1OC(=O)C1=CC=CC=C1O ATLWFAZCZPSXII-UHFFFAOYSA-N 0.000 description 1
FKFOHTUAFNQANW-UHFFFAOYSA-N (3,5-ditert-butyl-4-hydroxyphenyl) octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 FKFOHTUAFNQANW-UHFFFAOYSA-N 0.000 description 1
WQXYSVHBMXNXTJ-UHFFFAOYSA-N (3-tert-butyl-4-hydroxyphenyl) butanoate Chemical compound CCCC(=O)OC1=CC=C(O)C(C(C)(C)C)=C1 WQXYSVHBMXNXTJ-UHFFFAOYSA-N 0.000 description 1
GOZHNJTXLALKRL-UHFFFAOYSA-N (5-benzoyl-2,4-dihydroxyphenyl)-phenylmethanone Chemical compound OC1=CC(O)=C(C(=O)C=2C=CC=CC=2)C=C1C(=O)C1=CC=CC=C1 GOZHNJTXLALKRL-UHFFFAOYSA-N 0.000 description 1
JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical class C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 1
VNQNXQYZMPJLQX-UHFFFAOYSA-N 1,3,5-tris[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-1,3,5-triazinane-2,4,6-trione Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CN2C(N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C(=O)N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C2=O)=O)=C1 VNQNXQYZMPJLQX-UHFFFAOYSA-N 0.000 description 1
YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical class C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 description 1
150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
RCRYERQRZNATJP-UHFFFAOYSA-N 1-(4-hydroxyphenyl)pentylphosphonic acid Chemical compound CCCCC(P(O)(O)=O)C1=CC=C(O)C=C1 RCRYERQRZNATJP-UHFFFAOYSA-N 0.000 description 1
KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
OSPBEQGPLJSTKW-UHFFFAOYSA-N 2,4,6-tris[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]phenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CC=2C=C(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C(O)=C(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C=2)=C1 OSPBEQGPLJSTKW-UHFFFAOYSA-N 0.000 description 1
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YEWBOZCFGXOUQW-UHFFFAOYSA-N 2,6,7-trioxa-1-phosphabicyclo[2.2.2]octan-4-ylmethanol Chemical compound C1OP2OCC1(CO)CO2 YEWBOZCFGXOUQW-UHFFFAOYSA-N 0.000 description 1
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LKALLEFLBKHPTQ-UHFFFAOYSA-N 2,6-bis[(3-tert-butyl-2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound OC=1C(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=CC(C)=CC=1CC1=CC(C)=CC(C(C)(C)C)=C1O LKALLEFLBKHPTQ-UHFFFAOYSA-N 0.000 description 1
DKCPKDPYUFEZCP-UHFFFAOYSA-N 2,6-di-tert-butylphenol Chemical compound CC(C)(C)C1=CC=CC(C(C)(C)C)=C1O DKCPKDPYUFEZCP-UHFFFAOYSA-N 0.000 description 1
AUJVBAJRNBKTBR-UHFFFAOYSA-N 2,6-ditert-butyl-4-(1,3,5-triazin-2-ylamino)phenol Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(NC=2N=CN=CN=2)=C1 AUJVBAJRNBKTBR-UHFFFAOYSA-N 0.000 description 1
GJDRKHHGPHLVNI-UHFFFAOYSA-N 2,6-ditert-butyl-4-(diethoxyphosphorylmethyl)phenol Chemical compound CCOP(=O)(OCC)CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 GJDRKHHGPHLVNI-UHFFFAOYSA-N 0.000 description 1
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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
LUUMBHMWFNNZPH-UHFFFAOYSA-N tris(3,5-ditert-butyl-4-hydroxyphenyl) phosphite Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(OP(OC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)OC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 LUUMBHMWFNNZPH-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
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
150000003751 zinc Chemical class 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)

DE19742425984 1973-06-15 1974-05-30 Stabilisierung von synthetischen polymeren Withdrawn DE2425984A1 (de)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number	Publication Date
DE2425984A1 true DE2425984A1 (de)	1975-01-09

