DD260697A5 - Zusammensetzung aus einem organischen material - Google Patents

Zusammensetzung aus einem organischen material Download PDF

Info

Publication number: DD260697A5
Authority: DD; German Democratic Republic
Prior art keywords: tert; formula; butyl; hydroxybenzyl; organic material
Prior art date: 1986-05-12

Application number

DD87302639A

Other languages

German (de)

English (en)

Inventor

Werner Stegmann

Eduard Troxler

Peter Hofmann

Hans-Rudolf Meier

Paul Dubs

Original Assignee

��`��@��k��

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.)

1986-05-12

Filing date

1987-05-11

Publication date

1988-10-05

1987-05-11 Application filed by ��`��@��k�� filed Critical ��`��@��k��

1988-10-05 Publication of DD260697A5 publication Critical patent/DD260697A5/de

Links

239000011368 organic material Substances 0.000 title claims abstract description 20
239000000203 mixture Substances 0.000 title claims description 35
150000001875 compounds Chemical class 0.000 claims abstract description 37
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 8
230000000087 stabilizing effect Effects 0.000 claims abstract description 8
230000015556 catabolic process Effects 0.000 claims abstract description 7
238000006731 degradation reaction Methods 0.000 claims abstract description 7
230000001590 oxidative effect Effects 0.000 claims abstract description 6
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 5
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 4
-1 1-methylcyclohexyl Chemical group 0.000 claims description 53
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 45
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 25
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 15
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 13
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
238000002360 preparation method Methods 0.000 claims description 8
238000000034 method Methods 0.000 claims description 5
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 4
229920003052 natural elastomer Polymers 0.000 claims description 4
229920001194 natural rubber Polymers 0.000 claims description 4
150000002989 phenols Chemical class 0.000 claims description 4
239000012530 fluid Substances 0.000 claims description 3
239000002904 solvent Substances 0.000 claims description 3
229920003051 synthetic elastomer Polymers 0.000 claims description 3
229920001059 synthetic polymer Polymers 0.000 claims description 3
125000000753 cycloalkyl group Chemical group 0.000 claims description 2
125000003143 4-hydroxybenzyl group Chemical group [H]C([*])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H] 0.000 claims 1
125000006702 (C1-C18) alkyl group Chemical group 0.000 abstract 1
125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
229910052757 nitrogen Inorganic materials 0.000 description 72
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 31
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 27
229920001577 copolymer Polymers 0.000 description 27
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 16
229920000642 polymer Polymers 0.000 description 15
239000000047 product Substances 0.000 description 13
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
239000004952 Polyamide Substances 0.000 description 11
239000007983 Tris buffer Substances 0.000 description 11
229920002647 polyamide Polymers 0.000 description 11
239000000243 solution Substances 0.000 description 11
239000004743 Polypropylene Substances 0.000 description 10
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
150000002148 esters Chemical class 0.000 description 9
150000003254 radicals Chemical class 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 8
235000010299 hexamethylene tetramine Nutrition 0.000 description 8
239000004312 hexamethylene tetramine Substances 0.000 description 8
229920001684 low density polyethylene Polymers 0.000 description 8
239000004702 low-density polyethylene Substances 0.000 description 8
238000002844 melting Methods 0.000 description 8
230000008018 melting Effects 0.000 description 8
229920002857 polybutadiene Polymers 0.000 description 8
AUEZNTKYSSUTGZ-UHFFFAOYSA-N 2,6-dicyclohexylphenol Chemical class OC1=C(C2CCCCC2)C=CC=C1C1CCCCC1 AUEZNTKYSSUTGZ-UHFFFAOYSA-N 0.000 description 7
239000005062 Polybutadiene Substances 0.000 description 7
238000000921 elemental analysis Methods 0.000 description 7
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 7
229920006324 polyoxymethylene Polymers 0.000 description 7
239000000843 powder Substances 0.000 description 7
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 6
229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 6
