Alpha/alpha-prime-alkoxylated glycerol linear carbonic esters

Patent metadata

Field	Value
Publication number	US-10071952-B2
Application number	US-201815904181-A
Country	US
Kind code	B2
Filing date	Feb 23, 2018
Priority date	Dec 26, 2012
Publication date	Sep 11, 2018
Grant date	Sep 11, 2018

Abstract

Alpha/alpha-prime/alkoxylated glycerol linear carbonic esters have formula (VI):

where p is an integer higher than 1, x is an integer equaling 0 or 1 with x not always being zero, and M 1 is hydrogen (H). Q 1 can be a hydrocarbon aliphatic group, an amino hydrocarbon group or an oxygenated amino hydrocarbon group. G 1 can be an α/α′-alkoxylated propyl group of general formula (II′):

where R 4 , R 5 and R 6 are variously hydrogen (H), an alkyl or an amino-alkyl group having 1 to 5 carbon atoms, or general formula (VII):

where R7 is a H or a hydrocarbon group having 1 to 6 carbon atoms, and m is an integer between 0 and 10 inclusive, and X is —O— or —NH—.

First claim

What is claimed is:

1. α/α′-alkoxylated linear glycerol cyclic carbonic ester of formula (VI):

where:
p is an integer higher than 1 and differing from 1;
x is an integer equaling 0 or 1 and possibly varying in formula (VI) in each group of formula (VI-a):

x not always being zero; and:
M 1 is hydrogen (H); and
Q 1 is an organic group selected from the group consisting of hydrocarbon aliphatic groups, amino hydrocarbon groups and oxygenated amino hydrocarbon groups; and
G 1 is an α/α′-alkoxylated propyl group of following general formula (II′):

where:
R 4 , R 5 and R 6 are hydrogen (H), or
R 4 and R 5 are hydrogens (H) and R 6 is an alkyl or an amino-alkyl group having 1 to 5 carbon atoms, or
R 4 , R 5 and R 6 are selected from the group consisting of hydrogen (H) and organic groups of following general formula (VII):

where:
R7 is selected from the group consisting of a H and a hydrocarbon group having 1 to 6 carbon atoms;
m is an integer between 0 and 10 inclusive; and
X is selected from the group consisting of —O— and —NH—.

2. The compound according to claim 1 of formula (VIII):

where:
q is an integer higher than 1 and differing from 1; and
x is an integer equal to 0 or 1 possibly varying in formula (VIII) in each group (VIII-a):

x not always being zero; and
M 3 is hydrogen (H) and
Q 3 is an organic group selected from the group consisting of hydrocarbon aliphatic groups, amino hydrocarbon groups and oxygenated amino hydrocarbon groups.

3. The compound according to claim 1 of formula (IX):

where:
q is an integer higher than 1 and differing from 1; and
x is an integer equal to 0 or 1 possibly varying in formula (IX) in each group of formula (IX-a):

x not always being zero; and
M 3 is hydrogen (H); and
Q 3 is an organic group selected from the group consisting of hydrocarbon aliphatic groups, amino hydrocarbon groups and oxygenated amino hydrocarbon groups.

4. The compound according to claim 1 , wherein Q 1 represents the group —CH 2 —CH 2 —NH 2 .

5. The compounds according to claim 2 , wherein Q 3 represents the group —CH 2 —CH 2 —NH 2 .

6. The compounds according to claim 3 , wherein Q 3 represents the group —CH 2 —CH 2 —NH 2 .

7. The compound according to claim 1 of formula (V):

where n is an integer higher than 1 and differing from 1.

8. The compound according to claim 1 , wherein R 4 , R 5 and R 6 are selected from the group consisting of hydrogen (H) and organic groups of formula (VII):

where:
R7 is selected from the group consisting of a H and a hydrocarbon group having 1 to 6 carbon atoms;
m is an integer between 0 and 10 inclusive; and
X is selected from the group consisting of —O— and —NH—.

9. A composition comprising at least one α/α′-alkoxylated glycerol linear carbonic ester according to claim 1 .

Assignees

• Chryso
• Inst Nat Polytechnique Toulouse
• Inst Nat De La Rech Agronomique Inra

Inventors

• LEISING FRéDéRIC
• MOULOUNGUI ZéPHIRIN

Classifications

• C07C69/96 Primary

  Esters of carbonic or haloformic acids · CPC title

• C07C68/06

  from organic carbonates · CPC title