Thermoassociative additive compositions, the association of which is controlled, and lubricating compositions containing same

Patent metadata

Field	Value
Publication number	US-11319503-B2
Application number	US-201716463547-A
Country	US
Kind code	B2
Filing date	Nov 21, 2017
Priority date	Nov 23, 2016
Publication date	May 3, 2022
Grant date	May 3, 2022

Abstract

The invention concerns additive compositions obtained by mixing at least two thermoassociative and exchangeable compounds and at least one boronic ester compound that enables the association of these two copolymers to be controlled; a lubricating composition obtained by mixing at least one lubricating base oil, at least two thermoassociative and exchangeable compounds, and at least one boronic ester compound that enables the association of these two copolymers to be controlled; a method for adjusting the viscosity of a lubricating composition obtained by mixing at least one lubricating base oil and at least two thermoassociative and exchangeable compounds; and the use of a boronic ester compound to adjust the viscosity of a lubricating composition.

First claim

The invention claimed is:

1. A composition resulting from the mixing of at least
one polydiol random copolymer A1,
one compound A2 comprising at least two boronic ester functions,
one exogenous compound A5 chosen from those corresponding to formula (XI):

in which:
Q represents a group chosen from a hydrocarbon-based group comprising from 1 to 30 carbon atoms, optionally substituted with one or more groups chosen from: a hydroxyl, a group —OJ or —C(O)—O-J with J being a hydrocarbon-based group comprising from 1 to 24 carbon atoms,
G 4 and G 5 , which may be identical or different, represent groups chosen from a hydrogen atom, a C1-C24 alkyl, a hydroxyl and a group —OJ or —C(O)—O-J with J being a C1-C24 alkyl,
g represents 0 or 1,
wherein the molar percentage of exogenous compound A5 relative to the diol functions of the random copolymer A1 ranges from 1% to 150% and the mass ratio between copolymer A1 and compound A2 (ratio A1/A2) ranges from 0.05 to 20,
wherein the random copolymer A1 results from the copolymerization:
of at least one first monomer M1 of general formula (I):

in which:
R 1 is chosen from the group formed by —H, —CH 3 and —CH 2 —CH 3 ;
x is an integer ranging from 1 to 18;
y is an integer equal to 0 or 1;
X 1 and X 2 , which may be identical or different, are chosen from the group formed by hydrogen, tetrahydropyranyl, methyloxymethyl, tert-butyl, benzyl, trimethylsilyl and t-butyldimethylsilyl;

or
X 1 and X 2 form, with the oxygen atoms, a bridge having the following formula

in which:
the asterisks (*) symbolize the bonds to oxygen atoms,
R′ 2 and R″ 2 , which may be identical or different, are chosen from the group formed by hydrogen and a C 1 -C 11 alkyl;

or
X 1 and X 2 form, with the oxygen atoms, a boronic ester having the following formula:

in which:
the asterisks (*) symbolize the bonds to oxygen atoms,
R′″ 2 is chosen from the group formed by a C 6 -C 30 aryl, a C 7 -C 30 aralkyl and a C 2 -C 30 alkyl;
with at least one second monomer M2 of general formula (II):

in which:
R 2 is chosen from the group formed by —H, —CH 3 and —CH 2 —CH 3 ,
R 3 is chosen from the group formed by a C 6 -C 18 aryl, a C 6 -C 18 aryl with a group R′ 3 , —C(O)—O—R′ 3 , —O—R′ 3 , —S—R′ 3 and —C(O)—N(H)—R′ 3 with R′ 3 being a C 1 -C 30 alkyl group.

2. The composition as claimed in claim 1 , in which the exogenous compound A5 is chosen from those corresponding to formula (XIA):

in which:
G 1 , G 2 , G 3 , G 4 and G 5 , which may be identical or different, represent groups chosen from a hydrogen atom, a C1-C24 alkyl, a hydroxyl and a group —OJ or —C(O)—O-J with J being a C1-C24 alkyl,

g represents 0 or 1.

3. The composition as claimed in claim 2 , in which the exogenous compound A5 is chosen from those corresponding to formula (XI B):

wherein G4 and G5, which may be identical or different, represent groups chosen from a hydrogen atom, a C1-C24 alkyl, a hydroxyl and a group —OJ or —C(O)—O-J with J being a C1-C24 alkyl.

