DD298945A5 - 2,4-dimethyl-6-s-alkylphenole - Google Patents

2,4-dimethyl-6-s-alkylphenole Download PDF

Info

Publication number: DD298945A5
Authority: DD; German Democratic Republic
Prior art keywords: styrene; composition according; butyl; alkyl; tert
Prior art date: 1989-06-30

Application number

DD90342260A

Other languages

German (de)

English (en)

Inventor

Rita Pitteloud

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.)

1989-06-30

Filing date

1990-06-28

Publication date

1992-03-19

1990-06-28 Application filed by ��`��@��k�� filed Critical ��`��@��k��

1992-03-19 Publication of DD298945A5 publication Critical patent/DD298945A5/de

Links

239000000203 mixture Substances 0.000 claims abstract description 54
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 49
150000001875 compounds Chemical class 0.000 claims abstract description 22
239000004793 Polystyrene Substances 0.000 claims abstract description 17
229920002223 polystyrene Polymers 0.000 claims abstract description 17
239000004952 Polyamide Substances 0.000 claims abstract description 14
229920002647 polyamide Polymers 0.000 claims abstract description 14
239000004417 polycarbonate Substances 0.000 claims abstract description 10
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 8
239000011368 organic material Substances 0.000 claims abstract description 8
239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 7
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 7
229920000728 polyester Polymers 0.000 claims abstract description 7
229920006324 polyoxymethylene Polymers 0.000 claims abstract description 7
229920006380 polyphenylene oxide Polymers 0.000 claims abstract description 7
239000004814 polyurethane Substances 0.000 claims abstract description 7
229920000515 polycarbonate Polymers 0.000 claims abstract description 6
229930182556 Polyacetal Natural products 0.000 claims abstract description 5
230000015556 catabolic process Effects 0.000 claims abstract description 5
238000006731 degradation reaction Methods 0.000 claims abstract description 5
229920002635 polyurethane Polymers 0.000 claims abstract description 5
230000001590 oxidative effect Effects 0.000 claims abstract description 4
150000003440 styrenes Chemical class 0.000 claims abstract description 4
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims abstract description 3
-1 copolyamide Polymers 0.000 claims description 32
229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims description 15
229920000642 polymer Polymers 0.000 claims description 14
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
235000019256 formaldehyde Nutrition 0.000 claims description 12
229960004279 formaldehyde Drugs 0.000 claims description 12
XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 claims description 11
239000004676 acrylonitrile butadiene styrene Substances 0.000 claims description 11
125000000217 alkyl group Chemical group 0.000 claims description 10
229920000578 graft copolymer Polymers 0.000 claims description 4
229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 claims description 4
229920009204 Methacrylate-butadiene-styrene Polymers 0.000 claims 1
WWNGFHNQODFIEX-UHFFFAOYSA-N buta-1,3-diene;methyl 2-methylprop-2-enoate;styrene Chemical compound C=CC=C.COC(=O)C(C)=C.C=CC1=CC=CC=C1 WWNGFHNQODFIEX-UHFFFAOYSA-N 0.000 claims 1
229920001577 copolymer Polymers 0.000 abstract description 19
230000000087 stabilizing effect Effects 0.000 abstract description 5
229920001897 terpolymer Polymers 0.000 abstract description 3
238000002360 preparation method Methods 0.000 description 13
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 11
239000003054 catalyst Substances 0.000 description 10
229910052757 nitrogen Inorganic materials 0.000 description 10
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
239000005062 Polybutadiene Substances 0.000 description 9
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239000004743 Polypropylene Substances 0.000 description 8
239000000654 additive Substances 0.000 description 8
239000000047 product Substances 0.000 description 8
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239000000839 emulsion Substances 0.000 description 7
239000002243 precursor Substances 0.000 description 7
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 7
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WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 6
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HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 2
ZEBMSMUPGIOANU-UHFFFAOYSA-N (3,5-ditert-butyl-4-hydroxyphenyl)methylphosphonic acid Chemical compound CC(C)(C)C1=CC(CP(O)(O)=O)=CC(C(C)(C)C)=C1O ZEBMSMUPGIOANU-UHFFFAOYSA-N 0.000 description 2