239000004417 polycarbonate Substances 0.000 description 6
229920001155 polypropylene Polymers 0.000 description 6
229920000915 polyvinyl chloride Polymers 0.000 description 6
239000004800 polyvinyl chloride Substances 0.000 description 6
238000010992 reflux Methods 0.000 description 6
239000003381 stabilizer Substances 0.000 description 6
229920002943 EPDM rubber Polymers 0.000 description 5
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
229930040373 Paraformaldehyde Natural products 0.000 description 5
239000004721 Polyphenylene oxide Substances 0.000 description 5
150000001252 acrylic acid derivatives Chemical class 0.000 description 5
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 5
150000001993 dienes Chemical class 0.000 description 5
PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 5
229920001903 high density polyethylene Polymers 0.000 description 5
239000004700 high-density polyethylene Substances 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
238000003756 stirring Methods 0.000 description 5
239000000725 suspension Substances 0.000 description 5
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 4
YCUALLYXPZGZFN-UHFFFAOYSA-N 2-cyclohexyl-6-methylphenol Chemical compound CC1=CC=CC(C2CCCCC2)=C1O YCUALLYXPZGZFN-UHFFFAOYSA-N 0.000 description 4
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
229920000877 Melamine resin Polymers 0.000 description 4
239000004698 Polyethylene Substances 0.000 description 4
239000000654 additive Substances 0.000 description 4
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 4
OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 4
150000002815 nickel Chemical class 0.000 description 4
229920002866 paraformaldehyde Polymers 0.000 description 4
229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 4
229920000728 polyester Polymers 0.000 description 4
229920000570 polyether Polymers 0.000 description 4
229920000573 polyethylene Polymers 0.000 description 4
229920006380 polyphenylene oxide Polymers 0.000 description 4
239000004814 polyurethane Substances 0.000 description 4
150000003839 salts Chemical class 0.000 description 4
150000005846 sugar alcohols Polymers 0.000 description 4
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
229920002396 Polyurea Polymers 0.000 description 3
150000001412 amines Chemical class 0.000 description 3
239000003054 catalyst Substances 0.000 description 3
150000001991 dicarboxylic acids Chemical class 0.000 description 3
229920001971 elastomer Polymers 0.000 description 3
229920006242 ethylene acrylic acid copolymer Polymers 0.000 description 3
229910052736 halogen Inorganic materials 0.000 description 3
150000002367 halogens Chemical class 0.000 description 3
239000000178 monomer Substances 0.000 description 3
FPQJEXTVQZHURJ-UHFFFAOYSA-N n,n'-bis(2-hydroxyethyl)oxamide Chemical compound OCCNC(=O)C(=O)NCCO FPQJEXTVQZHURJ-UHFFFAOYSA-N 0.000 description 3
239000012299 nitrogen atmosphere Substances 0.000 description 3
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
229920000647 polyepoxide Polymers 0.000 description 3
229920005989 resin Polymers 0.000 description 3
239000011347 resin Substances 0.000 description 3
239000000126 substance Substances 0.000 description 3
229910052717 sulfur Inorganic materials 0.000 description 3
YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 3
150000003568 thioethers Chemical class 0.000 description 3
ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 3
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
238000010626 work up procedure Methods 0.000 description 3
MQQKTNDBASEZSD-UHFFFAOYSA-N 1-(octadecyldisulfanyl)octadecane Chemical compound CCCCCCCCCCCCCCCCCCSSCCCCCCCCCCCCCCCCCC MQQKTNDBASEZSD-UHFFFAOYSA-N 0.000 description 2
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 2
BVUXDWXKPROUDO-UHFFFAOYSA-N 2,6-di-tert-butyl-4-ethylphenol Chemical compound CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 BVUXDWXKPROUDO-UHFFFAOYSA-N 0.000 description 2
WPMYUUITDBHVQZ-UHFFFAOYSA-N 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoic acid Chemical compound CC(C)(C)C1=CC(CCC(O)=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-N 0.000 description 2
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
229920010126 Linear Low Density Polyethylene (LLDPE) Polymers 0.000 description 2
PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 2
229920002292 Nylon 6 Polymers 0.000 description 2
YIKSCQDJHCMVMK-UHFFFAOYSA-N Oxamide Chemical class NC(=O)C(N)=O YIKSCQDJHCMVMK-UHFFFAOYSA-N 0.000 description 2
229920002367 Polyisobutene Polymers 0.000 description 2
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
239000003490 Thiodipropionic acid Substances 0.000 description 2
