公开(公告)号：US4138569A

公开(公告)日：1979-02-06

申请号：US885060

申请日：1978-03-09

申请人： Luther A. R. Hall ,  David A. Gordon

发明人： Luther A. R. Hall ,  David A. Gordon

IPC分类号： C08G59/00 ,  C07D233/72 ,  C07F9/6506 ,  C08G59/10 ,  C07D405/06

CPC分类号： C07F9/65062

摘要： Hydantoins of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 8 carbon atoms, R.sub.2 is ##STR2## R.sub.3 is alkyl of 1 to 8 carbon atoms, and X is a straight or branched chain alkylene of 1 to 4 carbon atoms or a straight or branched chain alkylene of 3 to 6 carbon atoms containing an internal carbamido group; or R.sub.1 and R.sub.2 together are Y where Y is a straight or branched chain alkylene of 4 to 8 carbon atoms having a pendant ##STR3## moiety are prepared by reacting first .alpha.,.beta.-unsaturated aldehydes or ketones with alkyl phosphites to form a phosphonate aldehyde or ketone followed by a classical Bucherer hydantoin synthesis.These compounds are intermediates for the preparation of polyglycidyl compounds useful in making flame-retardant epoxy resins. These hydantoins are also intermediates useful in preparing flame-retardant polyesters and polyurethanes.

公开(公告)号：US4145510A

公开(公告)日：1979-03-20

申请号：US885059

申请日：1978-03-09

申请人： Luther A. R. Hall ,  David A. Gordon

发明人： Luther A. R. Hall ,  David A. Gordon

IPC分类号： C08G59/00 ,  C07D233/72 ,  C07F9/6506 ,  C08G59/10 ,  C08G18/38

CPC分类号： C07F9/65062

摘要： Hydantoins of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 8 carbon atoms, R.sub.2 is ##STR2## R.sub.3 is alkyl of 1 to 8 carbon atoms, and X is a straight or branched chain alkylene of 1 to 4 carbon atoms or a straight or branched chain alkylene of 3 to 6 carbon atoms containing an internal carbamido group; or R.sub.1 and R.sub.2 together are Y where Y is a straight or branched chain alkylene of 4 to 8 carbon atoms having a pendant ##STR3## ARE PREPARED BY REACTING FIRST .alpha.,.beta.-UNSATURATED ALDEHYDES OR KETONES WITH ALKYL PHOSPHITES TO FORM A PHOSPHONATE ALDEHYDE OR KETONE FOLLOWED BY A CLASSICAL Bucherer hydantoin synthesis.

摘要翻译： 其中R 1为氢或1〜8个碳原子的烷基，其中R 2为1〜8个碳原子的烷基，X为1〜4个碳原子的直链或支链亚烷基 或含有内部氨基甲酰基的3〜6个碳原子的直链或支链亚烷基; 或者R 1和R 2一起是Y，其中Y是具有4至8个碳原子的直链或支链亚烷基，其具有通过将第一个α，β-受体的碱金属或酮与碱金属磷酸盐反应形成磷酸二烷酯或其盐， KETONE由经典的Bucherer乙内酰脲合成。

公开(公告)号：US4093809A

公开(公告)日：1978-06-06

申请号：US698623

申请日：1976-06-21

申请人： Luther A. R. Hall ,  David A. Gordon

发明人： Luther A. R. Hall ,  David A. Gordon

IPC分类号： C08G59/00 ,  C07D233/72 ,  C07F9/6506 ,  C08G59/10 ,  C07F9/65

CPC分类号： C07F9/65062

摘要： Hydantoins of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 8 carbon atoms, R.sub.2 is ##STR2## R.sub.3 is alkyl of 1 to 8 carbon atoms, and X is a straight or branched chain alkylene of 1 to 4 carbon atoms or a straight or branched chain alkylene of 3 to 6 carbon atoms containing an internal carbamido group; or R.sub.1 and R.sub.2 together are Y where Y is a straight or branched chain alkylene of 4 to 8 carbon atoms having a pendant ##STR3## moiety are prepared by reacting first .alpha.,.beta.-unsaturated aldehydes or ketones with alkyl phosphites to form a phosphonate aldehyde or ketone followed by a classical Bucherer hydantoin synthesis.These compounds are intermediates for the preparation of polyglycidyl compounds useful in making flame-retardant epoxy resins. These hydantoins are also intermediates useful in preparing flame-retardant polyesters and polyurethanes.

