Process for the preparation of eugenol polyethers that can be hydrosilylated and eugenol polyethersiloxanes and use thereof

Patent metadata

Field	Value
Publication number	US-10160832-B2
Application number	US-201515508386-A
Country	US
Kind code	B2
Filing date	Aug 11, 2015
Priority date	Sep 5, 2014
Publication date	Dec 25, 2018
Grant date	Dec 25, 2018

Abstract

The present invention relates to a process for producing hydrosilylatable, eugenol-based polyethers, to the conversion thereof into polyether siloxanes and also to the products that may be produced by this process and to the use of said products as surfactants.

First claim

The invention claimed is:

1. A process for producing alkoxylation products, the process comprising:
(1) reacting at least one epoxide with eugenol in the presence of at least one transition metal catalyst, wherein the at least one transition metal catalyst is a double metal cyanide catalyst.

2. The process according to claim 1 , wherein at least one epoxide is at least one member selected from the group consisting of ethylene oxide, propylene oxide, isobutylene oxide, epichlorohydrin, 2,3-epoxy-1-propanol, butylene oxide, 2,3-epoxybutane, 2,3-dimethyl-2,3-epoxybutane, 1,2-epoxypentane, 1,2-epoxy-3-methylpentane, 1,2-epoxyhexane, 1,2-epoxycyclohexane, 1,2-epoxyheptane, 1,2-epoxyoctane, 1,2-epoxynonane, 1,2-epoxydecane, 1,2-epoxyundecane, 1,2-epoxydodecane, styrene oxide, 1,2-poxycyclopentane, 1,2-epoxycyclohexane, vinylcyclohexene oxide, (2,3-epoxypropyl)benzene, vinyloxirane, 3-phenoxy-1,2-epoxypropane, 2,3-epoxy methyl ether, 2,3-epoxy ethyl ether, 2,3-epoxy isopropyl ether, 3,4-epoxybutyl stearate, 4,5-epoxypentyl acetate, 2,3-epoxypropane methacrylate, 2,3-epoxypropane acrylate, glycidyl butyrate, methyl glycidate, ethyl 2,3-epoxybut:anoate, 4-(trimethylsilyl)butane 1,2-epoxide, 4-(triethylsilyl)butane 1,2-epoxide, 3-(perfluoromefuyl)-1,2-epoxypropane, 3-(perfluoroethyl)-1,2-epoxypropane, 3-(perfluorobutyl)-1,2-epoxypropane, 3-(perfluorohexyl)-1,2-epoxypropane, 4-(2,3-epoxypropyl)morpholine, and 1-(oxiran-2-ylmethyl)pyrrolidin-2-one.

3. The process according to claim 1 , wherein the at least one epoxide is at least one member selected from the group consisting of ethylene oxide and propylene oxide.

4. The process according to claim 3 , wherein ethylene oxide and propylene oxide are employed in a molar ratio of from 3:1 to 1:3.

5. The process according to claim 1 , further comprising co-reacting at least one further component selected from the group consisting of a cyclic anhydride, CO 2 , a glycidyl ether, and a lactone.

6. The process according to claim 1 ,
wherein, during said (1) reacting, a further component is present, and
wherein the process further comprises:
(2) reacting at least one product from said (1) reacting with at least one Si—H functional siloxane.

7. The process according to claim 6 , wherein,
during said (2) reacting, at least one product from said (1) reacting is reacted with at least one Si—H functional siloxane and a further component that comprises a terminally unsaturated group.

Assignees

• Evonik Degussa Gmbh

Inventors

• Lobert Matthias
• Ferenz Michael
• Roland Katrin
• Schierle Thorsten

Classifications

• C08G65/2645

  Metals or compounds thereof, e.g. salts · CPC title

• C08G77/46

  containing polyether sequences · CPC title

• C08G64/34 Primary

  and cyclic ethers · CPC title

• C08G65/336

  containing silicon · CPC title

• C08G65/2603

  the other compounds containing oxygen · CPC title