229920001807 Urea-formaldehyde Polymers 0.000 description 2
229920000800 acrylic rubber Polymers 0.000 description 2
239000001361 adipic acid Substances 0.000 description 2
235000011037 adipic acid Nutrition 0.000 description 2
229920000180 alkyd Polymers 0.000 description 2
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
239000003963 antioxidant agent Substances 0.000 description 2
229910052786 argon Inorganic materials 0.000 description 2
XVNLXQKEGAWCFW-UHFFFAOYSA-N benzyl 3-(3-oxo-3-phenylmethoxypropyl)sulfanylpropanoate Chemical compound C=1C=CC=CC=1COC(=O)CCSCCC(=O)OCC1=CC=CC=C1 XVNLXQKEGAWCFW-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
229920001400 block copolymer Polymers 0.000 description 2
238000009835 boiling Methods 0.000 description 2
238000004440 column chromatography Methods 0.000 description 2
239000007859 condensation product Substances 0.000 description 2
239000013078 crystal Substances 0.000 description 2
LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 2
150000004985 diamines Chemical class 0.000 description 2
150000002019 disulfides Chemical class 0.000 description 2
239000000806 elastomer Substances 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
239000003822 epoxy resin Substances 0.000 description 2
239000003063 flame retardant Substances 0.000 description 2
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 2
NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
229920000554 ionomer Polymers 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
239000003446 ligand Substances 0.000 description 2
229920000092 linear low density polyethylene Polymers 0.000 description 2
239000004707 linear low-density polyethylene Substances 0.000 description 2
239000000314 lubricant Substances 0.000 description 2
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
239000000463 material Substances 0.000 description 2
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
239000002480 mineral oil Substances 0.000 description 2
238000012986 modification Methods 0.000 description 2
230000004048 modification Effects 0.000 description 2
150000005673 monoalkenes Chemical class 0.000 description 2
125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
239000003921 oil Substances 0.000 description 2
NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 2
239000003208 petroleum 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
229920000058 polyacrylate Polymers 0.000 description 2
229920001707 polybutylene terephthalate Polymers 0.000 description 2
229920000515 polycarbonate Polymers 0.000 description 2
229920001228 polyisocyanate Polymers 0.000 description 2
239000005056 polyisocyanate Substances 0.000 description 2
229920000098 polyolefin Polymers 0.000 description 2
229920001451 polypropylene glycol Polymers 0.000 description 2
229920002635 polyurethane Polymers 0.000 description 2
238000012545 processing Methods 0.000 description 2
KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 2
238000001953 recrystallisation Methods 0.000 description 2
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
238000000926 separation method Methods 0.000 description 2
230000006641 stabilisation Effects 0.000 description 2
238000011105 stabilization Methods 0.000 description 2
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
229920000638 styrene acrylonitrile Polymers 0.000 description 2
229920003048 styrene butadiene rubber Polymers 0.000 description 2
KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 2
229920001897 terpolymer Polymers 0.000 description 2
229920001169 thermoplastic Polymers 0.000 description 2
239000004416 thermosoftening plastic Substances 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
229920002554 vinyl polymer Polymers 0.000 description 2
239000001993 wax Substances 0.000 description 2
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 2
HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 1
ZEBMSMUPGIOANU-UHFFFAOYSA-N (3,5-ditert-butyl-4-hydroxyphenyl)methylphosphonic acid Chemical class CC(C)(C)C1=CC(CP(O)(O)=O)=CC(C(C)(C)C)=C1O ZEBMSMUPGIOANU-UHFFFAOYSA-N 0.000 description 1
CHEANNSDVJOIBS-MHZLTWQESA-N (3s)-3-cyclopropyl-3-[3-[[3-(5,5-dimethylcyclopenten-1-yl)-4-(2-fluoro-5-methoxyphenyl)phenyl]methoxy]phenyl]propanoic acid Chemical compound COC1=CC=C(F)C(C=2C(=CC(COC=3C=C(C=CC=3)[C@@H](CC(O)=O)C3CC3)=CC=2)C=2C(CCC=2)(C)C)=C1 CHEANNSDVJOIBS-MHZLTWQESA-N 0.000 description 1
OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 1
RMCLVYNUTRHDDI-UHFFFAOYSA-N 1,1-dichloroethene;ethenyl acetate Chemical compound ClC(Cl)=C.CC(=O)OC=C RMCLVYNUTRHDDI-UHFFFAOYSA-N 0.000 description 1
BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-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 compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 description 1
150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 1
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235000019198 oils Nutrition 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
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238000006864 oxidative decomposition reaction Methods 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
IWDCLRJOBJJRNH-UHFFFAOYSA-N para-hydroxytoluene Natural products CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 1
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235000021317 phosphate Nutrition 0.000 description 1
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
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150000003018 phosphorus compounds Chemical class 0.000 description 1
239000012994 photoredox catalyst Substances 0.000 description 1
125000005498 phthalate group Chemical class 0.000 description 1
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
239000006069 physical mixture Substances 0.000 description 1
239000000049 pigment Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920001627 poly(4-methyl styrene) Polymers 0.000 description 1
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229920001643 poly(ether ketone) Polymers 0.000 description 1
229920002492 poly(sulfone) Polymers 0.000 description 1
229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
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229920002401 polyacrylamide Polymers 0.000 description 1
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ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
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239000002243 precursor Substances 0.000 description 1
SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
239000012744 reinforcing agent Substances 0.000 description 1
229910052895 riebeckite Inorganic materials 0.000 description 1
239000005060 rubber Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
239000002002 slurry Substances 0.000 description 1
239000011877 solvent mixture Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000010959 steel Substances 0.000 description 1
239000011115 styrene butadiene Substances 0.000 description 1
229920000468 styrene butadiene styrene block copolymer Polymers 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
230000000475 sunscreen effect Effects 0.000 description 1
239000000516 sunscreening agent Substances 0.000 description 1
239000005061 synthetic rubber Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
MHSKRLJMQQNJNC-UHFFFAOYSA-N terephthalamide Chemical compound NC(=O)C1=CC=C(C(N)=O)C=C1 MHSKRLJMQQNJNC-UHFFFAOYSA-N 0.000 description 1
125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
238000012360 testing method Methods 0.000 description 1
LVEOKSIILWWVEO-UHFFFAOYSA-N tetradecyl 3-(3-oxo-3-tetradecoxypropyl)sulfanylpropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCC LVEOKSIILWWVEO-UHFFFAOYSA-N 0.000 description 1
229920002803 thermoplastic polyurethane Polymers 0.000 description 1
238000004809 thin layer chromatography Methods 0.000 description 1
CWERGRDVMFNCDR-UHFFFAOYSA-M thioglycolate(1-) Chemical compound [O-]C(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-M 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
125000005591 trimellitate group Chemical group 0.000 description 1
CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
KQBSGRWMSNFIPG-UHFFFAOYSA-N trioxane Chemical compound C1COOOC1 KQBSGRWMSNFIPG-UHFFFAOYSA-N 0.000 description 1
WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
229920006337 unsaturated polyester resin Polymers 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
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235000019871 vegetable fat Nutrition 0.000 description 1
238000005406 washing Methods 0.000 description 1
150000003751 zinc Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/72—Heterocyclic compounds containing 1,3,5-triazine rings condensed with carbocyclic rings or ring systems
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/30—Only oxygen atoms
- C07D251/34—Cyanuric or isocyanuric esters
- 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
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Health & Medical Sciences (AREA)
Compositions Of Macromolecular Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Plural Heterocyclic Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Anti-Oxidant Or Stabilizer Compositions (AREA)
Hydrogenated Pyridines (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Thermal Transfer Or Thermal Recording In General (AREA)
Image Analysis (AREA)

