NL194506C - Samenstelling, bevattende een elastomeer en een stabilisatormengsel. - Google Patents

Samenstelling, bevattende een elastomeer en een stabilisatormengsel. Download PDF

Info

Publication number: NL194506C
Authority: NL; Netherlands
Prior art keywords: formula; phenol; alkyl; stabilizer mixture; elastomer
Prior art date: 1990-05-22

Application number

NL9100876A

Other languages

English (en)

Dutch (nl)

Other versions

NL194506B (nl

NL9100876A (nl

Inventor

Gerrit Knobloch

Original Assignee

Ciba Sc Holding Ag

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.)

1990-05-22

Filing date

1991-05-21

Publication date

2002-06-04

1991-05-21 Application filed by Ciba Sc Holding Ag filed Critical Ciba Sc Holding Ag

1991-12-16 Publication of NL9100876A publication Critical patent/NL9100876A/nl

2002-02-01 Publication of NL194506B publication Critical patent/NL194506B/xx

2002-06-04 Application granted granted Critical

2002-06-04 Publication of NL194506C publication Critical patent/NL194506C/nl

Links

239000000203 mixture Substances 0.000 title claims description 35
229920001971 elastomer Polymers 0.000 title claims description 28
239000003381 stabilizer Substances 0.000 title claims description 26
239000000806 elastomer Substances 0.000 title claims description 16
-1 n-octyl Chemical group 0.000 claims description 24
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 20
125000000217 alkyl group Chemical group 0.000 claims description 11
230000032683 aging Effects 0.000 claims description 9
229910052739 hydrogen Inorganic materials 0.000 claims description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
239000001257 hydrogen Substances 0.000 claims description 4
230000006698 induction Effects 0.000 claims description 4
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 claims 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 12
239000005060 rubber Substances 0.000 description 12
229920001577 copolymer Polymers 0.000 description 9
229920000126 latex Polymers 0.000 description 8
150000002989 phenols Chemical class 0.000 description 8
ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 6
150000001875 compounds Chemical class 0.000 description 5
239000004816 latex Substances 0.000 description 5
238000000034 method Methods 0.000 description 5
239000000243 solution Substances 0.000 description 5
229910052717 sulfur Inorganic materials 0.000 description 5
150000003573 thiols Chemical class 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
229920002857 polybutadiene Polymers 0.000 description 4
229920000642 polymer Polymers 0.000 description 4
239000007787 solid Substances 0.000 description 4
GAODDBNJCKQQDY-UHFFFAOYSA-N 2-methyl-4,6-bis(octylsulfanylmethyl)phenol Chemical compound CCCCCCCCSCC1=CC(C)=C(O)C(CSCCCCCCCC)=C1 GAODDBNJCKQQDY-UHFFFAOYSA-N 0.000 description 3
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
229920000459 Nitrile rubber Polymers 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
125000004432 carbon atom Chemical group C* 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
238000005345 coagulation Methods 0.000 description 3
230000015271 coagulation Effects 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
239000003921 oil Substances 0.000 description 3
239000002530 phenolic antioxidant Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
ZYJXQDCMXTWHIV-UHFFFAOYSA-N 2-tert-butyl-4,6-bis(octylsulfanylmethyl)phenol Chemical compound CCCCCCCCSCC1=CC(CSCCCCCCCC)=C(O)C(C(C)(C)C)=C1 ZYJXQDCMXTWHIV-UHFFFAOYSA-N 0.000 description 2
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
239000005062 Polybutadiene Substances 0.000 description 2
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
239000012230 colorless oil Substances 0.000 description 2
239000012043 crude product Substances 0.000 description 2
150000001993 dienes Chemical class 0.000 description 2
239000006185 dispersion Substances 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
238000010348 incorporation Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
238000002156 mixing Methods 0.000 description 2
BAVYZALUXZFZLV-UHFFFAOYSA-N mono-methylamine Natural products NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
229920003052 natural elastomer Polymers 0.000 description 2
229920001194 natural rubber Polymers 0.000 description 2
229920001084 poly(chloroprene) Polymers 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
238000010992 reflux Methods 0.000 description 2
210000002966 serum Anatomy 0.000 description 2
238000002791 soaking Methods 0.000 description 2
229920003048 styrene butadiene rubber Polymers 0.000 description 2
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
RMCLVYNUTRHDDI-UHFFFAOYSA-N 1,1-dichloroethene;ethenyl acetate Chemical compound ClC(Cl)=C.CC(=O)OC=C RMCLVYNUTRHDDI-UHFFFAOYSA-N 0.000 description 1
HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
