Ciba Specialty Chemicals Corporation

Other

Anthony DeBellis

Mervin Gale Wood

Joseph Suhadolnik

Robert E Detlefsen

Ramanathan Ravichandran

Stephen D Pastor

Deborah DeHessa

Andrew B Naughton

Jean-Pierre Wolf

Revathi Iyengar

Satchit Srinivasan

Peter Solera

Gerald A Capocci

Jacqueline Lau

Joseph Stephen Puglisi

Edmund K Lau

David Bramer

Douglas Wayn Horsey

Peter J Perron

Chia-Hu Chang

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 Eand Eare 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.

Substituted 5-aryl-2-(2-hydroxyphenyl)-2H-benzotriazole UV absorbers, compositions stabilized therewith and process for preparation thereof

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 Eand Eare 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.

Substituted 5-aryl-2-(2-hydroxyphenyl)-2h-benzotriazole UV absorbers, compositions stabilized therewith and process for preparation thereof

The invention relates to thermoplastic polyolefin compositions having enhanced surface durability and products thereof which include a thermoplastic polyolefin base component at least one radiation-crosslinkable component present in an amount sufficient to enhance the surface durability of the thermoplastic polyolefin component when radiation-cured and at least one photoinitiator present in an amount sufficient to initiate crosslinking of the radiation-crosslinkable component upon exposure of the thermoplastic polyolefin composition to radiation. The invention further relates to methods of providing a cured thermoplastic polyolefin composition having enhanced surface durability by preparing a mixture having a thermoplastic polyolefin base component, at least one radiation-crosslinkable component in an amount sufficient to enhance the surface durability of the polyolefin when radiation cured, and at least one photoinitiator each in an amount sufficient to facilitate crosslinking of the radiation-crosslinkable component when a surface of the thermoplastic polyolefin composition is exposed to radiation, and then exposing the thermoplastic polyolefin composition to radiation in an amount sufficient to crosslink the radiation-crosslinkable component thereby providing a thermoplastic polyolefin composition having enhanced surface durability.

Polyolefin materials having enhanced surface durability and methods of making the same by exposure to radiation

Benzotriazole UV absorbers which are substituted at the 5-position of the benzo ring by an electron withdrawing group exhibit enhanced durability and very low loss rates when incorporated into automotive coatings. This is particularly the case when the 3-position of the phenyl ring is also substituted by phenyl or phenylalkyl such as &agr;-cumyl. Compounds where the 5-position of the benzo ring are substituted by perfluoroalkyl such as trifluoromethyl are particularly of interest for both their enhanced durability and for their excellent solubility and excellent color properties in some thermoplastic compositions when the phenyl ring is substituted at the 3-position by hydrogen or tert-alkyl.

Benzotriazole UV absorbers having enhanced durability

2H-Benzotriazole UV absorbers substituted at the 3-position or at the 5-position of the phenyl ring by a 1,1-diphenylalkyl moiety, particularly a 1,1-diphenylethyl group, are particularly photostable in automotive coatings, and are of low color and exhibit low volatility in thermoplastic compositions.

2H-benzotriazole UV absorbers substituted with 1,1-diphenylalkyl groups and compositions stabilized therewith

2H-benzotriazole UV absorders substituted with 1,1-diphenylalkyl groups and compositions stabilized therewith

Substituted 5-heteroaryl-2-(2-hydroxyphenyl)-2h-benzotriazole UV absorbers, a process for preparation thereof and compositions stabilized therewith

Benzotriazole UV absorbers which are substituted at the 5-position of the benzo ring by an electron withdrawing group exhibit enhanced durability and very low loss rates when incorporated into automotive coatings. This is particularly the case when the 3-position of the phenyl ring is also substituted by phenyl or phenylalkyl such as .alpha.-cumyl. Compounds where the 5-position of the benzo ring are substituted by perfluoroalkyl such as trifluoromethyl are particularly of interest for both their enhanced durability and for their excellent solubility and excellent color properties in some thermoplastic compositions when the phenyl ring is substituted at the 3-position by hydrogen or tert-alkyl.

Growing community of inventors

Garnerville, NY, United States of America

Anthony DeBellis