GB1328139A - Stabilization of organic materials - Google Patents

Stabilization of organic materials

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Publication number
GB1328139A
GB1328139A GB4153970A GB4153970A GB1328139A GB 1328139 A GB1328139 A GB 1328139A GB 4153970 A GB4153970 A GB 4153970A GB 4153970 A GB4153970 A GB 4153970A GB 1328139 A GB1328139 A GB 1328139A
Authority
GB
United Kingdom
Prior art keywords
butyl
hydroxy
bis
phosphonate
hydroxybenzyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB4153970A
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.)
Novartis AG
Original Assignee
Ciba Geigy 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.)
Filing date
Publication date
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of GB1328139A publication Critical patent/GB1328139A/en
Expired legal-status Critical Current

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    • 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
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • 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
    • C08K5/0091—Complexes with metal-heteroatom-bonds
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    • C09K15/00—Anti-oxidant compositions; Compositions inhibiting chemical change
    • C09K15/04—Anti-oxidant compositions; Compositions inhibiting chemical change containing organic compounds
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/042—Metal salts thereof
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
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    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/08—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions having metal-to-carbon bonds
    • C10M2227/083—Sn compounds
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Abstract

1328139 Stabilizing polymers CIBA-GEIGY AG 28 Aug 1970 [29 Aug 1969] 41539/70 Headings C3P and C3R [Also in Division C5] Polymers are stabilized with (a) an organophosphorus compound selected from (1) where M is a metal of valence 1 to 4, x is 1 or 2, G is an anion of valence 1 to 3, E is where z is 0 to 6, y is 1 to 4, n is 0 or 1, m is 1 to 3, p is 0 to 3, alkyl has 1 to 30 carbon atoms, lower alkyl has 1 to 6 carbon atoms and where r is the valence of G and v is an available valence of M, and (2) where M<SP>1</SP> is a metal or metal complex cation of valence 1 to 4, z is 0 to 6, y is 1 to 4, v is 1 to 4, lower alkyl has 1 to 6 carbon atoms and R<SP>2</SP> is alkyl, cycloalkyl or aryl; together with (b) at least one phenolic antioxidant optionally with a secondary antioxidant, ultraviolet light absorber, pigment, alkaline earth metal stearate buffer, light stabilizer other than (a) or organic phosphite. Specified polymers are vinyl halide polymers, polyolefins, polyurethanes, polyamides, polyesters, polycarbonates, polyacetals, polyethylene oxides and styrene polymers. Specified ultra violet light absorbers are salicylates, benzophenones, benzotriazoles and acrylates; synergists are dialkyl thiodipropionates and trihydrocarbyl phosphites and thiophosphites; and stearates are calcium and magnesium stearates. The compositions may also contain conventional dyeing assistants such as basic nitrogen polymers and metal deactivators such as oxamide, oxanilide and hydrazides. Extensive lists of stabilizer components and conventional additives are given and examples describe the stabilizing of (1-15, 17, 18 and 22-40) polypropylene, (8) polyethylene, polybutene, poly 4-methylpentene-1, polyisoprene, polyurethane, polymethylene terephthalate, polyacetal and polyethylene oxide, (19) ABS terpolymer, (20) nylon 6 and (21) polyvinyl chloride with stabilizer systems comprising nickel bis [O-n-butyl-3,5-di-t-butyl-4-hydroxybenzyl phosphonate], O-n-butylchloronickel-3,5- di-t-butyl hydroxybenzyl phosphonate, nickel bis [3,5-di-t-butyl-4-hydroxybenzyl) benzene phosphinate, nickel bis[O - methyl - 3,5 - di - tbutyl - 4 - hydroxybenzyl phosphonate], nickel bis[O-octadecyl 3-methyl-4-hydroxy-5-t-butylbenzyl phosphonate], tin bis[O-butyl-3,5- dit-butyl-4-hydroxy benzyl phosphnoate], nickel [3,5-di-t-butyl-4-hydroxy benzyl benzenephosphinate] acetate, aluminium tris[O - butyl - 3,5 - dit - butyl - 4 - hydroxybenzyl phosphonate], sodium[O - butyl 3,5 - di - t - butyl - 4 - hydroxybenzyl phosphonate], cupric bis[O-hexadecyl 3,5- di - t - butyl - 4 - hydroxyphenylpropyl phosphonate], ferric tris[O - octadecyl 3,5 - di - tbutyl - 4 - hydroxyphenylethyl phosphonate], chromium tris[O - butyl 3,5 - di - t - butyl- 4 - hydroxybenzyl phosphonate], cobalt bis- [O - butyl 3,5 - di - t - butyl - 4 - hydroxybenzyl phosphonate] and zinc 3,5 - di - tbutyl - 4 - hydroxybenzyl phosphonate; together with one or more of 2(2<SP>1</SP>-hydroxy-3<SP>1</SP>,5<SP>1</SP>- di - t - butylphenyl) - 7 - chlorobenzotriazole, 2 - hydroxy - 4 - octoxybenzophenone, dioctadecyl 3,5 - di - t - butyl - 4 - hydroxybenzyl phosphonate, octadecyl #(3,5 - di - t - butyl- 4 - hydroxyphenyl)propionate, dilauryl thiodipropionate, titanium dioxide, distearyl thiodipropionate, 2,4,6 - tri - t - butylphenol, tris nonylphenyl phosphite, calcium oxide, 2,4-bis- (n - octylthio) - 6- (3,5 - di - t -butyl - 4 - hydroxy anilino) - 1,3,5 - triazine, polyvinyl pyridine, 2,4 - di - t - butylphenyl 3,5 - di - t - butyl - 4- hydroxybenzoate, dyes, 2,4 - bis(3,5 - di - tbutyl - 4 - hydroxyphenoxy) - 6 - (n - octylthio)- 1,3,5 - triazine, 2- hydroxy - 4 - methoxy - 21- carboxybenzophenone, 2,21 - methylene bis- (6 - t - butyl - 4 - methyl phenol), 2,6 - di - tbutyl hydroquinone, 4,4<SP>1</SP> - thio bis(2 - t - butyl- 5 - methylphenol), octadecyl(3,5 - dimethyl- 4-hydroxybenzylthio acetate), 1,1,3 - tris(5 - tbutyl - 4 - hydroxy - 2 - methylphenyl)butane, 1,4 - di(3,5 - di - t - butyl - 4 - hydroxybenzyl)- 2,3,5,6 - tetramethylbenzene, 2,4 - dihydroxybenzophenone, 2 - chloro - 2<SP>1</SP> - hydroxybenzophenone, 4 - t - butyl phenyl salicylate, resorcinol monobenzoate, hexamethyl phosphorotriamide, nickel bis(octylphenyl) sulphide, ethyl 2 - cyano - 3,3 - diphenylacrylate, 2(2<SP>1</SP> - hydroxy - 5<SP>1 </SP>- methylphenyl)benzotriazole, lauryl p-amino phenol, 2-ethylhexyl 2-cyano- 3,3-diphenylacrylate, calcium stearate, 2(2<SP>1</SP>- hydroxy - 3<SP>1</SP>,5<SP>1</SP> - di - t - butyl phenyl) -7 - chlorobenzotriazole and 2(2<SP>1</SP>-hydroxy-3<SP>1</SP>,5<SP>1</SP>-di-t-amylphenyl) benzotriazole.
GB4153970A 1969-08-29 1970-08-28 Stabilization of organic materials Expired GB1328139A (en)

