公开(公告)号：US06800676B2

公开(公告)日：2004-10-05

申请号：US10075837

申请日：2002-02-13

申请人： Mervin G. Wood ,  Stephen D. Pastor ,  Jacqueline Lau ,  Michael DiFazio ,  Joseph Suhadolnik

发明人： Mervin G. Wood ,  Stephen D. Pastor ,  Jacqueline Lau ,  Michael DiFazio ,  Joseph Suhadolnik

IPC分类号： C08K53475

CPC分类号： C08K5/3475 ,  C07D249/20

摘要： 2H-Benzotriazole UV absorbers substituted at the 3-position and/or the 5-position of the phenyl ring by a phenyl moiety which is substituted by a heteroatom are particularly photostable in automotive coatings, and are of low color and exhibit low volatility in thermoplastic compositions.

摘要翻译： 在苯环的3-位和/或5-位取代的苯并三唑UV吸收剂被被杂原子取代的苯基部分特别是在汽车涂料中是稳定的，并且具有低颜色并且在热塑性塑料中表现出低挥发性 组合物。

公开(公告)号：US06846929B2

公开(公告)日：2005-01-25

申请号：US09824147

申请日：2001-04-02

申请人： Mervin G. Wood ,  Jacqueline Lau ,  Ramanathan Ravichandran ,  Andrea R. Smith ,  Joseph Suhadolnik ,  Peter Solera ,  Joseph S. Puglisi ,  Carmen Hendricks-Guy ,  Stephen D. Pastor ,  Luther A. R. Hall

发明人： Mervin G. Wood ,  Jacqueline Lau ,  Ramanathan Ravichandran ,  Andrea R. Smith ,  Joseph Suhadolnik ,  Peter Solera ,  Joseph S. Puglisi ,  Carmen Hendricks-Guy ,  Stephen D. Pastor ,  Luther A. R. Hall

IPC分类号： C07D249/20 ,  C07D401/06 ,  C07D401/10 ,  C07D401/12 ,  C07D403/10 ,  C08K5/3472 ,  C08K5/3475 ,  C08L101/00 ,  C09K3/00 ,  C09K15/08 ,  C09K15/20 ,  C09K15/30 ,  C09K15/32 ,  C11C5/00

CPC分类号： C07D401/06 ,  C07D401/10 ,  C07D401/12 ,  C08K5/3475

摘要： Compounds which have a benzotriazole and a hindered amine moiety in the same molecule are typified by the formula A wherein at least one of G2, R1 or R2 contains a hindered amine moiety are extremely effective light stabilizers having both the UV absorbing activity of a benzotriazole and the light stabilizing efficacy of a hindered amine in the same molecule. These compounds are effective stabilizers for thermoset resin compositions, thermoplastic resin compositions, for photographic applications, for pigmented or dyed polypropylene, polyamide or polyester fibers, and for white, dyed, dipped, unscented and/or scented candle wax against discoloration and fading when incorporated therein alone or in combination with an antioxidant.

摘要翻译： 在同一分子中具有苯并三唑和受阻胺部分的化合物以式A为代表，其中G2，R1或R2中的至少一个含有受阻胺部分是非常有效的光稳定剂，其具有苯并三唑的UV吸收活性和 受阻胺在同一分子中的光稳定效力。 这些化合物是热固性树脂组合物，用于照相应用的热塑性树脂组合物，着色或染色的聚丙烯，聚酰胺或聚酯纤维以及白色，染色，浸渍，无色和/或有香味的蜡烛蜡的有效稳定剂，其在掺入时可防止变色和褪色 其中单独或与抗氧化剂组合。

公开(公告)号：US07419513B2

公开(公告)日：2008-09-02

申请号：US10939731

申请日：2004-09-13

申请人： Mervin G. Wood ,  Jacqueline Lau ,  Ramanathan Ravichandran ,  Andrea R. Smith ,  Joseph Suhadolnik ,  Peter Solera ,  Joseph S. Puglisi ,  Carmen Hendricks-Guy ,  Stephen D. Pastor ,  Luther A. R. Hall

发明人： Mervin G. Wood ,  Jacqueline Lau ,  Ramanathan Ravichandran ,  Andrea R. Smith ,  Joseph Suhadolnik ,  Peter Solera ,  Joseph S. Puglisi ,  Carmen Hendricks-Guy ,  Stephen D. Pastor ,  Luther A. R. Hall

IPC分类号： C11C5/00

CPC分类号： C07D401/06 ,  C07D401/10 ,  C07D401/12 ,  C08K5/3475

摘要： Compounds which have a benzotriazole and a hindered amine moiety in the same molecule are typified by the formula A wherein at least one of G2, R1 or R2 contains a hindered amine moiety are extremely effective light stabilizers having both the UV absorbing activity of a benzotriazole and the light stabilizing efficacy of a hindered amine in the same molecule. These compounds are effective stabilizers for thermoset resin compositions, thermoplastic resin compositions, for photographic applications, for pigmented or dyed polypropylene, polyamide or polyester fibers, and for white, dyed, dipped, unscented and/or scented candle wax against discoloration and fading when incorporated therein alone or in combination with an antioxidant.

