Ciba Specialty Chemicals Corporation

Wiebke Wunderlich

Francesco Fuso

Rudolf Pfaendner

Michael Roth

Peter Nesvadba

Andreas Kramer

Marie-Odile Zink

Raymond R Seltzer

James Peter Galbo

Jochen Fink

Hui Chin

Margot Clauss

James H Botkin

The present invention relates to selected glycidyl or carbonyl functional N-alkoxy-4,4-dioxy-polyalkyl-piperidine compounds forming an open chain or cyclic ketal structure, a polymerizable composition comprising a) at least one ethylenically unsaturated monomer and b) a glycidyl or carbonyl functional N-alkoxy-4,4-dioxy-polyalkyl-piperidine nitroxide initiator compound. Further aspects of the present invention are a process for polymerizing ethylenically unsaturated monomers and the use of glycidyl or carbonyl functional N-alkoxy-4,4-dioxy-polyalkyl-piperidine nitroxide initiators for radical polymerization.

N-alkoxy-4, 4-dioxy-polyalkyl-piperidines as radical polymerization initiators

The present invention relates to selected 1-alkoxy-2,2,6,6 tetramethyl piperidine, 1-alkoxy-2,2 diethyl-6,6 dimethyl piperidine and 1-alkoxy-2,6 diethyl-2,3,6 dimethyl piperidine derivatives which are substituted in the 4 position by two oxygen atoms forming an open chain or cyclic ketal structure, a polymerizable composition comprising a) at least one ethylenically unsaturated monomer and b) said piperidine derivatives. Further aspects of the present invention are a process for polymerizing ethylenically unsaturated monomers, and the use of 1-alkoxy-2,2,6,6 tetramethyl piperidine, 1-alkoxy-2,2 diethyl-6,6 dimethyl piperidine and 1-alkoxy-2,6 diethyl-2,3,6 dimethyl piperidine derivatives which are substituted in the 4 position by two oxygen atoms forming an open chain or cyclic ketal structure for controlled polymerization. The intermediate N-oxyl derivatives, a composition of the N-oxyl derivatives with ethylenically unsaturated monomers and a free radical initiator, as well as a process for polymerization are also subjects of the present invention.

N-alkoxy-4,4-dioxy-polyalkyl-piperidine compounds, their corresponding n-oxides and controlled radical polymerization therewith

The present invention relates to a composition and process for enhancing the controlled radical polymerization in the presence of nitroxyls and nitroxylethers by adding a chain transfer agent selected from the group consisting of mercaptanes, thioethers and disulfides to the polymerizable mixture. A further subject of the invention is the use of mercaptanes, thioethers and disulfides for increasing rate and yield of controlled radical polymerizations in the presence of a nitroxyl or a nitroxylether.

Composition and process for enhancing controlled free radical polymerization

N-alkoxy-4,4-dioxy-polyalkyl-piperidine compounds, their corresponding N-oxides and controlled radical polymerization therewith

N-alkoxy-4,4-dioxy-polyalkyl-piperidines as radical polymerization inhibitors

The invention pertains to a compound of formula (I), (II) or (III)wherein Rand Rare independently of each other hydrogen, C-Calkyl, C-Calkenyl, C-Calkinyl or phenyl which are unsubstituted or substituted by NO, halogen, amino, hydroxy, cyano, carboxy, C-Calkoxy, C-Calkylthio, C-Calkylamino or di(C-Calkyl)amino; A is a group capable of forming a stable free nitroxyl radical A*, which is bound via its oxygen atom to the carbon atom; Y is O, NRor CHR&#x2014;X, wherein Xis O, S or NR; Ris hydrogen, C-Calkyl, C-Calkenyl, C-Calkinyl or phenyl which are unsubstituted or substituted by NO, halogen, amino, hydroxy, cyano, carboxy, C-Calkoxy, C-Calkylthio, C-Calkylamino or di(C-Calkyl)amino; Qis an organic or inorganic radical, derived from a compound having at least one functional group being capable of reacting with a hydroxy group; Qis an organic radical derived from a mono or polyfunctional alcohol, mono or polyfunctional aminoalcohol, mono or polyfunctional amine mono or polyfunctional mercaptane, mono or polyfunctional phenol or mono or polyfunctional thiophenol; and n is a number from 1 to 20; with the proviso, that in formula (I) if n is 1, Qis notor if n is 2, Ris H and Ris &#x2014;CH&#x2014;O-tert-butyl, A is not 2,2,6,6-tetramethylpiperidine or 2,2,6,6-tetramethylpiperidine-4-carboxylic acid. Further subjects of the invention are a composition comprising above compounds and at least one ethylenically unsaturated monomer, process for polymerization and the (co)polymers obtained therefrom.

