Thermoassociative and exchangeable copolymers, composition comprising same
AssigneesTotal Marketing Services, Centre National De La Recherche Scientifique, Ecole Superieure De Physique Et De Chimie Industrielles De La Ville De Paris
InventorsThibault Derouineau, Fanny Briand, Gregory Descroix, Renaud Nicolay
Life of this patent
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Abstract
Compositions resulting from the mixing of at least one copolymer A1, resulting from the copolymerization of at least one monomer functionalized by diol functions with at least one styrenic monomer, and at least one compound A2 comprising at least two boronic ester functions. They have very varied rheological properties depending on the proportion of compounds A1 and A2 used. Composition resulting from the mixing of at least one lubricating oil with such a composition of associative and exchangeable polymers and use of this composition for lubricating a mechanical part.
Claims14
A composition resulting from the mixing of at least one polydiol random copolymer A1 resulting from the copolymerization:
- of from 1 mol % to 30 mol % of at least one first monomer M1 of general formula (I):
- in which:
- R1 is chosen from the group formed by —H, —CH3 and —CH2—CH3;
- x is an integer ranging from 1 to 18;
- y is an integer equal to 0 or 1;
- X1 and X2, which may be identical or different, are chosen from the group formed by hydrogen, tetrahydropyranyl, methyloxymethyl, tert-butyl, benzyl, trimethylsilyl and t-butyldimethylsilyl;
- or
- X1 and X2 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 C1-C11 alkyl;
- or
- X1 and X2 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 C6-C30 aryl, a C7-C30 aralkyl and a C2-C30 alkyl;
- with from 8 mol % to 92 mol % of at least one second monomer M2 of general formula (II-B):
- in which:
- R2 is —CH3;
- and
- R′″3 is a linear C9-C15 alkyl group, and with from 0.1 mol % to 62 mol % of at least one third monomer M2 of general formula (II B) in which:
- R2 is —CH3;
- and
- R′″3 is a linear C16C24 alkyl group, and
- with from 5 mol % to 22 mol % of styrene
- wherein the polydiol random copolymer A1 is obtained by a process comprising at least:
- one step of radical polymerization controlled by reversible addition fragmentation chain transfer in the presence of a transfer agent having a thiocarbonylthio group and
- a step of removal of the thiocarbonylthio group from the polydiol random copolymer A1,
- a compound A2 comprising at least two boronic ester functions,
- wherein compound A2 is a compound of formula (III):
- in which:
- w1 and w2, which may be identical or different, are integers chosen between 0 and 1;
- R4, R5, R6 and R7, which may be identical or different, represent a group chosen from a hydrogen atom, 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 C6-C18 aryl, a C6-C18 aralkyl and a C2-C24 hydrocarbon-based chain, or 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 R8 are identical or different divalent bonding groups, chosen from the group formed by C6-C18 aryl, a C7-C24 aralkyl and a C2-C24 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;
- R9 is chosen from the group formed by —H, —CH3 and —CH2—CH3;
- R10 and R11, which may be identical or different, represent a group chosen from a hydrogen atom, 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;
- with at least one second monomer M5 of general formula (V):
- in which:
- R12 is chosen from the group formed by —H, —CH3 and —CH2—CH3;
- R13 is chosen from the group formed by a C6-C18 aryl, a C6-C18 aryl substituted with a group R′13, —C(O)—O—R′13;
- —S—R′13, —C(O)—N(H)—R′13 with R′13 being a C1-C30alkyl group,
- and wherein the mass ratio between copolymer A1 and compound A2 (ratio A1/A2) ranges from 0.05 to 20.
Dependencies are inferred from the claim text.