Compositions of thermoassociative additives with controlled association and lubricant compositions containing them

Patent metadata

Field	Value
Publication number	US-10508250-B2
Application number	US-201615543100-A
Country	US
Kind code	B2
Filing date	Jan 11, 2016
Priority date	Jan 15, 2015
Publication date	Dec 17, 2019
Grant date	Dec 17, 2019

Abstract

The present disclosure relates to novel compositions of additives that result from mixing at least two thermoassociative and exchangeable copolymers and at least one compound for controlling the association of these two copolymers. A lubricant composition results from mixing at least one lubricating base oil, at least two thermoassociative and exchangeable copolymers and at least one compound for controlling the association of these two copolymers. The present disclosure also relates to a process for modulating the viscosity of a lubricant composition that results from mixing at least one lubricating base oil, at least two thermoassociative and exchangeable copolymers; as well as the use of a diol compound for modulating the viscosity of a lubricant composition.

First claim

The invention claimed is:

1. A composition of additives resulting from mixing at least:
a polydiol random copolymer A1;
a random copolymer A2 comprising at least two boronic ester functions and able to associate with the polydiol random copolymer A1 by at least one transesterification reaction; and
an exogenous compound A4 selected from 1,2-diols and 1,3-diols,
wherein a molar percentage of exogenous compound A4 relative to the boronic ester functions of the random copolymer A2 ranges from 0.025 to 5000, and
a weight ratio of the polydiol random copolymer A1 to the random copolymer A2 (A1/A2 ratio) ranges from 0.005 to 200.

2. The composition of additives according to claim 1 , wherein the random copolymer A1 results from the copolymerization:
(a) of at least one first monomer M1 of a general formula (I):

in which:
R 1 is selected from a 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 , identical or different, are selected from a group formed by hydrogen, tetrahydropyranyl, methyloxymethyl, tert-butyl, benzyl, trimethylsilyl and t-butyl dimethylsilyl;

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

in which:
the stars (*) represent bonds to the oxygen atoms,
R′ 2 and R″ 2 , identical or different, are selected from a group formed by hydrogen and a C 1 -C 11 alkyl, preferably methyl;

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

in which:
the stars (*) represent bonds to the oxygen atoms,
R′″ 2 is selected from a group formed by a C 6 -C 18 aryl, a C 7 -C 18 aralkyl and C 2 -C 18 alkyl;

(b) with at least one second monomer M2 of general formula (II):

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

3. The composition of additives according to claim 2 , wherein the random copolymer A1 results from the copolymerization of at least one monomer M1 with at least two monomers M2 having different groups R 3 .

4. The composition of additives according to claim 3 , wherein
one of the monomers M2 of the random copolymer A1 has a general formula (II-A):

in which:
R 2 is selected from a group formed by —H, —CH 3 and —CH 2 —CH 3 ,
R″ 3 is a C 1 -C 14 alkyl group,

and the other monomer M2 of the random copolymer A1 has a general formula (II-B):

in which:
R 2 is selected from a group formed by —H, —CH 3 and —CH 2 —CH 3 , and
R′″ 3 is a C 15 -C 30 alkyl group.

5. The composition of additives according to claim 2 , wherein side chains of the random copolymer A1 have an average length ranging from 8 to 20 carbon atoms.

6. The composition of additives according to claim 2 , wherein the random copolymer A1 has a molar percentage of monomer M1 of formula (I) in the copolymer ranging from 1 to 30%.

7. The composition of additives according to claim 1 , wherein the random copolymer A2 results from copolymerization
(a) of at least one monomer M3 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 divalent binding groups, identical or different, selected from a group formed by a C 6 -C 18 aryl, a C 7 -C 24 aralkyl and a C 2 -C 24 alkyl;
X is a function selected from a 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 a hydrocarbon-containing chain comprising from 1 to 15 carbon atoms;
R 9 is selected from a group formed by —H, —CH 3 and —CH 2 —CH 3 ;
R 10 and R 11 , identical or different, are selected from a group formed by hydrogen and a hydrocarbon-containing group having from 1 to 24 carbon atoms;

(b) with at least one second monomer M4 of general formula (V):

in which:
R 12 is selected from a group formed by —H, —CH 3 and —CH 2 —CH 3 ; and
R 13 is selected from a group formed by a C 6 -C 18 aryl, a C 6 -C 18 aryl substituted with an R′ 13 group, —C(O)—O—R′ 13 ; —O—R′ 13 , —S—R′ 13 and —C(O)—N(H)—R′ 13 with R′ 13 a C 1 -C 25 alkyl group.

8. The composition of additives according to claim 7 , wherein the chain formed by linking together of the R 10 , M, X and (R 8 ) u groups with u equal to 0 or 1 of the monomer of the general formula (IV) of the random copolymer A2 has a total number of carbon atoms ranging from 8 to 38.

9. The composition of additives according to claim 7 , wherein the side chains of the random copolymer A2 have an average length greater than or equal to 8 carbon atoms.

10. The composition of additives according to claim 7 , wherein the random copolymer A2 has a molar percentage of monomer of the formula (IV) in the copolymer ranging from 0.25 to 20%.

11. The composition of additives according to claim 1 , in which the exogenous compound A4 has a general formula (VI):

with:
w 3 an integer equal to 0 or 1; and
R 14 and R 15 , identical or different, selected from a group formed by hydrogen and a hydrocarbon-containing group having from 1 to 24 carbon atoms.

12. The composition of additives according to claim 11 , in which the substituents R 10 , R 11 and the value of the index (t) of the monomer of formula (IV) of the random copolymer A2 are identical respectively to the substituents R 14 , R 15 and to the value of the index w 3 of the exogenous compound A4 of the formula (VI).

13. The composition of additives according to claim 11 , in which at least one of the substituents R 10 , R 11 or the value of the index (t) of the monomer of the formula (IV) of the random copolymer A2 is different respectively from the substituents R 14 , R 15 or the value of the index w 3 of the exogenous compound A4 of formula (VI).

14. A lubricant composition resulting from mixing at least:
a lubricating oil chosen from oils of group I, group II, group III, group IV, and group V of the API classification and a mixture thereof; and
a composition of additives comprising:
a polydiol random copolymer A1;
a random copolymer A2 comprising at least two boronic ester functions and able to associate with the polydiol random copolymer A1 by at least one transesterification reaction; and
an exogenous compound A4 selected from 1,2-diols and 1,3-diols.

15. The lubricant composition according to claim 14 , in which a weight ratio of the random copolymer A1 to the random copolymer A2 (A1/A2 ratio) ranges from 0.00

Assignees

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

Inventors

• Nicolay Renaud
• Nguyen Thi Hang Nga
• Iovine Raphaele
• Descroix Gregory

Classifications

• C10N2070/02

  Concentrating of additives · CPC title

• C10N2030/68

  Shear stability · CPC title

• C10N2030/02

  Pour-point; Viscosity index · CPC title

• C10M2221/02

  Macromolecular compounds obtained by reactions of monomers involving only carbon-to-carbon unsaturated bonds · CPC title

• C10M2217/024

  containing monomers having an unsaturated radical bound to an amido or imido group · CPC title