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2448415A1 (en) * 1973-10-11 1975-04-24 Raychem Corp ANTIOXYDANTS AND POLYMER COMPOUNDS CONTAINING THESE ANTIOXYDANTS
CN102690704A (en) * 2012-04-23 2012-09-26 上海应用技术学院 Heat stabilizer composition of high-pressure hydrogenated cycloalkyl lubricating oil, preparation method thereof, and application thereof
WO2016161194A1 (en) * 2015-03-31 2016-10-06 Dentsply Sirona Inc. Three-dimensional fabricating systems rapidly producing objects
CN110603288A (en) * 2017-05-04 2019-12-20 瑞士新集团有限公司 Stabilized composition
CN111234314A (en) * 2020-04-01 2020-06-05 山西省化工研究所（有限公司） Complex nucleating agent for polyester and preparation method thereof
CN111423468A (en) * 2020-04-01 2020-07-17 山西省化工研究所（有限公司） Complex type polyester nucleating agent, compound containing polyester nucleating agent and preparation method

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4060513A (en) * 1976-04-26 1977-11-29 Cincinnati Milacron, Inc. Nickel organophosphate/benzophenone U.V. stabilizers
US4224203A (en) * 1978-09-05 1980-09-23 Argus Chemical Corporation Vinyl chloride polymer stabilizer comprising a metal organophosphonate

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2448415A1 (en) * 1973-10-11 1975-04-24 Raychem Corp ANTIOXYDANTS AND POLYMER COMPOUNDS CONTAINING THESE ANTIOXYDANTS
CN102690704A (en) * 2012-04-23 2012-09-26 上海应用技术学院 Heat stabilizer composition of high-pressure hydrogenated cycloalkyl lubricating oil, preparation method thereof, and application thereof
CN102690704B (en) * 2012-04-23 2013-12-04 上海应用技术学院 Heat stabilizer composition of high-pressure hydrogenated cycloalkyl lubricating oil, preparation method thereof, and application thereof
WO2016161194A1 (en) * 2015-03-31 2016-10-06 Dentsply Sirona Inc. Three-dimensional fabricating systems rapidly producing objects
CN110603288A (en) * 2017-05-04 2019-12-20 瑞士新集团有限公司 Stabilized composition
CN110603288B (en) * 2017-05-04 2022-04-26 瑞士新集团有限公司 Stabilized composition
CN111234314A (en) * 2020-04-01 2020-06-05 山西省化工研究所（有限公司） Complex nucleating agent for polyester and preparation method thereof
CN111423468A (en) * 2020-04-01 2020-07-17 山西省化工研究所（有限公司） Complex type polyester nucleating agent, compound containing polyester nucleating agent and preparation method

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CA929739A (en) 1973-07-10
IT1044781B (en) 1980-04-21

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