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method for stabilising thermoplastic resins obtained from oxidation and thus formed thermoplastic resins.

机译:稳定由氧化得到的热塑性树脂并由此形成的热塑性树脂的方法。

摘要

Polymeric compounds are stabilized against oxidative deterioration by compounds of the formulae FORM:1112784/C3/1 where R1 is phenyl or p-tolyl, R2 and R3 are methyl, phenyl or p-tolyl, R4 is methyl, phenyl, p-tolyl or neopentyl, R5 is methyl, phenyl, p-tolyl or 2-phenylisobutyl, R6 is methyl, FORM:1112784/C3/2 where R7 is methyl, phenyl or p-tolyl, X is methyl, ethyl, sec-alkyl of 3-10 carbon atoms, a ,a -dimethyl-benzyl, a -methyl benzyl, Cl, Br, carboxyl or a Zn, Cd, Ni, Pb, Sn, Mg or Cu carboxylate, Y is H, methyl, ethyl, sec-alkyl of 3-10 carbon atoms, Cl or Br. FORM:1112784/C3/3 where R8 is H, primary, secondary or tertiary alkyl (excepting compounds falling within formula II) of 1-10 carbon atoms or alkoxyl of 1-10 carbon atoms which may be straight chain or branched, X1 and Y1 are H (excepting compounds falling within formula I), methyl, ethyl, sec-alkyl of 3-10 carbon atoms, Cl or Br, FORM:1112784/C3/4 where R9 is phenyl or p-tolyl, R10 is methyl, phenyl, p-tolyl or 2-phenylisobutyl, R11 is methyl, phenyl or p-tolyl, FORM:1112784/C3/5 where R12 is phenyl or p-tolyl, R13 is methyl, phenyl or p-tolyl, R14 is methyl, phenyl, p-tolyl or 2-phenylisobutyl and R15 is H, a ,a -dimethylbenzyl, a - methylbenzyl, triphenylmethyl or a ,a ,p-trimethylbenzyl. A dialkyl 3,31-thiodipropionate may be present as a further stabilizer. The polymeric compound may be a natural or synthetic rubber such as an alpha-olefin polymer, polyacetal or acrylonitrile -butadiene-styrene thermoplastic.ALSO:Natural and synthetic lubricants are stabilized against oxidative deterioration by compounds of the formulae FORM:1112784/C4-C5/1 where R1 is phenyl or p-tolyl, R2 and R3 are methyl, phenyl or p-tolyl, R4 is methyl, phenyl, p-tolyl or neopentyl, R5 is methyl, phenyl, p-tolyl or 2-phenylisobutyl, R6 is methyl, FORM:1112784/C4-C5/2 where R7 is methyl, phenyl or p-tolyl, X is methyl, ethyl, sec-alkyl of 3-10 carbon atoms, a ,a -dimethyl-benzyl, a -methyl benzyl, Cl, Br, carboxyl or a Zn, Cd, Ni, Pb, Sn, Mg or Cu carboxylate, Y is H, methyl, ethyl, sec-alkyl of 3-10 carbon atoms, Cl or Br FORM:1112784/C4-C5/3 where R8 is H, primary, secondary or tertiary alkyl (excepting compounds