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1. 发明授权

US4874885A Process for the preparation of mercaptomethylphenols 失效
标题翻译：巯基甲基酚的制备方法
公开(公告)号：US4874885A
公开(公告)日：1989-10-17
申请号：US133414
申请日：1987-12-15
申请人： Werner Stegmann , Hans R. Meier , Samuel Evans , Roger Martin , Reto Luisoli
发明人： Werner Stegmann , Hans R. Meier , Samuel Evans , Roger Martin , Reto Luisoli
IPC分类号： C10M135/24 , C07B61/00 , C07C67/00 , C07C313/00 , C07C319/00 , C07C319/14 , C07C319/18 , C07C321/06 , C07C323/04 , C07C323/07 , C07C323/16 , C07C323/51 , C08K5/37 , C09K15/14 , C10M135/26 , C10M135/30 , C10N30/10
CPC分类号： C07C323/00
摘要： There is disclosed a process for the preparation of compounds of formula I or II ##STR1## from phenols by reaction with formaldehyde and mercaptans in the presence of mono-, di- or trimethylamine or mono- or diethylamine.The symbols R.sub.1 is alkyl, hydroxy or alkoxycarbonyl substituted alkyl; alkyl; aryl, cycloalkyl or aralkyl, R.sub.2 is hydrogen, alkyl, alkenyl or halogen, R.sub.3 and R.sub.4 are independently alkyl, allyl, cycloalkyl, phenyl, benzyl, halogen or --CH.sub.2 --S--R.sub.1, Z.sub.1 is --S-- or alkylene, and Z.sub.2 is hydrogen, alkyl or --CH.sub.2 --S--R.sub.1.The mercaptomethylphenols are valuable antioxidants for plastics, elastomers, mineral oils and synthetic lubricants.
摘要翻译：公开了通过在单 - ，二 - 或三甲胺或单 - 或三 - 胺存在下与甲醛和硫醇反应从酚中制备式I或II化合物（I）的方法，二乙胺。符号R1是烷基，羟基或烷氧基羰基取代的烷基; 烷基; 芳基，环烷基或芳烷基，R2是氢，烷基，烯基或卤素，R3和R4独立地是烷基，烯丙基，环烷基，苯基，苄基，卤素或-CH2-S-R1，Z1是-S-或亚烷基，Z2 是氢，烷基或-CH 2 -S-R 1。巯基甲基酚是塑料，弹性体，矿物油和合成润滑剂的有价值的抗氧化剂。

2. 发明授权

US5258540A Cyclohexyl substituted hydroxybenyzlphosphonates 失效
标题翻译：环己基取代的羟基苯甲基膦酸酯
公开(公告)号：US5258540A
公开(公告)日：1993-11-02
申请号：US916930
申请日：1992-07-20
申请人： Paul Dubs , Werner Stegmann , Reto Luisoli , Roger Martin
发明人： Paul Dubs , Werner Stegmann , Reto Luisoli , Roger Martin
IPC分类号： C07F9/40
CPC分类号： C07F9/4056
摘要： Compounds of formula Ia ##STR1## in which R.sub.1 is hydrogen, R.sub.2 is methyl, tert-butyl or cyclohexyl, and R.sub.7 and R.sub.8 independently of one another are C.sub.1 -C.sub.18 alkyl, phenyl or C.sub.7 -C.sub.18 alkylphenyl are novel compounds having utility as stabilizers.
摘要翻译：式Ia的化合物其中R 1是氢，R 2是甲基，叔丁基或环己基，且R 7和R 8彼此独立地是C 1 -C 18烷基，苯基或C 7 -C 18烷基苯基是具有用作稳定剂的新化合物。