摘要翻译： 其中R 1为氢或1〜8个碳原子的烷基，其中R 2为1〜8个碳原子的烷基，X为1〜4个碳原子的直链或支链亚烷基 或含有内部氨基甲酰基的3〜6个碳原子的直链或支链亚烷基; 或者R 1和R 2一起是Y，其中Y是具有侧基的部分的具有4至8个碳原子的直链或支链亚烷基，其通过使第一α，β-不饱和醛或酮与亚磷酸烷基酯反应形成膦酸醛 或酮，然后是经典的Bucherer乙内酰脲合成。

公开(公告)号：US06508847B2

公开(公告)日：2003-01-21

申请号：US09741583

申请日：2000-12-20

申请人： Mervin Wood ,  Ramanathan Ravichandran ,  Douglas Wayne Horsey ,  Anunay Gupta ,  Deborah DeHessa ,  Luther A. R. Hall ,  Andrea Smith ,  Stephen Mark Andrews

发明人： Mervin Wood ,  Ramanathan Ravichandran ,  Douglas Wayne Horsey ,  Anunay Gupta ,  Deborah DeHessa ,  Luther A. R. Hall ,  Andrea Smith ,  Stephen Mark Andrews

IPC分类号： C11C500

CPC分类号： C08K5/3475 ,  C07D249/20

摘要： Benzotriazole UV absorbers substituted with an ultra long ester or amide moiety wherein the ester or amide group is a hydrocarbyl group of 25 to 100 carbon atoms or is a group of alkyl of 25 to 100 carbon atoms interrupted by 5 to 39 oxygen atoms and terminated with an omega—OH or an omega—OR group exhibit excellent stabilization efficacy while they concomitantly do not bloom when incorporated into polyolefin films. These benzotriazole UV absorbers also provide excellent protection to white, dyed, dipped, unscented and/or scented candle wax from discoloration and degradation.

摘要翻译： 用超长酯或酰胺部分取代的苯并三唑UV吸收剂，其中酯或酰胺基是25至100个碳原子的烃基，或者是25至100个碳原子的烷基，间隔5至39个氧原子，并以 ω-OH或ω-OR组表现出优异的稳定效果，同时并入聚烯烃薄膜时不会起霜。 这些苯并三唑紫外线吸收剂还能对白色，染色，浸渍，无味和/或香味蜡烛蜡提供出色的保护，防止变色和降解。

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：US06380285B1

公开(公告)日：2002-04-30

申请号：US09496084

申请日：2000-02-01

申请人： Mervin Wood ,  Ramanathan Ravichandran ,  Douglas Wayne Horsey ,  Anunay Gupta ,  Deborah DeHessa ,  Luther A. R. Hall ,  Andrea Smith ,  Stephen Mark Andrews

发明人： Mervin Wood ,  Ramanathan Ravichandran ,  Douglas Wayne Horsey ,  Anunay Gupta ,  Deborah DeHessa ,  Luther A. R. Hall ,  Andrea Smith ,  Stephen Mark Andrews

IPC分类号： C08K534

CPC分类号： C08K5/3475 ,  C07D249/20

摘要： Benzotriazole UV absorbers substituted with a ultra long ester or amide moiety wherein the ester or amide group is a hydrocarbyl group of 25 to 100 carbon atoms or is a group of alkyl of 25 to 100 carbon atoms interrupted by 5 to 39 oxygen atoms and terminated with an omega-OH or an omega-OR group exhibit excellent stabilization efficacy while they concomitantly do not bloom when incorporated into polyolefin films. These benzotriazole UV absorbers also provide excellent protection to white, dyed, dipped, unscented and/or scented candle wax from discoloration and degradation.

摘要翻译： 用超长酯或酰胺部分取代的苯并三唑UV吸收剂，其中酯或酰胺基为25至100个碳原子的烃基，或为25至100个碳原子的烷基，间隔5至39个氧原子并以 ω-OH或ω-OR组表现出优异的稳定效果，同时并入聚烯烃薄膜时不会起霜。 这些苯并三唑紫外线吸收剂还能对白色，染色，浸渍，无味和/或香味蜡烛蜡提供出色的保护，防止变色和降解。

公开(公告)号：US06268415B1

公开(公告)日：2001-07-31

申请号：US09303582

申请日：1999-05-03

申请人： Walter Renz ,  Joseph Suhadolnik ,  Mervin Gale Wood, Jr. ,  Ramanathan Ravichandran ,  Revathi Iyengar ,  Luther A. R. Hall

发明人： Walter Renz ,  Joseph Suhadolnik ,  Mervin Gale Wood, Jr. ,  Ramanathan Ravichandran ,  Revathi Iyengar ,  Luther A. R. Hall

