Moisture-curing polyether carbonate containing alkoxysilyl groups

Patent metadata

Field	Value
Publication number	US-10358526-B2
Application number	US-201515511664-A
Country	US
Kind code	B2
Filing date	Sep 21, 2015
Priority date	Sep 23, 2014
Publication date	Jul 23, 2019
Grant date	Jul 23, 2019

Abstract

The present invention relates to a method for producing polyether carbonates containing alkoxysilyl groups in which (a) an unsaturated polyether carbonate polyol is reacted with (b) an alkoxysilane compound of formula (II) Si(X)m(R1)n(R2)o (II), where X═H, Y—S—H and Y=C1-C22 alkylene, C6-C14 arylene, C7-C14 aralkylene, C7-C14 alkylarylene; R1=C1-C8 alkoxy, C7-C20-aralkoxy, C6-C14 aroxy, C7-C20 alkylaroxy; R2=C1-C22 alkyl, C6-C14 aryl, C7-C14 aralkyl, C7-C14 alkylaryl, and m and n represent, independently of one another, an integer ≥1, o is zero or an integer ≥1 and m+n+o=4. The invention further relates to the production of a polyurethane polymer using such a polyether carbonate, a cross-linked, siloxane group containing polymer and a molded part containing or consisting of said cross-linked polymer.

First claim

The invention claimed is:

1. A process for preparing polyether carbonates containing alkoxysilyl groups or polyether carbonate polyols containing alkoxysilyl groups, comprising reacting
(a) an unsaturated polyether carbonate polyol with
(b) an alkoxysilane compound corresponding to the formula (II)
Si(X) m (R1) n (R2) o   (II)

wherein:
X represents H or Y—S—H
wherein
Y represents a C 1 -C 22 alkylene group, a C 6 -C 14 arylene group, a C 7 -C 14 aralkylene group, or a C 7 -C 14 alkylarylene group;

R1 represents a C 1 -C 8 alkoxy group, a C 7 -C 20 aralkoxy group, a C 6 -C 14 aroxy group, a C 7 -C 20 alkylaroxy group;
R2 represents a C 1 -C 22 alkyl group, a C 6 -C 14 aryl group, a C 7 -C 14 aralkyl group, a C 7 -C 14 alkylaryl group;
m and n are independently an integer ≥ 1;
o is zero or an integer ≥ 1; and
m+n+o=4.

2. The process as claimed in claim 1 , wherein the unsaturated polyether carbonate polyol is obtainable by a process comprising
(α) initially charging an H-functional starter compound and a catalyst; then
(γ) metering in carbon dioxide, at least one alkylene oxide and at least one unsaturated comonomer comprising at least one of unsaturated alkylene oxides and unsaturated cyclic anhydrides of organic acids.

3. The process as claimed in claim 2 , wherein said catalyst comprises a double metal cyanide catalyst.

4. The process as claimed in claim 2 , wherein the proportion of unsaturated comonomers in the preparation of the unsaturated polyether carbonate polyol is 0.1 to 50 mol % based on the total molar amount of carbon dioxide, alkylene oxide and comonomers.

5. The process as claimed in claim 1 , wherein m=1.

6. The process as claimed in claim 1 , additionally comprising a compound selected from the group consisting of photoinitiators, peroxides, azo compounds, metal-activated peroxides, redox initiators and mixtures thereof.

7. The process as claimed in claim 1 , additionally comprising a hydrosilylation catalyst selected from the group consisting of the Karstedt or Speier catalysts, elemental platinum, elemental platinum on a support composed of activated carbon or alumina, or mixtures thereof.

8. The process as claimed in claim 1 additionally comprising reacting the OH groups of the unsaturated polyether carbonate polyol with a protecting reagent to introduce protecting groups, prior to the reaction of the unsaturated polyether carbonate polyol with the alkoxysilane compound of the formula (II), wherein said protecting reagent is selected from the group comprising trimethyloxonium tetrafluoroborate, methyl mesylate, methyl tosylate, dimethyl sulfate, methyl triflate, diazomethane, acetic anhydride, chloroacetyl anhydride, trifluoroacetyl anhydride, N,O-bis(trimethylsilyl) acetamide, hexamethyldisilazane in an equimolar mixture with chlorotrimethylsilane or with chlorotrimethylsilane in a molar excess, chlorotrimethylsilane, trimethylsilyl triflate, trityl chloride, o-nitrobenzyl chloride, tosyl chloride, mesyl chloride, tetrahydropyran and isobutene, and, optionally, after the reaction of the unsaturated polyether carbonate polyol with the alkoxysilane compound of the formula (II), removing part or all of the protecting group to obtain a polyether carbonate polyol containing alkoxysilyl groups.

9. The process as claimed in claim 1 , comprising crosslinking a polyether carbonate containing alkoxysilyl groups; by adding water.

10. A crosslinked polymer containing siloxane groups, obtainable by a process as claimed in claim 9 .

11. A coating composition, foam, sealing compound, thermoplastic polymer, thermoset polymer or elastomer which comprising silica fillers and the crosslinked polymer containing siloxane groups of claim 10 .

12. A molded body comprising a crosslinked polymer containing siloxane groups as claimed in claim 10 .

13. An adhesive or sealant composition comprising silica fillers and at least one of an adhesion promoter and/or a filler-activator wherein said adhesion promoter and/or said filler-activator comprises polyether carbonate containing alkoxysilyl groups or of a polyether carbonate polyol containing alkoxysilyl groups as claimed in claim 1 .

14. The process as claimed in claim 1 , comprising crosslinking a polyether carbonate polyol containing alkoxysilyl groups by adding water.

15. The process as claimed in claim 1 , comprising crosslinking a mixture of polyether carbonate containing alkoxysilyl groups and polyether carbonate polyol containing alkoxysilyl groups by adding water.

Assignees

• Covestro Deutschland Ag

Inventors

• Müller Thomas Ernst
• Gürtler Christoph
• Subhani Muhammad Afzal
• Koehler Burkhard

Classifications

• C08G64/42

  Chemical after-treatment · CPC title

• C08G18/5096 Primary

  containing silicon · CPC title

• C08G64/183 Primary

  containing polyether sequences · CPC title

• C08G64/0266 Primary

  containing silicon · CPC title

• C09D175/08

  from polyethers · CPC title