Silylated polyisocyanates

Patent metadata

Field	Value
Publication number	US-2016168175-A1
Application number	US-201414906210-A
Country	US
Kind code	A1
Filing date	Jul 15, 2014
Priority date	Jul 19, 2013
Publication date	Jun 16, 2016
Grant date	—

Abstract

The present invention relates to silylated polyisocyanates, to processes for preparing them, to their use, and to coating compositions comprising them.

First claim

1 . A process for preparing a polyisocyanate comprising a silyl group, the process comprising: reacting at least one compound (A), which is a di- or polyisocyanate with at least one compound (B), which is an unsaturated alcohol comprising a C═C double bond and a hydroxyl group to obtain a polyisocyanate comprising a urethane group, and
subsequently adding at least one compound (C), which is a silane compound comprising a Si—H bond, by a hydrosilylation, to at least some of the C═C double bonds bonded to the resultant polyisocyanate comprising the urethane group.

2 . The process according to claim 1 , wherein the di- or polyisocyanate comprises a aliphatic or cycloaliphatic diisocyanate or polyisocyanate which is obtained by reacting at least one aliphatic or cycloaliphatic diisocyanate.

3 . The process according to claim 2 , wherein the diisocyanate is selected from the group consisting of hexamethylene 1,6-diisocyanate, 1,3-bis(isocyanatomethyl)cyclohexane, isophorone diisocyanate, and 4,4′- or 2,4′-di(isocyanatocyclohexyl)methane.

4 . The process according to claim 1 , wherein the compound (A) is a polyisocyanate comprising an isocyanurate group, a biuret group, a urethane group, and/or an allophanate group.

5 . The process according to claim 1 , wherein the compound (A) is selected from the group consisting of a polyisocyanate comprising isocyanurate groups and derived from hexamethylene 1,6-diisocyanate, and a polyisocyanate comprising isocyanurate groups and derived from isophorone diisocyanate.

6 . The process according claim 1 , wherein the compound (C) has a formula (V)

where R 9 -R 11 independently are
an alkyl radical or
a radical —O—R 12 ,
where
R 12 is optionally an alkyl or aryl radical.

7 . A process according to claim 1 , wherein the compound (C) is selected from the group consisting of triethylsilane, triisopropylsilane, dimethylphenylsilane, diethoxymethylsilane, dimethoxymethylsilane, ethoxydimethylsilane, phenoxydimethylsilane, triethoxysilane, trimethoxysilane, bistrimethylsiloxymethylsilane, and a mixture thereof.

8 . The process according to claim 1 , wherein the compound (B) comprises precisely one C═C double bond and precisely one hydroxyl group.

9 . The process according to claim 8 , wherein the C═C double bond of the compound (B) is an isolated double bond.

10 . The process according to claim 1 , wherein the compound (B) is selected from the group consisting of (2 propen-1-ol, 2-methyl-2-propen-1-ol, 3-buten-1-ol, 1-buten-3-ol, 3-methyl-2-buten-1-ol, 2-methyl-3-buten-2-ol, 1-octen-3-ol, 2-hexen-1-ol, 1-penten-3-ol, phytol, farnesol, and linalool.

11 . The process according to claim 1 , wherein a stoichiometry of the compound (B) to the isocyanate groups in the compound (A) is from 1:0.1 to 0.1:1.

12 . The process according to claim 1 , wherein said reacting occurs at a temperature of from 40 to 120° C. and said adding occurs at a temperature of from 40 to 80° C.

13 . A silylated polyisocyanate, obtained from the process according to claim 1 .

14 . A coating composition, comprising:
at least one silylated polyisocyanate according to claim 13 , optionally a catalyst capable of catalyzing a reaction of isocyanate groups with isocyanate-reactive groups,
a binder comprising an isocyanate-reactive group,
optionally a coating additive,
optionally a solvent, and
optionally a pigment.

15 . A method for coating a substrate, the method comprising:
coating the substrate utilizing the coating composition according to claim 14 .

Assignees

• Basf Se
• Basf Coatings Ag

Inventors

• Haaf-Kleinhubbert Christina
• Lucas Frederic
• Ahmed Rumman
• Bruchmann Bernd
• Guriyanova Svetlana
• Hickl Markus
• Hintze-Bruening Horst
• In T Veld Pieter
• Schmelter Dirk
• Feldmann Verena

Classifications

• C07F7/1892

  by reactions not provided for in C07F7/1876 - C07F7/1888 · CPC title

• C07F7/1876

  by reactions involving the formation of Si-C linkages · CPC title

• C07F7/1836 Primary

  Chemistry & Metallurgy · mapped topic

• C08G18/28

  characterised by the compounds used containing active hydrogen · CPC title

• C09D175/04

  Polyurethanes · CPC title