Organosilicon compounds and process for the preparation thereof

Organic compounds -- part of the class 532-570 series – Organic compounds – Azo

Reexamination Certificate

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Reexamination Certificate

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07943747

ABSTRACT:
Functionalized organosilicon compounds comprising at least one activated azo group of formula (I): [(G0)3SiO1/2]m[(G0)2SiO2/2]n[G0SiO3/2]o[SiO4/2]p[(G2)a(G1)a′(Z-CO—HN═NH—CO-A)SiO(3-a-a′)/2], for example a mixture of silane species of formula (ia): (C2H5O)3Si—(CH2)3—NH—CO—N═N—COOC2H3; with siloxane species of formulae: (2i.1a): [(CH3)3SiO1/2] [(C2H5O)2{(CH2)3—NH—CO—N═N—COOC2H5} SiO2/2] and (2i.2a): [(CH3)3SiO1/2]2[(C2H5O) {(CH2)3—NH—CO—N═N—COOC2H5} SiO2/2], are prepared from at least one hydrazino precursor (II) (—HN—NH—) of compound (I), by oxidizing the precursor (II) into an azo group for the compound (I) utilizing at least one oxidizing agent (Ox) and at least one vase (B) and also a supplementary reagent selected from among silanes of formula (III): (G DEG)4-p1Si (G2′)p1 [for example, (CH3)3(C2HSO)Si].

REFERENCES:
patent: 4118367 (1978-10-01), Dawes et al.
patent: 5362794 (1994-11-01), Inui et al.
patent: 2009/0215999 (2009-08-01), Sterin
patent: 2009/0216000 (2009-08-01), Sterin
Mitchell, H. et al, “Animation of Arenes with Electron-Deficient Azodicarboxylates,” J. Org. Chem., 1994, pp. 682-687, vol. 59.
Dawes, K et al., Chemical modification of natural rubber—a new silane coupling agent, Plastics and Rubber: Materials and Applications, Feb. 1978, pp. 23-26, XP0009060017, London, England.
Dawes, K et al., Chemical modification of natural rubber—a new silane coupling agent, Rubbercon '77, 1977, pp. 18.1-18.11.

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