3. 发明授权

US5157141A Process for the preparation of hydroxybenzylphosphonates 失效
标题翻译：制备羟基苯甲酰磷酸酯的方法
公开(公告)号：US5157141A
公开(公告)日：1992-10-20
申请号：US616549
申请日：1990-11-21
申请人： Paul Dubs , Werner Stegmann , Reto Luisoli , Roger Martin
发明人： Paul Dubs , Werner Stegmann , Reto Luisoli , Roger Martin
IPC分类号： C07F9/40
CPC分类号： C07F9/4056
摘要： A process for the preparation of compounds of the general formula I ##STR1## in which R.sub.1 is hydrogen or methyl, R.sub.2 and R.sub.3 independently of one another are C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.8 cycloalkyl, phenyl, C.sub.7 -C.sub.9 phenylalkyl or halogen, R.sub.2 is additionally hydrogen and R.sub.7 and R.sub.8 independently of one another are C.sub.1 -C.sub.18 alkyl, phenyl or C.sub.7 -C.sub.18 alkylphenyl, which comprises reacting a phenol of the formula II ##STR2## in which R.sub.1 to R.sub.3 have the meaning described above, with formaldehyde or paraformaldehyde, an amine of the formula IIINR.sub.4 R.sub.5 R.sub.6 IIIin which R.sub.4 is C.sub.1 -C.sub.4 alkyl and R.sub.5 and R.sub.6 independently of one another are hydrogen or C.sub.1 -C.sub.4 alkyl, and a phosphite of the formula IV ##STR3## in which R.sub.7 and R.sub.8 have the meaning described above and R.sub.9 has the meaning given for R.sub.7 and R.sub.8, at a temperature of 0.degree.-200.degree. C.Some compounds of the formula I are novel.
摘要翻译：其中R 1是氢或甲基，R 2和R 3彼此独立地是C 1 -C 18烷基，C 5 -C 8环烷基，苯基，C 7 -C 9苯基烷基或卤素的通式I的化合物的方法，R 2是另外氢和R 7和R 8彼此独立地是C 1 -C 18烷基，苯基或C 7 -C 18烷基苯基，其包括使式II的苯酚（其中R 1至R 3具有上述含义）与甲醛或多聚甲醛反应，其中R 4为C 1 -C 4烷基且R 5和R 6彼此独立地为氢或C 1 -C 4烷基的式III的NR 4 R 5 R 6 III的胺，和其中R 7和R 8具有所述含义的式IV的亚磷酸酯 R9和R7具有对于R 7和R 8的含义，在0℃-200℃的温度下。式I的一些化合物是新的。

4. 发明授权

US5110978A Process for the preparation of phenolic thiocarboxylic acid esters 失效
标题翻译：制备苯酚甲氧基酸酯的方法
公开(公告)号：US5110978A
公开(公告)日：1992-05-05
申请号：US632585
申请日：1990-12-21
申请人： Werner Stegmann , Reto Luisoli
发明人： Werner Stegmann , Reto Luisoli
IPC分类号： B01J31/02 , C07B61/00 , C07C319/12 , C07C319/14 , C07C323/16 , C07C323/52 , C07C323/56
CPC分类号： C07C323/00
摘要： A process for the preparation of compounds of formula I ##STR1## by reacting a phenol with formaldehyde and a thiol of formula HS--C.sub.n H.sub.2n --COO--R.sub.3 under excess pressure and in the presence of dimethylamine.The symbols R.sub.1 and R.sub.2 are independently alkyl, R.sub.3 is alkyl or alkyl interrupted by --O-- or --S--, and n is 1 or 2.
摘要翻译：通过使酚与甲醛和式HS-CnH2n-COO-R3的硫醇在过量压力下和在二甲胺的存在下反应来制备式I化合物（I）的方法。符号R 1和R 2独立地为烷基，R 3为烷基或被-O-或-S-中断的烷基，n为1或2。

5. 发明授权

US4973701A Liquid substituted 2H-benzotriazole mixtures, stabilized compositions and processes for preparing the liquid mixtures 失效
标题翻译：液体取代的2H-苯并三唑混合物，稳定的组合物和制备液体混合物的方法
公开(公告)号：US4973701A
公开(公告)日：1990-11-27
申请号：US179737
申请日：1988-04-11
申请人： Roland A. E. Winter , Werner Stegmann , Reto Luisoli , David Leppard , Roland A. E. Winter , Robert E. Detlefsen
发明人： Roland A. E. Winter , Werner Stegmann , Reto Luisoli , David Leppard , Roland A. E. Winter , Robert E. Detlefsen
IPC分类号： G03C7/26 , B01J21/16 , B01J27/02 , B01J27/16 , B01J29/06 , B01J31/04 , C07B61/00 , C07D249/20 , C08K5/3472 , C08K5/3475 , C09K3/00 , C09K15/08 , C09K15/30 , G03C1/815 , G03C7/392
CPC分类号： C07D249/20 , C08K5/3475 , G03C1/8155
摘要： Liquid substituted 2H-benzotriazole mixtures are prepared by alkylation with concomitant dealkylation, fragmentation and realkylation of 2-(2-hydroxy-5-alkylphenyl)-2H-benzotriazoles or of 2-(2-hydroxy-3,5-dialkylphenyl)-2H-benzotriazoles with straight or branched alkenes of 8 to 30 carbon atoms in the presence of an acid catalyst at 100.degree.-200.degree. C. The liquid mixtures exhibit outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the processing of stabilized compositions at elevated temperatures.
摘要翻译：液体取代的2H-苯并三唑混合物通过烷基化，通过2-（2-羟基-5-烷基苯基）-2H-苯并三唑或2-（2-羟基-3,5-二烷基苯基）-2H的伴随脱烷基化，断裂和重烷基化 - 苯并三唑在酸性催化剂存在下，在100°-200℃下具有8至30个碳原子的直链或支链烯烃。液体混合物在保护有机基质免受光诱导的变质以及良好的耐损失性在稳定的组合物在高温下加工过程中的挥发或渗出。

