Ciba Specialty Chemicals Corporation

Ciba-geigy Corporation

Basf Se Corporation

Ciba Corporation

Robert E Detlefsen

Ramanathan Ravichandran

James Peter Galbo

Mervin Gale Wood

Michael P DiFazio

Joseph Suhadolnik

Peter Solera

Gerald A Capocci

Nancy N Cliff

Anthony DeBellis

Stephen D Pastor

Roland A Winter

Jean-Pierre Wolf

Joseph E Babiarz

Revathi Iyengar

Deborah DeHessa

Andrew B Naughton

Christophe Bulliard

Wanda H Martin

Anthony David Debellis

Paul Kondracki

David G Leppard

Reto Luisoli

Werner Stegmann

Rong Xiong

Andrew Brian Naughton

Deborah Judd

Walter L Renz

Henry C Grace

Christopher Kuell

Sterically hindered hydroxy substituted alkoxyamine stabilizer compounds are made water compatible via certain backbones with affinity towards water. The sterically hindered amines are for example of formulae (5)-(7) These compounds are particularly effective in stabilizing aqueous polymer systems against the deleterious effects of oxidative, thermal and actinic radiation. The compounds are effective for example in stabilizing water borne coatings, aqueous inks, aqueous ink jet media and photocured aqueous systems.

Water compatible sterically hindered alkoxyamines and hydroxy substituted alkoxyamines

Sterically hindered hydroxy substituted alkoxyamine stabilizer compounds are made water compatible via certain backbones with affinity towards water. The sterically hindered amines are for example of the formula (8)-(10) These compounds are particularly effective in stabilizing aqueous polymer systems against the deleterious effects of oxidative, thermal and actinic radiation. The compounds are effective for example in stabilizing water borne coatings, aqueous inks, aqueous ink jet media and photocured aqueous systems.

Sterically hindered alkoxyamine and hydroxy substituted alkoxyamine stabilizer compounds are made water compatible via certain backbones with affinity towards water. The sterically hindered amines are for example of the formula where for example E and E' are 2-hydroxycyclohexyloxy, 2-hydroxy-2-methylpropoxy, benzyloxy, methoxy, propoxy, hexyloxy, heptyloxy, octyloxy or cyclohexyloxy, Ris for example &#x2014;NHCHCHOH Cl, &#x2014;NHOAc, &#x2550;NOH, &#x2014;NHCH(CH)COOK, &#x2014;NHCHCHN(CH)OAc, &#x2014;NHCHCHSOK, &#x2014;NHCH(COOK)CHCHSCH, &#x2014;NHCHCOOK, &#x2014;OCH(CH)COOK, &#x2014;OCHCHN(CH)OAc, &#x2014;OCHCHSOK, &#x2014;OCH(COOK)CHCHSCHor &#x2014;OCHCOOK, and where Rcomprises repeating units of &#x2014;(OCHCH)&#x2014;, &#x2014;(OCHCH(CH))&#x2014;, &#x2014;(CHCHCOOH)&#x2014;, &#x2014;(CHC(CH)COOH)&#x2014;, &#x2014;(CHCHCOOCH)&#x2014;, &#x2014;(NHCHCH)&#x2014;, &#x2014;(CHCHOH)&#x2014;, &#x2014;(CHCHCONH)&#x2014; or &#x2014;(CHCH(NHCOH))&#x2014;. These compounds are particularly effective in stabilizing aqueous polymer systems against the deleterious effects of oxidative, thermal and actinic radiation. The compounds are effective for example in stabilizing water borne coatings, aqueous inks, aqueous ink jet media and photocured aqueous systems.

Sterically hindered N-hydrocarbyloxyamines are prepared from hindered amine N-oxyl compounds by a process which uses hydrogen peroxide or a hydrogen peroxide equivalent, a catalytic amount of a peroxide decomposing transition metal salt, metal oxide, or metal-ligand complex, a hydrocarbon solvent containing no activated hydrogen atoms, and a relatively inert cosolvent. These compounds are useful as thermal and light stabilizers for a variety of organic substrates.

Hydrogen peroxide catalyzed process for the preparation of sterically hindered N-hydrocarbyloxyamines

The present invention relates to an ink-jet ink, an ink-jet recording material or an ink-jet system containing at least one water-soluble hindered amine compound of the general formula (I): wherein Gand Gare independently alkyl 1 to 4 carbon atoms or are together pentamethylene; Zand Zare each methyl, or Zand Ztogether form an unsubstituted linking moiety or a linking moiety substituted by one or more groups selected from an ester, ether, hydroxy, oxo, cyanohydrin, amide, amino, carboxy or an urethane group; E is alkoxy of 1 to 18 carbon atoms, cycloalkoxy of 5 to 12 carbon atoms or aralkoxy of 7 to 15 carbon atoms, or E is &#x2014;O-T-(OH); T is a straight or branched chain alkylene of 1 to 18 carbon atoms, cycloalkylene of 5 to 18 carbon atoms, cycloalkenylene of 5 to 18 carbon atoms, a straight or branched chain alkylene of 1 to 4 carbon atoms substituted by phenyl or by phenyl substituted by one or two alkyl groups of 1 to 4 carbon atoms; b is 1, 2 or 3 with the proviso that b cannot exceed the number of carbon atoms in T, and when b is 2 or 3, each hydroxyl group is attached to a different carbon atoms of T; and, HY is an inorganic or organic acid; and, wherein the total change of cations is equal to the total charge of anions.

Ink jet and recording material

The present invention relates to novel ultraviolet light absorbers of the benzoxazinone, oxanilide, benzylidene malonate, quinazoline and benzotriazole classes. The invention also relates to polymer and photographic compositions stabilized against the deleterious effects of light induced degradation which comprise the novel ultraviolet light absorbers.

Ultraviolet light absorbers

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

Hindered amines substituted on the N-atom with an &#x2014;O-E-OH moiety are particularly effective in stabilizing polyolefin and automotive coating compositions against the deleterious effects of oxidative, thermal and actinic radiation where the presence of the OH group on the compounds adds important properties not attainable by the use of normal &#x2014;O-E moieties.

Hydroxy substituted N-alkoxy hindered amines and compositions stabilized therewith

Hindered amines substituted on the N-atom with an &mdash;O&mdash;E&mdash;OH moiety are particularly effective in stabilizing polyolefin and automotive coating compositions against the deleterious effects of oxidative, thermal and actinic radiation where the presence of the OH group on the compounds adds important properties not attainable by the use of normal &mdash;O&mdash;E moieties.

Hydroxy-substituted N-alkoxy hindered amines and compositions stabilized therewith

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Putnam Valley, NY, United States of America

Robert E Detlefsen