IPC分类号： C08K534

CPC分类号： B32B17/10761 ,  C08K5/3475 ,  C09J11/06 ,  F24S23/82 ,  Y02E10/40 ,  Y10T428/31551 ,  Y10T428/31786 ,  Y10T428/31855

摘要： Adhesive compositions are rendered stable against degradation caused by ultraviolet light through the incorporation of a highly soluble, photostable benzotriazole UV absorber which is substituted in the ortho position of the hydroxyphenyl ring by &agr;-cumyl or phenyl. Examples of such compounds are 2-(2-hydroxy-3-&agr;-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 5-chloro-2-(2-hydroxy-3-&agr;-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 5-fluoro-2-(2-hydroxy-3-&agr;-cumyl-5-tert-octylphenyl)-2H-benzotriazole, 2-(2-hydroxy-3-&agr;-cumyl-5-tert-butylphenyl)-2H-benzotriazole, 5-chloro-2-(2-hydroxy-3-&agr;-cumyl-5-tert-butylphenyl)-2H-benzotriazole and 5-fluoro-2-(2-hydroxy-3-&agr;-cumyl-5-tert-butylphenyl)-2H-benzotriazole. These compounds exhibit excellent photostability and are highly soluble in adhesive formulations. The laminated articles derived from these compositions include, for example, solar control films, films and glazings, UV absorbing glasses and glass coatings, windscreens, retroreflective sheetings and signs, solar reflectors, optical films and the like.

摘要翻译： 粘合剂组合物通过并入通过α-枯基或苯基在羟基苯基的邻位被取代的高度可溶的光稳定的苯并三唑UV吸收剂而使紫外线引起的降解变得稳定。 这些化合物的实例是2-（2-羟基-3-α-枯基-5-叔辛基苯基）-2H-苯并三唑，5-氯-2-（2-羟基-3-α-枯基-5-叔丁基苯基） 辛基苯基）-2H-苯并三唑，5-氟-2-（2-羟基-3-α-枯基-5-叔辛基苯基）-2H-苯并三唑，2-（2-羟基-3-α-枯基-5- 叔丁基苯基）-2H-苯并三唑，5-氯-2-（2-羟基-3-α-枯基-5-叔丁基苯基）-2H-苯并三唑和5-氟-2-（2-羟基-3- α-枯基-5-叔丁基苯基）-2H-苯并三唑。 这些化合物表现出优异的光稳定性，并且在粘合剂制剂中高度可溶。 衍生自这些组合物的层压制品包括例如太阳能控制薄膜，薄膜和玻璃，紫外线吸收玻璃和玻璃涂层，挡风玻璃，反光片和标志，太阳能反射器，光学膜等。

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：US07157586B2

公开(公告)日：2007-01-02

申请号：US10073780

申请日：2002-02-11

申请人： Mervin Wood ,  Ramanathan Ravichandran ,  Douglas Wayne Horsey ,  Anunay Gupta ,  Deborah DeHessa ,  Luther A. R. Hall ,  Andrea Smith ,  Stephen Mark Andrews

发明人： Mervin Wood ,  Ramanathan Ravichandran ,  Douglas Wayne Horsey ,  Anunay Gupta ,  Deborah DeHessa ,  Luther A. R. Hall ,  Andrea Smith ,  Stephen Mark Andrews

IPC分类号： C07D249/18 ,  C08K5/34

CPC分类号： C08K5/3475 ,  C07D249/20

摘要： Benzotriazole UV absorbers substituted with a ultra long ester or amide moiety wherein the ester or amide group is a hydrocarbyl group of 25 to 100 carbon atoms or is a group of alkyl of 25 to 100 carbon atoms interrupted by 5 to 39 oxygen atoms and terminated with an omega-OH or an omega-OR group exhibit excellent stabilization efficacy while they concomitantly do not bloom when incorporated into polyolefin films. These benzotriazole UV absorbers also provide excellent protection to white, dyed, dipped, unscented and/or scented candle wax from discoloration and degradation.

摘要翻译： 用超长酯或酰胺部分取代的苯并三唑UV吸收剂，其中酯或酰胺基为25至100个碳原子的烃基，或为25至100个碳原子的烷基，间隔5至39个氧原子并以 ω-OH或ω-OR组表现出优异的稳定效果，同时并入聚烯烃薄膜时不会起霜。 这些苯并三唑紫外线吸收剂还能对白色，染色，浸渍，无味和/或香味蜡烛蜡提供出色的保护，防止变色和降解。