Mono and multifunctional alkoxyamines for the preparation of functionalized macromers

The present invention relates to a polymerizable composition, comprising Further objects of the present invention are a process for polymerization and the use of compounds of formula I for the polymerization of ethylenically unsaturated monomers.

Use of 2,2,6,6 tetraalkylpiperidine-N-oxyl radicals having long alkyl chains as polymerization regulators

The invention relates to a composition comprising, a) at least one oligomer, cooligomer, polymer or copolymer or blends thereof, containing a stable free nitroxyl radical (1); and b) a reducing agent; with the proviso that the composition is essentially free of a polymerizable monomer. A further subject is a process for improving the color of an oligomer, cooligomer, polymer or copolymer or blend thereof, containing a stable free nitroxyl radical (1); by adding a reducing agent to said polymer and heating said mixture to above the glass temperature in case of amorphous polymers or above the melting point in case of crystalline or semi-crystalline polymers

Composition and method for color improvement of nitroxyl containing polymers

Polymer blends, in particular polyphenylene ether-polyamide blends, are effectively compatibilized by incorporating under blending conditions certain oligomers, cooligomers, polymers and copolymers of narrow molecular weight distribution that are prepared under free radical polymerization conditions with glycidyl-functionalized nitroxyl initiators. The oligomers, cooligomers, polymers and copolymers contain at least one oxyamine group and at least one glycidyl-containing initiator group. The polymer blends have excellent mechanical properties.

Polymer blends with improved impact resistance

The present invention relates to a polymerizable composition comprising a) at least one ethylenically unsaturated monomer and b1) at least one multifunctional triazinyl based 2,2,6,6 tetramethylpiperidine-1-oxyl and a free radical initiator or b2) at least one multifunctional triazinyl based 2,2,6,6 tetramethylpiperidine-1-oxyl-ether. Further aspects of the present invention are a process for polymerizing ethylenically unsaturated monomers, the (co)polymers obtainable by this process and the use of multifunctional triazinyl based 2,2,6,6 tetramethylpiperidine-1-oxyls in combination with a free radical initiator, or a multi-functional triazinyl based 2,2,6,6 tetramethylpiperidine-1-oxyl-ethers for controlled polymerization. In a particularly preferred embodiment at least one additional heating step at a temperature from 140 to 280&deg; C. is applied after polymerization is completed.

Composition and process for controlled radical polymerization using multifunctional initiator/regulator compounds

The present invention relates to a polymerizable composition comprising a) at least one ethylenically unsaturated monomer and b1) at least one multifunctional triazinyl based 2,2,6,6 tetramethylpiperidine-1-oxyl and a free radical initiator or b2) at least one multifunctional triazinyl based 2,2,6,6 tetramethylpiperidine-1-oxyl-ether. Further aspects of the present invention are a process for polymerizing ethylenically unsaturated monomers, the (co)polymers obtainable by this process and the use of multifunctional triazinyl based 2,2,6,6 tetramethylpiperidine-1-oxyls in combination with a free radical initiator, or a multifunctional triazinyl based 2,2,6,6 tetramethylpiperidine-1-oxyl-ethers for controlled polymerization. In a particularly preferred embodiment at least one additional heating step at a temperature from 140 to 280&deg; C. is applied after polymerization is completed.

The present invention relates to a polymerizable composition, comprising a) at least one ethylenically unsaturated monomer or oligomer, b) a radical source capable of starting polymerization of the ethylenically unsaturated monomer or oligomer and c) at least one compound of formula (I), wherein n is 1 or 2; R , R , R , R are each independently of one another C -C alkyl, C -C alkenyl or C -C alkinyl; or R and R and/or R and R form together with the linking carbon atom a C -C cycloakyl radical; R , R , R , R are each independently of one another hydrogen, C -C alkyl, C -C alkenyl or C C alkinyl; X is &mdash;O&mdash;, &mdash;O&mdash;C(O)&mdash;, &mdash;NR &mdash; or &mdash;NR &mdash;C(O)&mdash;; R is hydrogen, C -C alkyl or phenyl; if n is 1, R is C -C alkyl, C -C alkenyl or C -C alkinyl; if n is 2, R is C -C alkylen, C -C alkenylen or C -C alkinylen. Further objects of the present invention are a process for polymerization and the use of compounds of formula (I) for the polymerization of ethylenically unsaturated monomers.

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Bologna, Italy

Wiebke Wunderlich