摘要翻译： 在同一分子中具有苯并三唑和受阻胺部分的化合物以式A为代表，其中G 2，R 1或R 2中的至少一个 含有受阻胺部分是具有苯并三唑的紫外线吸收活性和受阻胺在同一分子中的光稳定效能两者的非常有效的光稳定剂。 这些化合物是热固性树脂组合物，用于照相应用的热塑性树脂组合物，着色或染色的聚丙烯，聚酰胺或聚酯纤维以及白色，染色，浸渍，无色和/或有香味的蜡烛蜡的有效稳定剂，其在掺入时可防止变色和褪色 其中单独或与抗氧化剂组合。

公开(公告)号：US06703510B2

公开(公告)日：2004-03-09

申请号：US10417999

申请日：2003-04-17

申请人： Stephen D. Pastor ,  Andrew B. Naughton ,  Robert Detlefsen ,  Mervin G. Wood ,  Joseph Suhadolnik ,  Anthony DeBellis ,  Deborah DeHessa

发明人： Stephen D. Pastor ,  Andrew B. Naughton ,  Robert Detlefsen ,  Mervin G. Wood ,  Joseph Suhadolnik ,  Anthony DeBellis ,  Deborah DeHessa

IPC分类号： C07D24920

CPC分类号： C07D401/04 ,  C07D249/20 ,  C07D403/04 ,  C07D405/04 ,  C07D409/04 ,  C07D409/14

摘要： Compounds of formula I or II where R is an aryl moiety, such as phenyl, naphthyl or biphenylyl, or is phenyl substituted by one or more trifluoromethyl, bromo or cyano, and E1 and E2 are independently hydrogen, alkyl, aralkyl and the like are prepared by reaction of a benzotriazole substituted on the 5-position of the benzo ring by a halogen atom with a arylboronic acid or ester in the presence of a transition-metal catalyst, such as palladium (II) diacetate. The benzotriazole compounds of formula I are particularly efficacious as stabilizers for automotive coatings and candle wax.

摘要翻译： 式I或II的化合物，其中R是芳基部分，例如苯基，萘基或联苯基，或被一个或多个三氟甲基，溴或氰基取代的苯基，E1和E2独立地是氢，烷基，芳烷基等 通过在过渡金属催化剂如二乙酸钯（II）的存在下，将苯并环的5-位被卤素原子取代的苯并三唑与芳基硼酸或酯反应。 式I的苯并三唑化合物作为汽车涂料和蜡烛蜡的稳定剂是特别有效的。

公开(公告)号：US07166659B2

公开(公告)日：2007-01-23

申请号：US10812728

申请日：2004-03-30

申请人： Stephen D. Pastor ,  Andrew B. Naughton ,  Robert Detlefsen ,  Mervin G. Wood ,  Joseph Suhadolnik ,  Anthony DeBellis ,  Deborah DeHessa

发明人： Stephen D. Pastor ,  Andrew B. Naughton ,  Robert Detlefsen ,  Mervin G. Wood ,  Joseph Suhadolnik ,  Anthony DeBellis ,  Deborah DeHessa

IPC分类号： C08K5/3475

CPC分类号： C07D401/04 ,  C07D249/20 ,  C07D403/04 ,  C07D405/04 ,  C07D409/04 ,  C07D409/14

摘要： Compounds of formula I or II where R is an aryl moiety, such as phenyl, naphthyl or biphenylyl, or is phenyl substituted by one or more trifluoromethyl, bromo or cyano, and E1 and E2 are independently hydrogen, alkyl, aralkyl and the like are prepared by reaction of a benzotriazole substituted on the 5-position of the benzo ring by a halogen atom with a arylboronic acid or ester in the presence of a transition-metal catalyst, such as palladium (II) diacetate. The benzotriazole compounds of formula I are particularly efficacious as stabilizers for automotive coatings and candle wax.

