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    • 4. 发明授权
    • Stabilizers and antiozonants for elastomers
    • 用于弹性体的稳定剂和抗臭氧剂
    • US06797755B1
    • 2004-09-28
    • US10110620
    • 2002-04-15
    • Hans-Rudolf MeierGerrit KnoblochSamuel Evans
    • Hans-Rudolf MeierGerrit KnoblochSamuel Evans
    • C08L541
    • C07C323/25C07C317/28C07C317/44C07C323/52C07C2601/14C08K5/3725C08K5/41C08L21/00
    • Elastomers which have excellent stability to prevent oxidative, thermal, dynamic, light-induced and/or ozone-induced degradation comprise, as stabilizers, at least one compound of the formula (I): [R—S(═O)m—CH2—CH(OH)—CH2]n—N(R1)2−n—R2, in which R is C4-C20alkyl, hydroxyl-substituted C4-C20alkyl; phenyl, benzyl, &agr;-methylbenzyl, &agr;,&agr;-dimethylbenzyl, cyclohexyl or —(CH2)qCOOR3, and, if m is 0, R may additionally be (a); and, if n is 1 and R4 is hydrogen, R may additionally be R2—R1N—CH2—CH(OH)—CH2—S(═O)m—(CH2)x— or R2—R1N—CH2—CH(OH)—CH2—S(═O)m—CH2—CH2—(OCH2—CH2)y—, R1 is hydrogen, cyclohexyl or C3-C12alkyl, R2 is (b), R3 is C1-C18alkyl, R4 is hydrogen or —CH2—CH(OH)—CH2—S(═O)m—R, X is C1-C8alkyl, Y is C1-C8alkyl, m is 0 or 1, n is 1 or 2, q is 1 or 2, x is from 2 to 6, and y is 1 or 2. The compounds of the formula (I) are also suitable as stabilizes for elastomers to prevent contact discoloration of substrates coming into contact with elastomers.
    • 具有优异稳定性以防止氧化,热,动态,光诱导和/或臭氧诱导的降解的弹性体包含作为稳定剂的至少一种式(I)化合物:[RS(= O)m -CH 2 -CH (OH)-CH 2] n N(R 1)2-n R 2,其中R是C 4 -C 20烷基,羟基取代的C 4 -C 20烷基; 苯基,苄基,α-甲基苄基,α,α-二甲基苄基,环己基或 - (CH 2)q COOR 3,如果m为0,则R可另外为(a)。 并且如果n为1且R 4为氢,则R可以另外为R 2 -R 1 N-CH 2 -CH(OH)-CH 2 -S(= O)m - (CH 2)x - 或R 2 -R 1 N-CH 2 -CH(OH)-CH 2 -S(= O)m -CH 2 -CH 2 - (OCH 2 -CH 2)y - ,R 1是氢,环己基或C 3 C 12烷基,R 2是(b),R 3是C 1 -C 18烷基,R 4是氢或-CH 2 -CH(OH)-CH 2 -S(= O)m R,X是C 1 -C 8烷基 ,Y为C1-C8烷基,m为0或1,n为1或2,q为1或2,x为2至6,y为1或2.式(I)化合物也适用 稳定弹性体以防止与弹性体接触的基底的接触变色。
    • 5. 发明授权
    • Process for the preparation of mercaptomethylphenois
    • 巯基甲基苯酚的制备方法
    • US06365781B2
    • 2002-04-02
    • US09755369
    • 2001-01-05
    • Fabio PizzoliReto LuisoliGerrit KnoblochHans-Rudolf Meier
    • Fabio PizzoliReto LuisoliGerrit KnoblochHans-Rudolf Meier
    • C07C31900
    • C07C319/14C08K5/375C08L21/00C07C323/16
    • There is disclosed an improved process for the preparation of a compound of the formula I wherein n is 0 or 1, R1 is C1-C12alkyl or —CH2SR3, R2 is C1-C12alkyl, C7-C9phenylalkyl, C7-C9-phenylalkyl substituted on the phenyl radical by from 1 to 3 C1-C4alkyl groups; or —CH2SR3, R3 is C6-C18alkyl, phenyl or benzyl, R4 is hydrogen or methyl, R5 is hydrogen or methyl, with the proviso that R4 and R5 are not simultaneously methyl, by reacting a compound of the formula II wherein n, R4 and R5 are as previously defined, R11 is hydrogen or C1-C12alkyl; and R12 is hydrogen, C1-C12alkyl, C7-C9phenylalkyl, C7-C9phenylalkyl substituted on the phenyl radical by from 1 to 3 C1-C4alkyl groups; with formaldehyde or a compound that liberates formaldehyde under the reaction conditions and with at least one compound of the formula III R3SH  (III) wherein R3 is as previously defined, in the presence of a base, said base being mono- or dimethylamine or mono- or diethylamine, which process comprises treating afterwards the reaction product with a reducing agent.