4. The composition as claimed in claim 3 , in which the exogenous compound A5 is chosen from those corresponding to formula (XI B) with g=0, G 4 =H and G 5 represents a C1-C24 alkyl.

5. The composition as claimed in claim 1 , in which the random copolymer A1 results from the copolymerization of:
at least one first monomer M1 of general formula (I),
with at least one second monomer M2 of general formula (II):

in which:
R 2 is chosen from the group formed by —H, —CH 3 and —CH 2 —CH 3 ,
R 3 is chosen from the group formed by —C(O)—O—R′ 3 , —O—R′ 3 , —S—R′ 3 and —C(O)—N(H)—R′ 3 with R′ 3 being a C 1 -C 30 alkyl group,
and
with at least one third monomer M3 of general formula (X):

in which:
Z 1 , Z 2 and Z 3 , which may be identical or different, represent groups chosen from a hydrogen atom, a C 1 -C 12 alkyl, and a group —OZ′ or —C(O)—O—Z′ with Z′ being a C 1 -C 12 alkyl.

6. The composition as claimed in claim 5 , in which the third monomer M3 is styrene.

7. The composition as claimed in claim 5 , in which the random copolymer A1 results from the copolymerization of at least one monomer M1 with at least two monomers M2 bearing different groups R 3 and at least one monomer M3.

8. The composition as claimed in claim 7 , in which the two monomers M2 of the random copolymer A1 have the general formula (II-B):

in which:
R 2 is chosen from the group formed by —H, —CH 3 and —CH 2 —CH 3 ;
R′″ 3 is a C 9 -C 30 alkyl group.

9. The composition as claimed in claim 1 , in which the random copolymer A1 has a number-average degree of polymerization ranging from 40 to 2000.

10. The composition as claimed in claim 1 , in which the random copolymer A1 has a polydispersity index (Ip) ranging from 1.05 to 4.0.

11. The composition as claimed in claim 1 , in which compound A2 is a compound of formula (III):

in which:
w 1 and w 2 , which may be identical or different, are integers chosen between 0 and 1;
R 4 , R 5 , R 6 and R 7 , which may be identical or different, are chosen from the group formed by hydrogen and a hydrocarbon-based group comprising from 1 to 30 carbon atoms, optionally substituted with one or more groups chosen from: a hydroxyl, a group —OJ or —C(O)—O-J with J being a hydrocarbon-based group comprising from 1 to 24 carbon atoms;
L is a divalent bonding group chosen from the group formed by a C 6 -C 18 aryl, a C 6 -C 18 aralkyl and a C 2 -C 24 hydrocarbon-based chain.

12. The composition as claimed in claim 1 , in which compound A2 is a random copolymer resulting from the copolymerization
of at least one monomer M4 of formula (IV):

in which:
t is an integer equal to 0 or 1;
u is an integer equal to 0 or 1;
M and R 8 are identical or different divalent bonding groups, chosen from the group formed by C 6 -C 18 aryl, a C 7 -C 24 aralkyl and a C 2 -C 24 alkyl,
X is a function chosen from the group formed by —O—C(O)—, —C(O)—O—, —C(O)—N(H)—, —N(H)—C(O)—, —S—, —N(H)—, —N(R′ 4 )— and —O— with R′ 4 being a hydrocarbon-based chain comprising from 1 to 15 carbon atoms;
R 9 is chosen from the group formed by —H, —CH 3 and —CH 2 —CH

Assignees

• Total Marketing Services
• Centre Nat Rech Scient
• Ecole Superieure Physique & Chimie Ind Ville De Paris

Inventors

• Derouineau Thibault
• Briand Fanny
• Descroix Gregory
• Nicolay Renaud

Classifications

• C08K5/55

  Boron-containing compounds {(C08K5/0091 takes precedence)} · CPC title

• C10M161/00 Primary

  Lubricating compositions characterised by the additive being a mixture of a macromolecular compound and a non-macromolecular compound, each of these compounds being essential · CPC title

• C10M2205/04

  containing aromatic monomers, e.g. styrene · CPC title

• C10N2030/68

  Shear stability · CPC title

• C10M2229/00

  Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions · CPC title