NYNRDINGKLPEGU-UHFFFAOYSA-N 2,4-bis[(dimethylamino)methyl]-6-methylphenol Chemical compound CN(C)CC1=CC(C)=C(O)C(CN(C)C)=C1 NYNRDINGKLPEGU-UHFFFAOYSA-N 0.000 description 1
VSKJLJHPAFKHBX-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical compound CC(=C)C=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 VSKJLJHPAFKHBX-UHFFFAOYSA-N 0.000 description 1
WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
244000043261 Hevea brasiliensis Species 0.000 description 1
239000004594 Masterbatch (MB) Substances 0.000 description 1
229910052779 Neodymium Inorganic materials 0.000 description 1
239000002033 PVDF binder Substances 0.000 description 1
229930040373 Paraformaldehyde Natural products 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
229920001328 Polyvinylidene chloride Polymers 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
239000003377 acid catalyst Substances 0.000 description 1
229920000800 acrylic rubber Polymers 0.000 description 1
239000000654 additive Substances 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
238000010533 azeotropic distillation Methods 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
229920001400 block copolymer Polymers 0.000 description 1
MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
DHZSIQDUYCWNSB-UHFFFAOYSA-N chloroethene;1,1-dichloroethene Chemical compound ClC=C.ClC(Cl)=C DHZSIQDUYCWNSB-UHFFFAOYSA-N 0.000 description 1
HGAZMNJKRQFZKS-UHFFFAOYSA-N chloroethene;ethenyl acetate Chemical compound ClC=C.CC(=O)OC=C HGAZMNJKRQFZKS-UHFFFAOYSA-N 0.000 description 1
238000004440 column chromatography Methods 0.000 description 1
HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 1
238000001035 drying Methods 0.000 description 1
229920005561 epichlorohydrin homopolymer Polymers 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000000499 gel Substances 0.000 description 1
229920005555 halobutyl Polymers 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
AHAREKHAZNPPMI-UHFFFAOYSA-N hexa-1,3-diene Chemical compound CCC=CC=C AHAREKHAZNPPMI-UHFFFAOYSA-N 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
238000004898 kneading Methods 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
239000000178 monomer Substances 0.000 description 1
TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000003136 n-heptyl 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])* 0.000 description 1
125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
229920006173 natural rubber latex Polymers 0.000 description 1
QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 1
230000003472 neutralizing effect Effects 0.000 description 1
KZCOBXFFBQJQHH-UHFFFAOYSA-N octane-1-thiol Chemical compound CCCCCCCCS KZCOBXFFBQJQHH-UHFFFAOYSA-N 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
229920000620 organic polymer Polymers 0.000 description 1
238000010525 oxidative degradation reaction Methods 0.000 description 1
229920002866 paraformaldehyde Polymers 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
239000004033 plastic Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229920001228 polyisocyanate Polymers 0.000 description 1
239000005056 polyisocyanate Substances 0.000 description 1
229920001195 polyisoprene Polymers 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
239000005033 polyvinylidene chloride Substances 0.000 description 1
229920002981 polyvinylidene fluoride Polymers 0.000 description 1
239000002243 precursor Substances 0.000 description 1
238000003825 pressing Methods 0.000 description 1
239000000047 product Substances 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
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
238000007493 shaping process Methods 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
229920003051 synthetic elastomer Polymers 0.000 description 1
239000005061 synthetic rubber Substances 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
238000001291 vacuum drying Methods 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
238000004073 vulcanization Methods 0.000 description 1
238000004383 yellowing Methods 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/378—Thiols containing heterocyclic rings
- 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
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/375—Thiols containing six-membered aromatic rings

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)

NL9100876A 1990-05-22 1991-05-21 Samenstelling, bevattende een elastomeer en een stabilisatormengsel. NL194506C (nl)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CH173190		1990-05-22
CH173190		1990-05-22

Publications (3)

Publication Number	Publication Date
NL9100876A NL9100876A (nl)	1991-12-16
NL194506B NL194506B (nl)	2002-02-01
NL194506C true NL194506C (nl)	2002-06-04

Family

ID=4217279

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL9100876A NL194506C (nl)	1990-05-22	1991-05-21	Samenstelling, bevattende een elastomeer en een stabilisatormengsel.