摘要翻译： 式I或II的化合物，其中R是芳基部分，例如苯基，萘基或联苯基，或被一个或多个三氟甲基，溴或氰基取代的苯基，和E 1和 2个独立地是氢，烷基，芳烷基等通过在苯并环的5-位被卤素原子取代的苯并三唑与芳基硼酸或酯在过渡金属 催化剂，如二乙酸钯（II）。 式I的苯并三唑化合物作为汽车涂料和蜡烛蜡的稳定剂是特别有效的。

公开(公告)号：US06649770B1

公开(公告)日：2003-11-18

申请号：US09722876

申请日：2000-11-27

申请人： Stephen D. Pastor ,  Andrew B. Naughton ,  Robert Detlefsen ,  Mervin G. Wood ,  Joseph Suhadolnik ,  Anthony DeBellis ,  Deborah DeHessa

发明人： Stephen D. Pastor ,  Andrew B. Naughton ,  Robert Detlefsen ,  Mervin G. Wood ,  Joseph Suhadolnik ,  Anthony DeBellis ,  Deborah DeHessa

IPC分类号： C07D24920

CPC分类号： C07D401/04 ,  C07D249/20 ,  C07D403/04 ,  C07D405/04 ,  C07D409/04 ,  C07D409/14

摘要： Compounds of formula I or II where R is an aryl moiety, such as phenyl, naphthyl or biphenylyl, or is phenyl substituted by one or more trifluoromethyl, bromo or cyano, and E1 and E2 are independently hydrogen, alkyl, aralkyl and the like are prepared by reaction of a benzotriazole substituted on the 5-position of the benzo ring by a halogen atom with a arylboronic acid or ester in the presence of a transition-metal catalyst, such as palladium (II) diacetate. The benzotriazole compounds of formula I are particularly efficacious as stabilizers for automotive coatings and candle wax.

摘要翻译： 式I或II的化合物，其中R是芳基部分，例如苯基，萘基或联苯基，或被一个或多个三氟甲基，溴或氰基取代的苯基，E1和E2独立地是氢，烷基，芳烷基等 通过在过渡金属催化剂如二乙酸钯（II）的存在下，将苯并环的5-位被卤素原子取代的苯并三唑与芳基硼酸或酯反应。 式I的苯并三唑化合物作为汽车涂料和蜡烛蜡的稳定剂是特别有效的。

公开(公告)号：US07148274B2

公开(公告)日：2006-12-12

申请号：US10764960

申请日：2004-01-26

申请人： Stephen D. Pastor ,  Andrew B. Naughton ,  Robert Detlefsen ,  Mervin G. Wood ,  Joseph Suhadolnik ,  Anthony DeBellis ,  Deborah DeHessa

发明人： Stephen D. Pastor ,  Andrew B. Naughton ,  Robert Detlefsen ,  Mervin G. Wood ,  Joseph Suhadolnik ,  Anthony DeBellis ,  Deborah DeHessa

IPC分类号： C08K5/3492 ,  C10L5/00

CPC分类号： C07D401/04 ,  C07D249/20 ,  C07D403/04 ,  C07D405/04 ,  C07D409/04 ,  C07D409/14

摘要： where R is an aryl moiety, such as phenyl, naphthyl or biphenylyl, or is phenyl substituted by one or more trifluoromethyl, bromo or cyano, and E1 and E2 are independently hydrogen, alkyl, aralkyl and the like are prepared by reaction of a benzotriazole substituted on the 5-position of the benzo ring by a halogen atom with a arylboronic acid or ester in the presence of a transition-metal catalyst, such as palladium (II) diacetate. The benzotriazole compounds of formula I are particularly efficacious as stabilizers for automotive coatings and candle wax.

摘要翻译： 其中R是芳基部分，例如苯基，萘基或联苯基，或被一个或多个三氟甲基，溴或氰基取代的苯基，和E 1和E 2是 独立地，氢，烷基，芳烷基等通过在苯并环的5-位被卤素原子取代的苯并三唑与芳基硼酸或酯在过渡金属催化剂如钯（ II）二乙酸酯。 式I的苯并三唑化合物作为汽车涂料和蜡烛蜡的稳定剂是特别有效的。

公开(公告)号：US06774238B2

公开(公告)日：2004-08-10

申请号：US10602094

申请日：2003-04-17

申请人： Stephen D. Pastor ,  Andrew B. Naughton ,  Robert Detlefsen ,  Mervin G. Wood ,  Joseph Suhadolnik ,  Anthony DeBellis ,  Deborah DeHessa

发明人： Stephen D. Pastor ,  Andrew B. Naughton ,  Robert Detlefsen ,  Mervin G. Wood ,  Joseph Suhadolnik ,  Anthony DeBellis ,  Deborah DeHessa

