IP Library Granted Patent US 8,058,480
Granted Patent B2
US 8,058,480 · App. 12/432,814 · Granted Nov 15, 2011

Process for the alkoxylation of alcohols

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Quick Facts
Patent No.
US 8,058,480
App. No.
12/432,814
Granted
Nov 15, 2011
Kind
B2
Abstract

Processes for the alkoxylation of alcohols using alkylene epoxides in the presence of boron based catalysts are provided.

Claims (11)

1. A process comprising: contacting one or more alcohols of the formula R 1 OH with one or more 1,2 alkylene epoxides of the formula Q(O), wherein Q is a linear alkylene group of the formula C y H 2y where y is an integer of from 2 to 10, and R 1 is a linear, branched, cyclic, or aromatic hydrocarbyl group, optionally substituted, having from 1 to 30 carbon atoms; at a temperature from about 60° C. to about 200° C. and a pressure from ambient atmospheric pressure to about 1035 KPa; in the presence of a catalyst at a molar ratio of alcohol to catalyst of from about 200 to 15, wherein the catalyst is MB(OR 1 ) x (X) 4−x or B(OR 1 ) 3 /MX, and wherein M is Na + , K + , Li + , R 2 R 3 R 4 R 5 N + , or R 2 R 3 R 4 R 5 P + , and R 2 , R 3 , R 4 , and R 5 independently are hydrocarbyl groups, X is Br, F, or I, and x is 1 to 3;

to form an alkyl alkoxylate of the formula R 1 O(QO) m H wherein m is from 1 to 20.

2. The process of claim 1 wherein the process produces a telomeric mixture of alkyl alkoxylates of the formula R 1 O(QO) m H.

3. The process of claim 1 wherein the process comprises contacting a mixture two or more of said alcohols of formula R 1 OH, with said 1,2-alkylene epoxides.

4. The process of claim 1 wherein R 1 is one or more of a linear fluoroalkyl group of formula C y F 2y+1 CH 2 CH 2 where y is an integer from 2 to 20.

5. The process of claim 1 wherein R 1 is one or more of an alkyl group or a phenyl group.

6. The process of claim 1 wherein the alkylene epoxides comprise one or more alkylene epoxides selected from the group consisting of ethylene oxide, propylene oxide and butylene oxide.

7. The process of claim 1 wherein the alkylene epoxide is ethylene oxide.

8. The process of claim 1 wherein the catalyst is formed in situ.

9. The process of claim 1 wherein X is fluoride.

10. The process of claim 1 where M is R 2 R 3 R 4 R 5 N + and R 2 , R 3 , R 4 , and R 5 are alkyl groups of 1 to 4 carbon atoms.

Assignments (4)
SECURITY INTEREST Recorded Apr 4, 2018
From: THE CHEMOURS COMPANY FC, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 045846/0011 →
RELEASE OF SECURITY INTEREST Recorded Apr 4, 2018
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 045845/0913 →
SECURITY AGREEMENT Recorded Jun 10, 2015
From: THE CHEMOURS COMPANY FC LLC; THE CHEMOURS COMPANY TT, LLC
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 035839/0675 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 15, 2015
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 035432/0023 →