Family

ID=13365240

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DE19742425984 Withdrawn DE2425984A1 (de)	1973-06-15	1974-05-30	Stabilisierung von synthetischen polymeren

Country Status (11)

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

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/en 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/xx 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
CA1056095A (en)	1979-06-05
JPS5018540A (it)	1975-02-27
JPS5622334B2 (it)	1981-05-25
CH598306A5 (it)	1978-04-28
IT1011973B (it)	1977-02-10
NL7408088A (it)	1974-12-17
BE816450A (fr)	1974-12-17
FR2233358B1 (it)	1977-10-07
DK319174A (it)	1975-02-10
LU70324A1 (it)	1975-03-06
FR2233358A1 (it)	1975-01-10

Legal Events

Date	Code	Title	Description
1982-01-14	8139	Disposal/non-payment of the annual fee

Publication	Publication Date	Title
DE2623422C2 (de)	1987-02-05	Stabilisierte polymere Zusammensetzung
EP0053098B1 (de)	1985-07-31	Alkanolaminester von cyclischen 1,1'-Biphenyl-2,2'-diyl- und Alkyliden-1,1'-biphenyl-2,2'-diyl-phosphiten
EP0500496B1 (de)	1997-08-27	Stabilisierte Polymere mit Heteroatomen in der Hauptkette
USRE31002E (en)	1982-07-27	N-(3-Hydroxyaryl-propyl)-imides
DE2427853A1 (de)	1975-01-16	3-alkyl-4-oxo-imidazoline und ihre l-oxyle
DE2353538A1 (de)	1974-08-08	Neue piperidinderivate und ihre verwendung
DE2428877A1 (de)	1975-01-23	4-alkyl-1,4-diaza-5-oxo-cycloheptane und ihre 1-oxyle
DE3811117A1 (de)	1988-10-13	Lichtschutzmittelgemisch
DE2338076A1 (de)	1974-02-14	Piperidinderivate und ihre verwendung als stabilisatoren
US3975357A (en)	1976-08-17	Stabilized synthetic polymer compositions
EP0214102B1 (de)	1990-05-23	5-Aralkylsubstituierte 2H-Benztriazole und stabilisierte Zusammensetzungen
DE2365369C3 (de)	1978-09-07	Gegen Photo- und thermische Abbaureaktionen stabilisierte synthetische polymere Materialien
DE3145192A1 (de)	1982-06-24	"polyolester von cyclischen alkyliden-2,2'-bisphenyl-phosphiten"
DE2422158A1 (de)	1974-12-12	3-hydroxybenzyl-oxadiazolon- und thiadiazolonderivate
DE2501285A1 (de)	1975-07-24	Neue phenolacetale
DE2365382A1 (de)	1974-10-10	Gegen abbau durch licht- und waermeeinwirkung stabilisierte polymermassen
DE2433639A1 (de)	1975-02-06	Neue piperidinderivate zur stabilisierung von synthetischen polymerzusammensetzungen
DE2257997A1 (de)	1973-06-14	Piperidinolester
US4061616A (en)	1977-12-06	Stabilization of synthetic polymers
EP0113318B1 (de)	1987-09-16	Neue (4-Hydroxyphenylthio)-imid Stabilisatoren
EP0005447B1 (de)	1982-05-05	Orthoalkylierte Phenylphosphonite, Verfahren zu ihrer Herstellung und stabilisierte Massen
EP0114148B1 (de)	1988-09-07	Dioxasilepin und Dioxasilocin Stabilisatoren
EP0004026B1 (de)	1982-05-05	Hydrolysestabile, ortho-alkylierte Phenylphosphonite und stabilisierte Massen
DE2425984A1 (de)	1975-01-09	Stabilisierung von synthetischen polymeren
DE3629703A1 (de)	1987-03-05	5-hoeheralkylsubstituierte 2h-benztriazole und stabilisierte zusammensetzungen