DD87302639A 1986-05-12 1987-05-11 Zusammensetzung aus einem organischen material DD260697A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH191886		1986-05-12

Publications (1)

Publication Number	Publication Date
DD260697A5 true DD260697A5 (de)	1988-10-05

Family

ID=4221622

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD87302639A DD260697A5 (de)	1986-05-12	1987-05-11	Zusammensetzung aus einem organischen material

Country Status (12)

Country	Link
US (1)	US4863982A (cs)
EP (1)	EP0246190B1 (cs)
JP (1)	JP2589486B2 (cs)
KR (1)	KR900003880B1 (cs)
AT (1)	ATE70058T1 (cs)
AU (1)	AU603361B2 (cs)
BR (1)	BR8702386A (cs)
CA (1)	CA1292228C (cs)
CS (1)	CS276392B6 (cs)
DD (1)	DD260697A5 (cs)
DE (1)	DE3774928D1 (cs)
ES (1)	ES2039257T3 (cs)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5032631A (en) *	1988-11-10	1991-07-16	Hoechst Celanese Corporation	UV-light stabilized polyester molding compositions
JPH06145602A (ja) *	1992-09-02	1994-05-27	Nippon Paint Co Ltd	熱硬化性塗料組成物
JP3480197B2 (ja) *	1996-10-28	2003-12-15	Ｊｆｅスチール株式会社	耐熱酸化劣化性および耐候性に優れたポリプロピレン被覆鋼管およびその製造方法
JP5343452B2 (ja) *	2008-08-26	2013-11-13	Ｄｉｃ株式会社	光ディスク用紫外線硬化型組成物および光ディスク
RU2690929C1 (ru) *	2018-10-09	2019-06-06	Общество с ограниченной ответственностью "ИНЖИНИРИНГОВЫЙ ЦЕНТР "ПОЛИМЕРНЫЕ МАТЕРИАЛЫ И ТЕХНОЛОГИИ" (ООО "ИЦ "ПМИТ")	Водонефтенабухающая термопластичная эластомерная композиция

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3531483A (en) *	1968-10-25	1970-09-29	Goodrich Co B F	Hydroxyphenylalkyleneyl isocyanurates
US3669961A (en) *	1969-05-27	1972-06-13	Goodrich Co B F	Process for the preparation of hydroxybenzyl esters of cyanuric acid
US3669962A (en) *	1969-05-27	1972-06-13	Goodrich Co B F	Process for the preparation of hydroxybenzyl-substituted isocyanurates
US3702837A (en) *	1970-12-01	1972-11-14	Goodrich Co B F	Hydroxyphenylalkyleneyl isocyanurate synergist combinations
CA1026758A (en) *	1973-09-25	1978-02-21	John D. Spivack	2,3,5-trialkylsubstituted hydroxybenzyl isocyanurates

1987
- 1987-05-06 AT AT87810286T patent/ATE70058T1/de not_active IP Right Cessation
- 1987-05-06 ES ES198787810286T patent/ES2039257T3/es not_active Expired - Lifetime
- 1987-05-06 DE DE8787810286T patent/DE3774928D1/de not_active Expired - Lifetime
- 1987-05-06 EP EP87810286A patent/EP0246190B1/de not_active Expired - Lifetime
- 1987-05-08 CA CA000536655A patent/CA1292228C/en not_active Expired - Lifetime
- 1987-05-08 AU AU72753/87A patent/AU603361B2/en not_active Ceased
- 1987-05-11 DD DD87302639A patent/DD260697A5/de not_active IP Right Cessation
- 1987-05-11 CS CS873350A patent/CS276392B6/cs unknown
- 1987-05-12 KR KR1019870004708A patent/KR900003880B1/ko not_active Expired
- 1987-05-12 BR BR8702386A patent/BR8702386A/pt active Search and Examination
- 1987-05-12 JP JP62115710A patent/JP2589486B2/ja not_active Expired - Lifetime
1988
- 1988-07-06 US US07/217,100 patent/US4863982A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
EP0246190A3 (en)	1989-04-26
KR870011111A (ko)	1987-12-21
JP2589486B2 (ja)	1997-03-12
JPS62273967A (ja)	1987-11-28
DE3774928D1 (de)	1992-01-16
EP0246190A2 (de)	1987-11-19
US4863982A (en)	1989-09-05
CA1292228C (en)	1991-11-19
CS276392B6 (en)	1992-05-13
ATE70058T1 (de)	1991-12-15
BR8702386A (pt)	1988-02-17
CS335087A3 (en)	1992-02-19
KR900003880B1 (ko)	1990-06-04
EP0246190B1 (de)	1991-12-04
AU7275387A (en)	1987-11-19
AU603361B2 (en)	1990-11-15
ES2039257T3 (es)	1993-09-16