Country Status (15)

Country	Link
US (1)	US5116894A (fr)
JP (1)	JP2984864B2 (fr)
KR (1)	KR0168058B1 (fr)
BE (1)	BE1005881A3 (fr)
BR (1)	BR9102075A (fr)
CA (1)	CA2042859C (fr)
CZ (1)	CZ281892B6 (fr)
DE (1)	DE4116549A1 (fr)
ES (1)	ES2046923B1 (fr)
FR (1)	FR2662445B1 (fr)
GB (1)	GB2244275B (fr)
IT (1)	IT1247955B (fr)
NL (1)	NL194506C (fr)
RU (1)	RU2031909C1 (fr)
SK (1)	SK279451B6 (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE59109031D1 (de) *	1990-06-07	1998-09-03	Ciba Geigy Ag	Verfahren zur Herstellung von Polyurethanstoffen unter Verwendung von spezifischen Stabilisatorsystemen
TW222293B (fr) *	1991-12-06	1994-04-11	Ciba Geigy Ag
RU2121485C1 (ru) *	1996-11-04	1998-11-10	Опытно-промышленное предприятие Центра по разработке эластомеров	Стабилизатор для резин на основе ненасыщенных каучуков
ES2216969T3 (es) *	1999-10-18	2004-11-01	Ciba Specialty Chemicals Holding Inc.	Estabilizadores y antiozonizantes para elastomeros.
JP4878075B2 (ja) *	2000-10-06	2012-02-15	電気化学工業株式会社	共重合樹脂組成物及びその製造方法
WO2007120749A1 (fr) *	2006-04-13	2007-10-25	Cytec Technology Corp.	Compositions de spandex stabilisées
KR101854892B1 (ko)	2010-11-16	2018-05-04	바스프 에스이	중합체를 위한 안정화제 조성물
WO2015130391A1 (fr) *	2014-02-28	2015-09-03	Exxonmobil Chemical Patents Inc.	Élastomères bromés stables en termes de viscosité mooney
CN106905206B (zh) *	2017-03-03	2018-08-14	湘潭大学	2-甲基-4,6-双(正辛基硫甲基)苯酚的制备

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3240749A (en) *	1961-04-11	1966-03-15	Geigy Chem Corp	Method of stabilization of rubber with a substituted triazine and compositions stabilized thereby
US3255191A (en) *	1964-04-21	1966-06-07	Geigy Chem Corp	Substituted 1, 3, 5-triazines
US3250772A (en) *	1965-07-20	1966-05-10	Geigy Chem Corp	Sulfur-substituted 1, 3, 5-triazines
US3245992A (en) *	1965-07-20	1966-04-12	Geigy Chem Corp	Phenoxy-, phenylthio-and phenylamino-1, 3, 5-triazines
US3557050A (en) *	1967-03-08	1971-01-19	Daikin Ind Ltd	Stabilized vinyl fluoride polymers
US3903173A (en) *	1967-03-17	1975-09-02	Ciba Geigy Ag	Lower alkylthiomethylene containing phenols
DE1593821B1 (de) *	1967-03-17	1971-08-05	Advance Prod Gmbh	Verfahren zur Herstellung von Dialkylhydroxybenzylsulfiden
JPS534091B1 (fr) *	1967-04-03	1978-02-14
US3594448A (en) *	1969-04-16	1971-07-20	Allied Chem	Filament comprising a polymer blend of polyester and polyamide containing a sterically hindered phenolic compound
US3660352A (en) *	1970-06-04	1972-05-02	American Cyanamid Co	Hindered phenol sulfide antioxidants for polymers
JPS56141338A (en) *	1980-04-04	1981-11-05	Hitachi Cable Ltd	Crosslinked polyolefin composition
EP0107617B1 (fr) *	1982-09-30	1986-04-23	Ciba-Geigy Ag	Polystyrène résistant au choc
EP0165209B1 (fr) *	1984-06-12	1989-07-19	Ciba-Geigy Ag	Phénols o'-substitués, o,p-bifonctionnalisés
JPS61159442A (ja) *	1984-12-29	1986-07-19	Mitsubishi Plastics Ind Ltd	スチレン系樹脂収縮フイルム
DE3671241D1 (de) *	1985-11-13	1990-06-21	Ciba Geigy Ag	Substituierte phenole als stabilisatoren.
EP0238140A2 (fr) *	1986-03-19	1987-09-23	Akzo N.V.	Composition de polyester à résistance à la chaleur excellente
EP0273013B2 (fr) *	1986-12-24	1996-07-24	Ciba-Geigy Ag	Phénols substitués utilisables comme des stabilisateurs
US4707300A (en) *	1987-03-09	1987-11-17	The Goodyear Tire & Rubber Company	Autosynergistic phenolic antioxidant reaction product