6. 发明授权

US4921966A Process for the preparation of liquid mixtures of alkylated 2-(2-hydroxyphenyl)benzotriazoles 失效
标题翻译：制备烷基化2-（2-羟基苯基）苯并三唑的液体混合物的方法
公开(公告)号：US4921966A
公开(公告)日：1990-05-01
申请号：US284265
申请日：1988-12-14
申请人： Werner Stegmann , Reto Luisoli
发明人： Werner Stegmann , Reto Luisoli
IPC分类号： B01J31/02 , C07B61/00 , C07D249/20 , G03C7/392
CPC分类号： C07D249/20 , G03C7/39256
摘要： A process for the preparation of a mixture of 2-(2-hydroxyphenyl)benzotriazole which is liquid at room temperature by alkylating 2-(2-hydroxy-5-methylphenyl)benzotriazole with a C.sub.8 -C.sub.14 .alpha.-olefin in the melt at elevated temperature, in the presence of sulfonic acid as catalyst, comprising using not less than 0.5 mol of the acid catalyst and 1.5-3 mol of .alpha.-olefin per mol of 2-(2-hydroxy-5-methylphenyl)benzotriazole, carrying out the alkylation in the temperature range from 165.degree. to 190.degree. C., separating the crude product phase upper phase) from the sulfonic acid phase, and working up said crude product phase by distillation by means of a thin-film evaporator, a thin-film evaporator fitted with a distillation column, or a short path distillation apparatus.
摘要翻译：制备2-（2-羟基苯基）苯并三唑的混合物的方法，该混合物在室温下通过在熔融物中升高时将2-（2-羟基-5-甲基苯基）苯并三唑与C 8 -C 14α-烯烃烷基化温度，在作为催化剂的磺酸存在下，包括使用不少于0.5mol的酸催化剂和每摩尔2-（2-羟基-5-甲基苯基）苯并三唑1.5-3mol的α-烯烃，进行在165℃至190℃的温度范围内进行烷基化，将粗产物相上层相分离）与磺酸相分离，并通过薄膜蒸发器蒸馏处理所述粗产物相，将薄膜配有蒸馏塔的蒸发器或短路蒸馏装置。

7. 发明授权

US5240975A Liquid substituted 2H-benzotriazole mixtures, stabilized compositions 失效
标题翻译：液体取代的2H-苯并三唑混合物，稳定的组合物
公开(公告)号：US5240975A
公开(公告)日：1993-08-31
申请号：US803303
申请日：1991-12-04
申请人： Roland A. E. Winter , Robert E. Detlefsen , Werner Stegmann , Reto Luisoli , David Leppard
发明人： Roland A. E. Winter , Robert E. Detlefsen , Werner Stegmann , Reto Luisoli , David Leppard
IPC分类号： C07D249/20 , C08K5/3475 , G03C1/815
CPC分类号： C08K5/3475 , C07D249/20 , G03C1/8155 , Y10S430/106
摘要： Liquid substituted 2H-benzotriazole mixtures are prepared by alkylation with concomitant dealkylation, fragmentation and realkylation of 2-(2-hydroxy-5-alkylphenyl)-2H-benzotriazoles or of 2-(2-hydroxy-3,5-dialkylphenyl)-2H-benzotriazoles with straight or branched alkenes of 8 to 30 carbon atoms in the presence of an acid catalyst at 100.degree.-200.degree. C. The liquid mixtures exhibit outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the processing of stabilized compositions at elevated temperatures.
摘要翻译：液体取代的2H-苯并三唑混合物通过烷基化，通过2-（2-羟基-5-烷基苯基）-2H-苯并三唑或2-（2-羟基-3,5-二烷基苯基）-2H的伴随脱烷基化，断裂和重烷基化 - 苯并三唑在酸性催化剂存在下，在100°-200℃下具有8至30个碳原子的直链或支链烯烃。液体混合物在保护有机基质免受光诱导的变质以及良好的耐损失性在稳定的组合物在高温下加工过程中的挥发或渗出。