Legal Events

Date	Code	Title	Description
1994-05-05	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
EP0119160B1 (de)	1986-11-05	N-substituierte (4-Hydroxyphenylthiomethyl)-amine oder -ureide
EP0250367A2 (de)	1987-12-23	Neue Stabilisatoren für organische Polymere
EP0081457B1 (de)	1987-10-07	Phenole und ihre Verwendung als Stabilisatoren
EP0145658B1 (de)	1987-07-08	Amide von Hydroxyphenylalkylthio-alkancarbonsäuren
EP0406169B1 (de)	1997-06-04	2,4-Dimethyl-6-s-alkylphenole
EP0140297A2 (de)	1985-05-08	Thiocarbamat Stabilisatoren
EP0246189A2 (de)	1987-11-19	Mit Aminoxyalkylaminen stabilisierte Zusammensetzungen
EP0466640B1 (de)	1995-05-24	Alpha-Carbonylphenylacetonitrilderivate als Stabilisatoren für organische Materialien
EP0155474B1 (de)	1989-01-11	Bis-,Tris-, Tetrakis-und Pentakis-(substituiertes hydroxy-phenylthio)-alkane und-cycloalkane und sie enthaltende Stoffzusammensetzungen
DD260697A5 (de)	1988-10-05	Zusammensetzung aus einem organischen material
EP0214935A2 (de)	1987-03-18	Sterisch gehinderte Siliciumesterstabilisatoren
EP0240463B1 (de)	1990-11-22	Substituierte Aminoxypropionamide
EP0219459B1 (de)	1990-08-01	Substituierte p-Hydroxyphenylverbindungen
EP0249577B1 (de)	1991-12-04	Langketten-(4-Hydroxyphenyl)propionat-Derivate als Stabilisatoren
EP0252003B1 (de)	1991-08-21	Substituierte Aminoxysuccinate und deren Verwendung als Stabilisatoren
EP0497735A1 (de)	1992-08-05	Hydrochinolinverbindungen
EP0252006B1 (de)	1990-02-28	Neue substituierte Phenole und deren Verwendung als Stabilisatoren
EP0421928B1 (de)	1994-06-15	Hydroxyphenylcarbonsäureester als Stabilisatoren
DE3639381A1 (de)	1987-05-27	Substituierte benzylhydroxylamine und deren verwendung als stabilisatoren fuer organisches material
EP0140362B1 (de)	1987-07-22	Alkylierte S-(2-Hydroxyphenylthio)-carbonsäureester
EP0110830A1 (de)	1984-06-13	Neue benzylierte Phenole
EP0474589A1 (de)	1992-03-11	Orthophenolacetamide
DE3541234A1 (de)	1986-05-28	Substituierte (4-hydroxyphenylthioalkyl)-derivate
EP0152022B1 (de)	1988-10-05	Di-(substituiertes hydroxyphenylthio)-alkane und -cycloalkane und sie enthaltende Stoffzusammensetzungen
DE3639336A1 (de)	1987-05-27	Hydroxylamine und deren verwendung als stabilisatoren fuer organisches material