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US 10,377,844 B2Granted
Thermoassociative and exchangeable copolymers, and compositions comprising same
AssigneesTotal Marketing Services, Ecole Superieure De Physique Et De Chimie Industrielles De La Ville De Paris (Espci), Centre National de la Recherche Scientifique (CNRS)
InventorsThi Hang Nga Nguyen, Renaud Nicolay, Lise Deves
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Abstract
A composition results from the mixture of at least one copolymer A resulting from the copolymerization of at least one monomer functionalized by diol functions and at least one compound A2 comprising at last two boronic ester functions. They have rheological properties which are very varied according to the proportion of the A1 and A2 compounds used. The field is that of associative and exchangeable polymers.
Claims20
A composition resulting from a mixture comprising at least:
- (a) a statistical copolymer A1 resulting from the copolymerization:
- of at least one first monomer M1 of general formula (I):
- in which:
- R1 is selected from a group formed by —H, —CH3, and —CH2—CH3;
- x is an integer ranging from 2 to 18;
- y is an integer equal to 0 or 1;
- X1 and X2, identical or different, are selected from a group formed by hydrogen, tetrahydropyranyl, methyloxymethyl, ter-butyl, benzyl, trimethylsilyl and t-butyl dimethylsilyl;
- or
- X1 and X2 form with the oxygen atoms a bridge of a following formula
- in which:
- the stars (*) symbolize the bonds to the oxygen atoms;
- R′2 and R″2, identical or different, are selected from a group formed by hydrogen and a C1-C11 alkyl;
- or
- X1 and X2 form with the oxygen atoms a boronic ester of the following formula
- in which:
- the stars (*) symbolize the bonds to the oxygen atoms,
- R′″2 is selected from a group formed by a C6-C18 aryl, a C7-C18 aralkyl and C2-C18 alkyl;
- with at least one second monomer M2 of general formula (II):
- in which:
- R2 is selected from a group formed by —H, —CH3 and —CH2—CH3;
- R3 is selected from a group formed by a C6-C18 aryl, a C6-C18 aryl substituted by an R′3, —C(O)—O—R′3;
- —O—R′3, —S—R′3 and —C(O)—N(H)—R′3 group with R′3 a C1-C30 alkyl group;
- and
- (b) a compound A2 comprising at least two boronic ester functions.
21 more elements
The composition according to 1, in which the statistical copolymer A1 has a number-average degree of polymerization ranging from 100 to 2000.
A composition comprising:
- a base oil;
- a copolymer composition resulting from a mixture comprising at least:
- (a) a statistical copolymer A1 resulting from the copolymerization:
- of at least one first monomer M1 of general formula (I):
- in which:
- R1 is selected from a group formed by —H, —CH3, and —CH2—CH3;
- x is an integer ranging from 2 to 18;
- y is an integer equal to 0 or 1;
- X1 and X2, identical or different, are selected from a group formed by hydrogen, tetrahydropyranyl, methyloxymethyl, ter-butyl, benzyl, trimethylsilyl and t-butyl dimethylsilyl;
- or
- X1 and X2 form with the oxygen atoms a bridge of a following formula
- in which:
- the stars (*) symbolize the bonds to the oxygen atoms;
- R′2 and R″2, identical or different, are selected from a group formed by hydrogen and a C1-C11 alkyl;
- or
- X1 and X2 form with the oxygen atoms a boronic ester of the following formula
- in which:
- the stars (*) symbolize the bonds to the oxygen atoms,
- R′″2 is selected from a group formed by a C6-C18 aryl, a C7-C18 aralkyl and C2-C18 alkyl;
- with at least one second monomer M2 of general formula (II):
- in which:
- R2 is selected from a group formed by —H, —CH3 and —CH2—CH3;
- R3 is selected from a group formed by a C6-C18 aryl, a C6-C18 aryl substituted by an R′3, —C(O)—O—R′3;
- —O—R′3, —S—R′3 and —C(O)—N(H)—R′3 group with R′3 a C1-C30 alkyl group;
- and
- (b) a compound A2 of formula (III):
- in which:
- w1 and w2, being identical or different, are integers selected between 0 and 1;
- R4, R5, R6 and R7, being identical or different, are selected from a group formed by hydrogen and a hydrocarbon-containing group having from 1 to 24 carbon atoms;
- and
- L is a divalent bond group and selected from a group formed by a C6-C18 aryl, a C6-C18 aralkyl and a C2-C24 hydrocarbon-containing chain;
- and
- an additive selected from the group consisting of thermoplastics, elastomers, thermoplastic elastomers, thermosetting polymers, pigments, dyes, fillers, plasticizers, fibres, antioxidants, additives for lubricants, compatibilizing agents, anti-foaming agents, dispersant additives, adhesion promoters, stabilizing agents, and combinations thereof,
- wherein a ratio by weight between the copolymer A1 and the compound A2 (ratio A1/A2) ranges from 0.05 to 20, and
- wherein the copolymer composition causes the base oil to thicken as a temperature of the base oil increases.
32 more elements
A method of controlling a viscosity of a lubricant, the method comprising:
- adding a polymer composition to the lubricant,
- wherein the polymer composition results form a mixture comprising:
- (a) a statistical copolymer A1 resulting from the copolymerization:
- of at least one first monomer M1 of general formula (I):
- in which:
- R1 is selected from a group formed by —H, —CH3, and —CH2—CH3;
- x is an integer ranging from 2 to 18;
- y is an integer equal to 0 or 1;
- X1 and X2, identical or different, are selected from a group formed by hydrogen, tetrahydropyranyl, methyloxymethyl, ter-butyl, benzyl, trimethylsilyl and t-butyl dimethylsilyl;
- or
- X1 and X2 form with the oxygen atoms a bridge of a following formula
- in which:
- the stars (*) symbolize the bonds to the oxygen atoms;
- R′2 and R″2, identical or different, are selected from a group formed by hydrogen and a C1-C11 alkyl;
- or
- X1 and X2 form with the oxygen atoms a boronic ester of the following formula
- in which:
- the stars (*) symbolize the bonds to the oxygen atoms,
- R′″2 is selected from a group formed by a C6-C18 aryl, a C7-C18 aralkyl and C2-C18 alkyl;
- with at least one second monomer M2 of general formula (II):
- in which:
- R2 is selected from a group formed by —H, —CH3 and —CH2—CH3;
- R3 is selected from a group formed by a C6-C18 aryl, a C6-C18 aryl substituted by an R′3, —C(O)—O—R′3;
- —O—R′3, —S—R′3 and —C(O)—N(H)—R′3 group with R′3 a C1-C30 alkyl group;
- and
- (b) a compound A2 comprising at least two boronic ester functions,
- wherein the polymer composition increases a viscosity of the lubricant as a temperature of the lubricant increases.
24 more elements
Dependencies are inferred from the claim text.