falling within Formula II) of 1-10 carbon atoms or alkoxyl of 1-10 carbon atoms which may be straight chain or branched, X1 and Y1 are H (excepting compounds falling within Formula I), methyl, ethyl, sec-alkyl of 3-10 carbon atoms, Cl or FORM:1112784/C4-C5/4 where R9 is phenyl or p-tolyl, R10 is methyl, phenyl, p-tolyl or 2-phenylisobutyl, R11 is methyl, phenyl or p-tolyl, FORM:1112784/C4-C5/5 where R12 is phenyl or p-tolyl, R13 is methyl, phenyl or p-tolyl, R14 is methyl, phenyl, p-tolyl or 2-phenylisobutyl and R15 is H, a ,a -dimethylbenzyl, a - methylbenzyl, triphenylmethyl or a ,a ,-trimethylbenzyl. A dialkyl 3,31-thiodipropionate may be present as a further stabilizer. The lubricant may be a natural lubricating oil obtained from petroleum or a synthetic lubricant such as alkyl esters of dicarboxylic acids or fatty acid esters of polyols.ALSO:The invention comprises compounds of the formulae FORM:1112784/C2/1 where R1 is phenyl or p-tolyl, R2 and R3 are methyl, phenyl or p-tolyl, R4 is methyl, phenyl, p-tolyl or neopentyl and R5 is methyl, phenyl, p-tolyl or 2-phenylisobutyl, R6 is methyl, FORM:1112784/C2/2 where R7 is methyl, phenyl or p-tolyl, X is methyl, ethyl, sec-alkyl of 3-10 carbon atoms, a ,a -dimethylbenzyl, a -methylbenzyl, Cl, Br, carboxyl or a Zn, Cd, Ni, Pb, Sn, Mg or Cu carboxylate, Y is H, methyl, ethyl, secalkyl of 3-10 carbon atoms, Cl or Br, FORM:1112784/C2/3 where R8 is H, primary, secondary or tertiary alkyl (excepting compounds falling within Formula (II) of 1-10 carbon atoms or alkoxyl of 1-10 carbon atoms which may be straight chain or branched, X1 and Y1 are H (excepting compounds falling within Formula (I)), methyl, ethyl, sec-alkyl of 3-10 carbon atoms, Cl or Br, FORM:1112784/C2/4 where R9 is phenyl or p-tolyl, R10 is methyl, phenyl, p-tolyl or 2-phenylisobutyl, R11 is methyl, phenyl or p-tolyl, FORM:1112784/C2/5 where R12 is phenyl or p-tolyl, R13 is methyl, phenyl or p-tolyl, R14 is methyl, phenyl, p-tolyl or 2-phenylisobutyl and R15 is H, a ,a -dimethylbenzyl, a - methylbenzyl, triphenylmethyl or a ,a ,p-trimethylbenzyl. The compounds may be prepared by alkylating the appropriate diphenylamine or phenylnaphthylamine with the appropriate olefin using an acid catalyst and, if desired, subsequently brominating, chlorinating or neutralizing the product. The unsymmetric diphenylamines may be prepared by condensing an appropriately substituted aniline with o-chlorobenzoic acid, decarboxylating if desired, and alkylating in the presence of an acid catalyst, or by alkylating diphenylamine with a vinyl type olefin and further alkylating the product with an appropriate alkylating agent in the presence of an acid catalyst.