8. 发明授权

US5229521A Process for the preparation of symmetrical 2,2-methylenebisbenzotriazolyl phenols 失效
标题翻译：制备对称的2,2-亚甲基双苯并三唑基酚的方法
公开(公告)号：US5229521A
公开(公告)日：1993-07-20
申请号：US965560
申请日：1992-10-23
申请人： Reto Luisoli , Werner Stegmann
发明人： Reto Luisoli , Werner Stegmann
IPC分类号： C07D249/20
CPC分类号： C07D249/20
摘要： Compounds of formula ##STR1## wherein R.sub.1 is hydrogen alkyl, alkoxy, phenyl, phenylaklyl or halogen, and R.sub.2 is alkyl phenyl, phenylaklyl or cycloalkyl, are prepared by reacting a compound of formula ##STR2## with a compound of formula ##STR3## wherein R.sub.3 and R.sub.4 are alkyl, and formaldehyde, in a one-pot process in the absence of a solvent.
摘要翻译：其中R 1为烷基，烷氧基，苯基，苯基或C 1-4烷基，R 2为烷基苯基，苯基或环烷基的式（Ⅰa）化合物是通过使下式化合物与IMA IMA的化合物反应来制备的，其中式 R3和R4是烷基和甲醛，在无溶剂的一锅法中。

9. 发明授权

US5095062A Stabilized compositions containing liquid substituted 2H-benzotriazole mixtures 失效
标题翻译：含有液体取代的2H-苯并三唑混合物的稳定组合物
公开(公告)号：US5095062A
公开(公告)日：1992-03-10
申请号：US578059
申请日：1990-09-05
申请人： Roland A. E. Winter , Robert E. Detiefsen , Werner Stegmann , Reto Luisoli , David Leppard
发明人： Roland A. E. Winter , Robert E. Detiefsen , Werner Stegmann , Reto Luisoli , David Leppard
IPC分类号： C07D249/20 , C08K5/3475 , G03C1/815
CPC分类号： C07D249/20 , C08K5/3475 , G03C1/8155
摘要： Liquid substituted, 2H-benzotriazole mixtures are prepared by alkylation with concomitant dealkylation, fragmentation and realkylation of 2-(2-hydroxy-5-alkylphenyl)-2H-benzotriazoles or of 2-(2-hydroxy-3,5-dialkylphenyl)-2H-benzotriazoles with straight or branched alkenes of 8 to 30 carbon atoms in the presence of an acid catalyst at 100.degree.-200.degree. C. The liquid mixtures exhibit outstanding efficacy in protecting organic substrates from light induced deterioration as well as good resistance to loss by volatilization or exudation during the processing of stabilized compositions at elevated temperatures.
摘要翻译：通过烷基化，2-（2-羟基-5-烷基苯基）-2H-苯并三唑或2-（2-羟基-3,5-二烷基苯基） - 苯并三唑的间接脱烷基化和烷基化，制备液体取代的2H-苯并三唑混合物。在酸性催化剂存在下，在100°-200℃下，具有8至30个碳原子的直链或支链烯烃的2H-苯并三唑。液体混合物在保护有机基质免受光诱导的劣化以及良好的耐损性通过在稳定的组合物在升高的温度下加工期间的挥发或渗出。

10. 发明授权

US5047591A Single-stage process for producing bis-(amino-nitrophenyl)-methane 失效
标题翻译：用于生产双（（氨基 - 硝基苯基） - 甲烷的单阶段方法
公开(公告)号：US5047591A
公开(公告)日：1991-09-10
申请号：US241828
申请日：1988-09-06
申请人： Werner Stegmann
发明人： Werner Stegmann
IPC分类号： C07C209/78 , C07C20060101 , C07C67/00 , C07C209/00 , C07C209/60 , C07C211/52
CPC分类号： C07C209/78
摘要： Bis-(amino-nitrophenyl)-methane can be produced in one stage with an approximately quantitative yield by condensing o-nitraniline and formaldehyde in water at a temperature of between 20.degree. and 40.degree. C. in the presence of sulfuric acid, and subsequently rearranging the formed methylene-bis-(o-nitraniline) by treatment of the reaction mixture at a temperature of between 90.degree. and 100.degree. C.
摘要翻译：双 - （氨基 - 硝基苯基） - 甲烷可以通过在硫酸存在下，在20至40℃的温度下将邻硝基苯胺和甲醛在水中冷凝而以大约定量的产率在一个阶段中生产，随后通过在90〜100℃的温度下处理反应混合物来重排形成的亚甲基 - 双 - （邻 - 硝苯胺）。

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