KUFFULVDNCHOFZ-UHFFFAOYSA-N 2,4-xylenol Chemical compound CC1=CC=C(O)C(C)=C1 KUFFULVDNCHOFZ-UHFFFAOYSA-N 0.000 description 2
XUKUURHRXDUEBC-KAYWLYCHSA-N Atorvastatin Chemical compound C=1C=CC=CC=1C1=C(C=2C=CC(F)=CC=2)N(CC[C@@H](O)C[C@@H](O)CC(O)=O)C(C(C)C)=C1C(=O)NC1=CC=CC=C1 XUKUURHRXDUEBC-KAYWLYCHSA-N 0.000 description 2
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-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
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
229920002292 Nylon 6 Polymers 0.000 description 2
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KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
229920001807 Urea-formaldehyde Polymers 0.000 description 2
QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-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
150000001298 alcohols Chemical class 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
TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
239000001913 cellulose Substances 0.000 description 2
229920002678 cellulose Polymers 0.000 description 2
150000001993 dienes Chemical class 0.000 description 2
ZJIPHXXDPROMEF-UHFFFAOYSA-N dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O ZJIPHXXDPROMEF-UHFFFAOYSA-N 0.000 description 2
238000001035 drying Methods 0.000 description 2
239000003822 epoxy resin Substances 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 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
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
239000007788 liquid Substances 0.000 description 2
239000000314 lubricant Substances 0.000 description 2
IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 2
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
238000012986 modification Methods 0.000 description 2
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239000000178 monomer Substances 0.000 description 2
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 2
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
239000012994 photoredox catalyst Substances 0.000 description 2
239000000049 pigment Substances 0.000 description 2
229920000058 polyacrylate Polymers 0.000 description 2
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229920001228 polyisocyanate Polymers 0.000 description 2
239000005056 polyisocyanate Substances 0.000 description 2
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239000011347 resin Substances 0.000 description 2
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150000003839 salts Chemical class 0.000 description 2
229920000638 styrene acrylonitrile Polymers 0.000 description 2
239000000126 substance Substances 0.000 description 2
150000005846 sugar alcohols Polymers 0.000 description 2
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XRYDMWBOVYXGBB-UHFFFAOYSA-N 2-docosan-2-yl-4,6-dimethylphenol Chemical compound CCCCCCCCCCCCCCCCCCCCC(C)C1=CC(C)=CC(C)=C1O XRYDMWBOVYXGBB-UHFFFAOYSA-N 0.000 description 1
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ODJQKYXPKWQWNK-UHFFFAOYSA-L 3-(2-carboxylatoethylsulfanyl)propanoate Chemical compound [O-]C(=O)CCSCCC([O-])=O ODJQKYXPKWQWNK-UHFFFAOYSA-L 0.000 description 1
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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
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with no unsaturation outside the aromatic ring
- C07C39/06—Alkylated phenols
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
- C07C37/20—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using aldehydes or ketones
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
- C07C37/74—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by distillation
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/70—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment
- C07C37/84—Purification; separation; Use of additives, e.g. for stabilisation by physical treatment by crystallisation
- 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
- C08K5/04—Oxygen-containing compounds
- C08K5/13—Phenols; Phenolates
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
- C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
- C09K15/06—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen
- C09K15/08—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds containing oxygen containing a phenol or quinone moiety
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Crystallography & Structural Chemistry (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Compositions Of Macromolecular Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Anti-Oxidant Or Stabilizer Compositions (AREA)