机译:高分子化合物可通过式的化合物稳定,以防氧化降解,其中R1是苯基或对甲苯基,R2和R3是甲基,苯基或对甲苯基,R4是甲基,苯基,对甲苯基甲苯基或新戊基,R5为甲基,苯基,对甲苯基或2-苯基异丁基,R6为甲基,其中R7为甲基,苯基或对甲苯基,X为甲基,乙基,仲-具有3-10个碳原子的烷基,α-α-二甲基-苄基,α-甲基苄基,Cl,Br,羧基或Zn,Cd,Ni,Pb,Sn,Mg或Cu羧酸盐,Y为H,甲基,乙基,具有3-10个碳原子的仲烷基,Cl或Br。 其中R8为氢,直链或支链的1-10个碳原子的伯,仲或叔烷基(式II的化合物除外)或1-10个碳原子的烷氧基, X1和Y1为H(式I中的化合物除外),甲基,乙基,具有3-10个碳原子的仲烷基,Cl或Br,其中R9为苯基或对甲苯基, R10是甲基,苯基,对甲苯基或2-苯基异丁基,R11是甲基,苯基或对甲苯基,其中R12是苯基或对甲苯基,R13是甲基,苯基或对甲苯基。对于甲苯基,R 14为甲基,苯基,对甲苯基或2-苯基异丁基,并且R 15为H,α,α-二甲基苄基,α-甲基苄基,三苯基甲基或α,α,对三甲基苄基。 3,31-硫代二丙酸二烷基酯可以作为进一步的稳定剂存在。聚合化合物可以是天然或合成橡胶,例如α-烯烃聚合物,聚缩醛或丙烯腈-丁二烯-苯乙烯热塑性塑料。ALSO:天然和合成润滑剂可通过式其中R1为苯基或对甲苯基,R2和R3为甲基,苯基或对甲苯基,R4为甲基,苯基,对甲苯基或新戊基,R5为甲基,苯基,对甲苯基或2-苯基异丁基,R 6为甲基,,其中R 7为甲基,苯基或对甲苯基,X为甲基,乙基,3-10个碳原子的仲烷基,α,α-二甲基-苄基,-甲基苄基,Cl,Br,羧基或Zn,Cd,Ni,Pb,Sn,Mg或Cu羧酸盐,Y为H,甲基,乙基,3-10个碳原子的仲烷基,Cl或Br < FORM:1112784 / C4-C5 / 3>其中R8是H,1-10个碳原子的伯,仲或叔烷基(式II内的化合物除外)或1-10个碳原子的烷氧基,可以是直链或支链,X1和Y1为H(c除外落入式I),3、10个碳原子的甲基,乙基,仲烷基,Cl或的化合物,其中R9为苯基或对甲苯基,R10为甲基,苯基,p -甲苯基或2-苯基异丁基,R11为甲基,苯基或对甲苯基,其中R12为苯基或对甲苯基,R13为甲基,苯基或对甲苯基,R14为甲基,苯基,对甲苯基或2-苯基异丁基,且R 15为H,α,α-二甲基苄基,α-甲基苄基,三苯基甲基或α,α-三甲基苄基。 3,31-硫代二丙酸二烷基酯可以作为进一步的稳定剂存在。润滑剂可以是从石油获得的天然润滑油或合成润滑剂,例如二羧酸的烷基酯或多元醇的脂肪酸酯。ALSO:本发明包括式的化合物,其中R 1是苯基或对甲苯基,R2和R3为甲基,苯基或对甲苯基,R4为甲基,苯基,对甲苯基或新戊基,R5为甲基,苯基,对甲苯基或2-苯基异丁基,R6为甲基, :1112784 / C2 / 2>其中R7是甲基,苯基或对甲苯基,X是甲基,乙基,具有3-10个碳原子的仲烷基,α,α-二甲基苄基,α-甲基苄基,Cl,Br,羧基或Zn,Cd,Ni,Pb,Sn,Mg或Cu羧酸盐,Y为H,甲基,乙基,具有3-10个碳原子的仲烷基,Cl或Br,其中R8为H,伯,仲或叔烷基(除了属于1-10个碳原子的式(II)的化合物或可能是直链或支链的1-10个碳原子的烷氧基,X1和Y1是H(属于式(I的化合物除外) )),甲基,乙基yl,3-10个碳原子的仲烷基,Cl或Br,其中R9为苯基或对甲苯基,R10为甲基,苯基,对甲苯基或2-苯基异丁基,R11为甲基,苯基或对甲苯基,,其中R12为苯基或对甲苯基,R13为甲基,苯基或对甲苯基,R14为甲基,苯基,对甲苯基或2-苯基异丁基, R 15是H,α,α-二甲基苄基,α-甲基苄基,三苯甲基或α,α,对-三甲基苄基。可以通过使用酸催化剂将适当的二苯胺或苯基萘胺与适当的烯烃烷基化,并且如果需要,随后将产物溴化,氯化或中和,来制备化合物。不对称二苯胺可以这样制备:将适当取代的苯胺与邻氯苯甲酸缩合,如果需要脱羧,在酸催化剂的存在下烷基化,或通过用乙烯基烯烃将二苯胺烷基化,再用适当的烷基化烷基化产物来制备。酸催化剂存在下的助剂。

著录项

  • 公开/公告号NL6705001A

    专利类型

  • 公开/公告日1967-10-09

    原文格式PDF

  • 申请/专利权人

    申请/专利号NL19670005001

  • 发明设计人

    申请日1967-04-07

  • 分类号C08J9/00;C08K5/00;C08K5/18;C08L21/00;C08L27/00;C08L77/00;C09K15/18;C10M169/00;

  • 国家 NL

  • 入库时间 2022-08-23 14:27:58

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