Nitroxyl derivatives with glycidyl or alkylcarbonyl groups as initiators for radical polymerization

US6566468B1 · kind B1 · utility

Assignee

• Ciba Specialty Chemicals Corporation · US

Inventors

• Francesco Fuso · Therwil, CH
• Michael Roth · Herbstein, DE
• Wiebke Wunderlich · Mainz, DE

Key dates

• Filing date: Sep 5, 2000
• Grant date: May 20, 2003
• Expiry date: Sep 5, 2020

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D211/94
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Glycidyl and alkylcarbonyl functional nitroxide radical polymerization initiator compounds of formula (Ia) or (Ib), where R1, R2 and A are as defined within,R3 is a radical of formula (II)  whereX is phenylene, naphthylene or biphenylene, which are unsubstituted or substituted by NO2, halogen, amino, hydroxy, cyano, carboxy, C1-C4alkoxy, C1-C4alkylthio, C1-C4alkylamino or di(C1-C4alkyl)amino;the R12 are independently of each other H or CH3;D is a group  a group C(O)—R13 or a group C(O)—R9—C(O)—R13;R13 is C1-C18alkyl andm is a number from 1 to 4, provide polymeric resin products having low polydispersity, polymerization processes that proceed with good monomer to polymer conversion efficiencies and polymers that contain a glycidyl or alkylcarbonyl group.