IPC分类号： C07D24920

CPC分类号： C07D401/04 ,  C07D249/20 ,  C07D403/04 ,  C07D405/04 ,  C07D409/04 ,  C07D409/14

摘要： Compounds of formula I or II where R is an aryl moiety, such as phenyl, naphthyl or biphenylyl, or is phenyl substituted by one or more trifluoromethyl, bromo or cyano, and E1 and E2 are independently hydrogen, alkyl, aralkyl and the like are prepared by reaction of a benzotriazole substituted on the 5-position of the benzo ring by a halogen atom with a arylboronic acid or ester in the presence of a transition-metal catalyst, such as palladium(II) diacetate. The benzotriazole compounds of formula I are particularly efficacious as stabilizers for automotive coatings and candle wax.

摘要翻译： 式I或II的化合物，其中R是芳基部分，例如苯基，萘基或联苯基，或被一个或多个三氟甲基，溴或氰基取代的苯基，E1和E2独立地是氢，烷基，芳烷基等 通过在过渡金属催化剂如二乙酸钯（II）的存在下，将苯并环的5-位被卤素原子取代的苯并三唑与芳基硼酸或酯反应。 式I的苯并三唑化合物作为汽车涂料和蜡烛蜡的稳定剂是特别有效的。

公开(公告)号：US06387992B1

公开(公告)日：2002-05-14

申请号：US09722973

申请日：2000-11-27

申请人： Stephen D. Pastor ,  Anthony DeBellis ,  Mervin G. Wood ,  Joseph Suhadolnik ,  Deborah DeHessa ,  Ramanathan Ravichandran

发明人： Stephen D. Pastor ,  Anthony DeBellis ,  Mervin G. Wood ,  Joseph Suhadolnik ,  Deborah DeHessa ,  Ramanathan Ravichandran

IPC分类号： C08K53472

CPC分类号： C07D401/04 ,  C07D249/20 ,  C07D403/04 ,  C07D405/04 ,  C07D409/04 ,  C08K5/3475 ,  G03C1/8155

摘要： Compounds of formula I or II where R is a heteroaryl moiety, such as 3-pyridyl, or T is a heteroaryl moiety, such as thien-2,5-diyl, and E1 and E2 are independently hydrogen, alkyl, aralkyl and the like, are prepared by reaction of a benzotriazole substituted on the 5-position of the benzo ring by a halogen atom with a heteroarylboronic acid or ester in the presence of a transition-metal catalyst, such as palladium (II) diacetate. The benzotriazole compounds of formula I are particularly efficacious as stabilizers for automotive coatings and candle wax.

摘要翻译： 式I或II的化合物，其中R是杂芳基部分，例如3-吡啶基，或T是杂芳基部分，例如噻吩-2,5-二基，E1和E2独立地是氢，烷基，芳烷基等， 通过在过渡金属催化剂如二乙酸钯（II）的存在下，使苯并环的5-位上被卤素原子取代的苯并三唑与杂芳基硼酸或酯反应来制备。 式I的苯并三唑化合物作为汽车涂料和蜡烛蜡的稳定剂是特别有效的。

公开(公告)号：US06566507B2

公开(公告)日：2003-05-20

申请号：US09871369

申请日：2001-05-31

申请人： Mervin G. Wood ,  Deborah DeHessa ,  Joseph Suhadolnik ,  Andrew B. Naughton ,  Jerome Sanders ,  Jacqueline Lau ,  Rong Xiong ,  Joseph Babiarz

发明人： Mervin G. Wood ,  Deborah DeHessa ,  Joseph Suhadolnik ,  Andrew B. Naughton ,  Jerome Sanders ,  Jacqueline Lau ,  Rong Xiong ,  Joseph Babiarz

IPC分类号： C09B4100

CPC分类号： C07D249/20 ,  C07C245/08

摘要： Provided is a process for preparing 2H-benzotriazole UV absorbers containing a perfluoroalkyl moiety at the 5-position of the benzo ring, for example a trifluoromethyl group, which involves diazotizing the perfluoroalkyl substituted o-nitroaniline using concentrated sulfuric acid plus sodium nitrite or nitrosylsulfuric acid to form the corresponding monoazobenzene intermediate via the diazonium salt intermediate which is reduced to the corresponding 5-perfluoroalkyl substituted 2H-benzotriazole UV absorber compound by conventional reduction means. Also provided is a novel one-pot, multiphase reaction for the preparation of 2(2-nitrophenylazo) substituted phenols, which are precursors for 2H-benzotriazole UV absorbers.