DD90342260A 1989-06-30 1990-06-28 2,4-dimethyl-6-s-alkylphenole DD298945A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH243589		1989-06-30

Publications (1)

Publication Number	Publication Date
DD298945A5 true DD298945A5 (de)	1992-03-19

Family

ID=4233737

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD90342260A DD298945A5 (de)	1989-06-30	1990-06-28	2,4-dimethyl-6-s-alkylphenole

Country Status (13)

Country	Link
US (1)	US5098945A (cs)
EP (1)	EP0406169B1 (cs)
JP (1)	JP2923674B2 (cs)
KR (1)	KR0168044B1 (cs)
CN (2)	CN1054143C (cs)
BR (1)	BR9003097A (cs)
CA (1)	CA2020051C (cs)
CZ (1)	CZ285993B6 (cs)
DD (1)	DD298945A5 (cs)
DE (1)	DE59010722D1 (cs)
ES (1)	ES2103732T3 (cs)
RU (2)	RU2068424C1 (cs)
SK (1)	SK321090A3 (cs)

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ES2101994T3 (es) *	1992-04-08	1997-07-16	Ciba Geigy Ag	Antioxidantes liquidos como estabilizadores.
TW276260B (cs) *	1992-07-15	1996-05-21	Ciba Geigy Ag
DE4226288A1 (de) *	1992-08-08	1994-02-10	Hoechst Ag	Verfahren zur thermooxidativen Stabilisierung von Oxalkylenglykolalkylethern und thermooxidativ stabilisierte Mischungen von Oxalkylenglykolalkylethern
FR2696471B1 (fr) *	1992-10-02	1994-12-23	Inst Textile De France	Utilisation de la vanilline et de ses dérivés comme agents de protection anti-UV.
US5958254A (en) *	1992-11-24	1999-09-28	Commonwealth Scientific And Industrial Research Organization	Oxygen scavengers independent of transition metal catalysts
EP0669367A1 (de) *	1994-02-24	1995-08-30	Ciba-Geigy Ag	Phenolische Stabilisatormischungen
MY113152A (en) *	1996-01-31	2001-11-30	Ciba Holding Inc	Synergistic mixture consisting of a 2-4-dimethyl-6-s-alkylphenol and a sterically hindered phenol
ES2137101B1 (es) *	1997-01-30	2000-11-01	Ciba Sc Holding Ag	Mezcla sinergistica que consiste en un 2,4-dimetil-6-s-alquilfenol y un fenol estericamente impedido.
JP3802999B2 (ja) *	1999-08-09	2006-08-02	信越化学工業株式会社	塩化ビニル系重合体の製造方法
US6538056B1 (en)	2000-10-10	2003-03-25	Clariant International Ltd.	Polyolefin articles with long-term elevated temperature stability
RU2184124C1 (ru) *	2000-11-28	2002-06-27	Открытое акционерное общество "Нижнекамскнефтехим"	Способ стабилизации бутилкаучука
CN104591970B (zh) *	2014-12-23	2016-06-15	天津利安隆新材料股份有限公司	2,4-二甲基-6-（1-甲基-十五烷基）苯酚的制备方法
ES2765411T3 (es)	2016-01-21	2020-06-09	Basf Se	Mezcla de aditivos para la estabilización de poliol y poliuretano
CN107602353A (zh) *	2017-11-14	2018-01-19	郑程	一种防老剂264的制备方法

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* Cited by examiner, † Cited by third party
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US2198349A (en) *	1932-10-10	1940-04-23	Sharp & Dohme Inc	Alkyl cresols
US2073995A (en) *	1934-06-22	1937-03-16	Abbott Lab	Alkyl cresols
US2205947A (en) *	1935-09-25	1940-06-25	Nat Aniline & Chem Co Inc	Nuclear alkyl derivatives of phenol compounds
US2202877A (en) *	1937-04-12	1940-06-04	Gulf Oil Corp	Antioxidants and petroleum oils containing the same
US2605251A (en) *	1946-03-09	1952-07-29	Firestone Tire & Rubber Co	Butadiene rubbery copolymer stabilized with 2, 4-dimethyl-6-octylphenol
US3082258A (en) *	1960-05-12	1963-03-19	Eastman Kodak Co	Alkylation of phenols
DE1142873B (de) *	1961-01-25	1963-01-31	Bayer Ag	Verfahren zur Herstellung von 2- und bzw. oder 6-Alkylphenolen
US3367981A (en) *	1963-05-10	1968-02-06	Ethyl Corp	Phenol alkylation process
US3347938A (en) *	1964-04-23	1967-10-17	Eastman Kodak Co	Antioxidant composition
US3511802A (en) *	1968-06-10	1970-05-12	Eastman Kodak Co	Stabilized polypropylene resin composition
US3929912A (en) *	1970-05-25	1975-12-30	Universal Oil Prod Co	Alkylation of hydroxy-substituted aromatic compounds
US4086283A (en) *	1975-06-25	1978-04-25	Bayer Aktiengesellschaft	Process for preparing thymol
US4405818A (en) *	1981-09-30	1983-09-20	Mobil Oil Corporation	Production of meta-isopropylphenolic products
SU1182020A1 (ru) *	1983-07-08	1985-09-30	Отделение Нефтехимии Института Физико-Органической Химии И Углехимии Ан Усср	Способ получени 2-(1-метилалкил)-фенолов
US4954663A (en) *	1988-10-06	1990-09-04	Mobil Oil Corp.	Process for preparing long chain alkyl phenols
CA1326095C (en) *	1987-05-18	1994-01-11	Toshikazu Ijitsu	Styrene-based resin composition and moldings produced from said composition

1990
- 1990-06-21 ES ES90810463T patent/ES2103732T3/es not_active Expired - Lifetime
- 1990-06-21 DE DE59010722T patent/DE59010722D1/de not_active Expired - Lifetime
- 1990-06-21 EP EP90810463A patent/EP0406169B1/de not_active Expired - Lifetime
- 1990-06-27 CZ CS903210A patent/CZ285993B6/cs not_active IP Right Cessation
- 1990-06-27 SK SK3210-90A patent/SK321090A3/sk not_active IP Right Cessation
- 1990-06-28 CA CA002020051A patent/CA2020051C/en not_active Expired - Lifetime
- 1990-06-28 DD DD90342260A patent/DD298945A5/de not_active IP Right Cessation
- 1990-06-28 KR KR1019900009596A patent/KR0168044B1/ko not_active Expired - Lifetime
- 1990-06-29 JP JP2172536A patent/JP2923674B2/ja not_active Expired - Lifetime
- 1990-06-29 RU SU904830348A patent/RU2068424C1/ru active
- 1990-06-30 CN CN90106526A patent/CN1054143C/zh not_active Expired - Lifetime
- 1990-07-02 BR BR909003097A patent/BR9003097A/pt not_active IP Right Cessation
1991
- 1991-02-11 US US07/654,415 patent/US5098945A/en not_active Expired - Lifetime
1992
- 1992-07-24 RU SU925052443A patent/RU2067972C1/ru active
1999
- 1999-01-29 CN CN99101817A patent/CN1090167C/zh not_active Expired - Lifetime