    • 公开了一种制备式I化合物的改进方法,其中n为0或1,R1为C1-C12烷基或-CH2SR3,R2为C1-C12烷基,C7-C9苯基烷基,C7-C9-苯基烷基取代苯基 由1至3个C 1 -C 4烷基基团; 或-CH 2 S R 3,R 3是C 6 -C 18烷基,苯基或苄基,R 4是氢或甲基,R 5是氢或甲基,条件是R 4和R 5不同时为甲基,通过使式II的化合物在n, R 5如前所定义,R 11为氢或C 1 -C 12烷基; 并且R 12是氢,C 1 -C 12烷基,C 7 -C 9苯基烷基,在苯基上被1至3个C 1 -C 4烷基取代的C 7 -C 9苯基烷基; 与甲醛或在反应条件下释放甲醛的化合物,以及至少一种式III的化合物,其中R 3如前所定义,在碱的存在下,所述碱是单或二甲胺或一或二乙胺,该方法 包括用还原剂处理反应产物。
    • 9. 发明申请
    • PROCESSING STABILIZERS FOR RUBBER COMPOUNDING
    • 用于橡胶混合物的加工稳定剂
    • US20100130660A1
    • 2010-05-27
    • US12531514
    • 2008-03-10
    • Gerrit KnoblochEva PeregiPierre Rota-Graziosi
    • Gerrit KnoblochEva PeregiPierre Rota-Graziosi
    • C08K5/375
    • C08K5/103C08K5/0016C08K5/005C08K5/375C08L21/00
    • The invention describes an improved method for the preparation of rubber compounds which comprises compounding the rubber and the components at 125-200° C. in the presence of an amount of 0.1-2% based on the weight of the rubber of a processing stabilizer of the formula (I) wherein R1 is hydrogen, C1-C20alkyl, styryl, α-methyl-styryl or —CH2—S—R3; or C1-C20alkyl substituted with C2-C20alkenyl, C3-C20alkinyl, C5-C9cycloalkyl, phenyl or tolyl; R2 is C1-C20alkyl or —CH2—S—R3, R3 is C1-C20alkyl; with phenyl, hydroxyl, cyano, formyl, acetyl or —O—CO—R5 substituted C1-C20alkyl; C2-C20alkenyl, C3-C20alkinyl, C5-C9cycloalkyl; or with hydroxyl, phenyl, 4-chloro-phenyl, 2-methoxycarbonylphenyl, p-tolyl, 1,3-benzthiazol-2-yl, —(CHR5)COOR6 or —(CHR5)CONR7R8 substituted C5-C9cycloalkyl; R4 is hydrogen or methyl, R5 is hydrogen or C1-C6alkyl, R6 is C1-C20alkyl; with oxygen or sulfur interrupted C3-C20alkyl; C5-C9cycloalkyl, phenyl, benzyl or tolyl, R7 and R8 are independently of each other hydrogen or C1-C6alkyl, and n is 1 or 2.
    • 本发明描述了一种用于制备橡胶化合物的改进方法,其包括在125-200℃下,以0.1-2%的量加入橡胶和组分,所述量基于加工稳定剂的橡胶的重量, 式(I)其中R1是氢,C1-C20烷基,苯乙烯基,α-甲基苯乙烯基或-CH2-S-R3; 或被C 2 -C 20烯基,C 3 -C 20炔基,C 5 -C 9环烷基,苯基或甲苯基取代的C 1 -C 20烷基; R2是C1-C20烷基或-CH2-S-R3,R3是C1-C20烷基; 苯基,羟基,氰基,甲酰基,乙酰基或-O-CO-R 5取代的C 1 -C 20烷基; C 2 -C 20烯基,C 3 -C 20炔基,C 5 -C 9环烷基; 或羟基,苯基,4-氯 - 苯基,2-甲氧基羰基苯基,对甲苯基,1,3-苯并噻唑-2-基, - (CHR 5)COOR 6或 - (CHR 5)CONR 7 R 8取代的C 5 -C 9环烷基; R4是氢或甲基,R5是氢或C1-C6烷基,R6是C1-C20烷基; 与氧或硫中断C3-C20烷基; C 5 -C 9环烷基,苯基,苄基或甲苯基,R 7和R 8彼此独立地为氢或C 1 -C 6烷基,n为1或2。