Enzymatic process for preparing organosilicon group containing photoinitiators

US7005281B2 · kind B2 · utility

Assignee

• Ciba Specialty Chemicals Corporation · US

Inventors

• Reinhold Öhrlein · Rheinfelden (Baden), DE
• Kai-Uwe Schoning · Oberwil, CH
• Gabriele Baisch · Binzen, DE
• Jemima Schmidt · Maulburg, DE
• Gisele Baudin · Allschwil, CH
• Tunja Jung · Rheinfelden (Baden), DE

Key dates

• Filing date: Feb 25, 2003
• Grant date: Feb 28, 2006
• Expiry date: Feb 25, 2023

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C12P9/00
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The invention relates to a process for preparing organosilicon group containing photoinitiators of the formula (I), wherein m is a number from 1 to 200; q is 0 or 1; A is IN-C(O)—O—CHR3—Y— or IN-C(O)—NH—CHR3—Y—; A′ is A or R1′; R1 and R1′, R2 and R2′ are C1–C18alkyl or phenyl, or —(O)q—SiR1R1′R2; R3 is hydrogen or C1–C6alkyl, Y is a divalent group selected from C1–C10alkeylene, C2–C10alkenylene or —(CH2)b—O—(CH2)a—; and b are each independently of the other a number of 1 to 6; IN is a photolabile functional moiety of the formula (II) or (III), wherein R4 is hydrogen or —C(O)—C(O)—OH or —C(O)—C(O)—OC1–C6alkyl and n is 1–3; R5 and R6 are C1–C12alkyl or together are cycloC5–C7alkyl; R7 is hydroxy, C1–C6alkoxy or morpholinyl; X is —(CH2)a—, —(CH2)b—O—(CH2)a— or —(CH2)b—O—CO—(CH2)a—; a and b are each independently of the other a number of 1 to 6; whereby the process is characterized in that a photolabile functional moiety containing a carboxy group (IN-COOH) or an alkoxycarbonyl group (IN-CO—OC1–C6alkyl) is reacted with a carbinol- or amino terminated organosilicon compound of the formula (IV), wherein m, R1 and R1′, R2 and R2′ are as defined above and B is —Y—CHR3—OH or —Y—CHR3—NH2; B′…