Also Published As

Publication number	Publication date
CN1048865A (zh)	1991-01-30
RU2068424C1 (ru)	1996-10-27
CZ321090A3 (cs)	1999-08-11
SK279627B6 (sk)	1999-01-11
CN1054143C (zh)	2000-07-05
JPH0350247A (ja)	1991-03-04
KR910000939A (ko)	1991-01-30
HK1003005A1 (en)	1998-09-30
EP0406169B1 (de)	1997-06-04
DE59010722D1 (de)	1997-07-10
BR9003097A (pt)	1991-08-27
ES2103732T3 (es)	1997-10-01
CZ285993B6 (cs)	1999-12-15
RU2067972C1 (ru)	1996-10-20
SK321090A3 (en)	1999-01-11
KR0168044B1 (ko)	1999-03-20
US5098945A (en)	1992-03-24
EP0406169A1 (de)	1991-01-02
JP2923674B2 (ja)	1999-07-26
CA2020051A1 (en)	1990-12-31
CN1229783A (zh)	1999-09-29
CA2020051C (en)	2001-11-20
CN1090167C (zh)	2002-09-04

Legal Events

Date	Code	Title	Description
1999-02-04	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
EP0252877B1 (de)	1991-03-20	Synergistisches Stabilisatorgemisch
DE69232614T2 (de)	2002-11-28	5-thio-substituierte benzotriazole, uv-absorber und stabilisierte mischungen
AT405515B (de)	1999-09-27	2-hydroxyphenyltriazine
DD298945A5 (de)	1992-03-19	2,4-dimethyl-6-s-alkylphenole
DE3811117A1 (de)	1988-10-13	Lichtschutzmittelgemisch
DE2730449A1 (de)	1978-01-12	Neue 1,3-pyrimidine und 1,3,5-triazine
EP0052579A1 (de)	1982-05-26	Neue Lichtschutzmittel
KR19990072904A (ko)	1999-09-27	입체장애아민에테르의제조
EP0453405B1 (de)	2000-07-12	Verbindungen aus o-Hydroxyphenyl-1,3,5-triazinen und sterisch gehinderten Aminen
EP0044499B1 (de)	1985-05-15	Triazinylaminotriazine, ihre Herstellung, ihre Verwendung zum Stabilisieren von synthetischen Polymeren sowie die mit ihnen stabilisierten Produkte
DE3713375A1 (de)	1987-10-29	1,3,2-oxazaphospholidin-stabilisatoren
EP0214102A2 (de)	1987-03-11	5-Aralkylsubstituierte 2H-Benztriazole und stabilisierte Zusammensetzungen
EP0246189A2 (de)	1987-11-19	Mit Aminoxyalkylaminen stabilisierte Zusammensetzungen
JPH02289593A (ja)	1990-11-29	リン部分により置換されたｎ―ハイドロカルビルオキシ―ヒンダードアミン系光安定剤
DE69012619T2 (de)	1995-01-26	Bis(1-Hydrocarbyloxy-2,2,6,6-tetramethylpiperidin-4-yl)-amin-derivate und stabilisierte Zusammensetzungen.
DE3809628A1 (de)	1988-10-27	Sich von 2,2,6,6-tetramethylpiperidin ableitende triazin-verbindungen
EP0249577B1 (de)	1991-12-04	Langketten-(4-Hydroxyphenyl)propionat-Derivate als Stabilisatoren
EP0421928B1 (de)	1994-06-15	Hydroxyphenylcarbonsäureester als Stabilisatoren
EP0252003B1 (de)	1991-08-21	Substituierte Aminoxysuccinate und deren Verwendung als Stabilisatoren
DE3629703C2 (de)	1996-10-02	5-Höheralkylsubstituierte 2H-Benztriazole und stabilisierte Zusammensetzungen
EP0434618B1 (de)	1995-04-05	Uv-Absorber und diese enthaltendes lichtempfindliches organisches Material
EP0054518A1 (de)	1982-06-23	Flammhemmende Polymermassen
DE69012618T2 (de)	1995-01-26	Derivate des Triazins und des Hexahydrotriazins mit gehinderter Aminfunktion.
DE3639336A1 (de)	1987-05-27	Hydroxylamine und deren verwendung als stabilisatoren fuer organisches material
DE3805786A1 (de)	1988-09-08	Piperidin-verbindungen