1991
- 1991-05-10 KR KR1019910007550A patent/KR0168058B1/ko not_active Expired - Lifetime
- 1991-05-16 US US07/701,265 patent/US5116894A/en not_active Expired - Lifetime
- 1991-05-16 BE BE9100457A patent/BE1005881A3/fr not_active IP Right Cessation
- 1991-05-17 CA CA002042859A patent/CA2042859C/fr not_active Expired - Lifetime
- 1991-05-20 JP JP3144003A patent/JP2984864B2/ja not_active Expired - Lifetime
- 1991-05-20 GB GB9110848A patent/GB2244275B/en not_active Expired - Lifetime
- 1991-05-21 BR BR919102075A patent/BR9102075A/pt not_active IP Right Cessation
- 1991-05-21 CZ CS911500A patent/CZ281892B6/cs not_active IP Right Cessation
- 1991-05-21 RU SU914895372A patent/RU2031909C1/ru not_active IP Right Cessation
- 1991-05-21 NL NL9100876A patent/NL194506C/nl not_active IP Right Cessation
- 1991-05-21 SK SK1500-91A patent/SK279451B6/sk not_active IP Right Cessation
- 1991-05-21 FR FR9106085A patent/FR2662445B1/fr not_active Expired - Lifetime
- 1991-05-21 ES ES09101224A patent/ES2046923B1/es not_active Expired - Fee Related
- 1991-05-21 DE DE4116549A patent/DE4116549A1/de not_active Ceased
- 1991-05-21 IT ITMI911394A patent/IT1247955B/it active IP Right Grant

Also Published As

Publication number	Publication date
BR9102075A (pt)	1991-12-24
CA2042859C (fr)	2002-11-05
CA2042859A1 (fr)	1991-11-23
NL194506B (nl)	2002-02-01
RU2031909C1 (ru)	1995-03-27
GB2244275B (en)	1992-12-16
JP2984864B2 (ja)	1999-11-29
GB9110848D0 (en)	1991-07-10
GB2244275A (en)	1991-11-27
IT1247955B (it)	1995-01-05
DE4116549A1 (de)	1991-11-28
CS9101500A2 (en)	1991-12-17
ES2046923A1 (es)	1994-02-01
NL9100876A (nl)	1991-12-16
US5116894A (en)	1992-05-26
KR910020080A (ko)	1991-12-19
JPH04227942A (ja)	1992-08-18
ITMI911394A1 (it)	1992-11-21
ES2046923B1 (es)	1994-09-01
ITMI911394A0 (it)	1991-05-21
CZ281892B6 (cs)	1997-03-12
FR2662445B1 (fr)	1995-05-12
BE1005881A3 (fr)	1994-03-01
FR2662445A1 (fr)	1991-11-29
SK279451B6 (sk)	1998-11-04
KR0168058B1 (ko)	1999-03-20

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1997-06-02	DNT	Communications of changes of names of applicants whose applications have been laid open to public inspection	Free format text: CIBA SPECIALTY CHEMICALS HOLDING INC.
2011-06-01	V4	Discontinued because of reaching the maximum lifetime of a patent	Effective date: 20110521

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EP0185606A2 (fr)	1986-06-25	Thioester polymérisable synergique
US20190194424A1 (en)	2019-06-27	Vulcanization composition for unsaturated polymers
EP0092497B1 (fr)	1987-01-07	Mélanges synergiques d'antioxydants
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CA2029708C (fr)	2003-07-29	Melanges stabilisants pour des elastomeres
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EP0094900A1 (fr)	1983-11-23	Dérivés de l'anhydride succinique comme antigrilleur pour caoutchoucs carboxylés
EP0094899B1 (fr)	1986-10-08	Acides oligomérisés comme antigrilleurs pour caoutchoucs carboxylés
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EP0041915A1 (fr)	1981-12-16	Antioxidants à base d'amines styrénées
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EP0061160B1 (fr)	1985-09-25	Polymère nitrile stabilisé
US3477987A (en)	1969-11-11	Protection of olefinic polymers
JPS58149932A (ja)	1983-09-06	安定化合成ゴム組成物
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