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US 11,136,520 B2Granted
Low-friction polymerizable composition
AssigneeLG Chem, Ltd.
InventorsSang Woo Kim, Seunghee Lee, Kiho Ahn, Yulliana Kim
Life of this patent
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Abstract
The present invention relates to a low friction polymerizable composition, a prepolymer thereof, and a friction component material prepared using the same, and the low friction polymerizable composition according to the present invention includes a curing agent and a filler together with a phthalonitrile compound, and thus has an excellent low friction property as well as high heat resistance and excellent processability.
Claims14
A polymerizable composition comprising:
- 100 parts by weight of a phthalonitrile compound;
- 0.02 to 1.5 moles of a curing agent, based on 1 mole of the phthalonitrile compound;
- and
- 5 to 100 parts by weight of a filler;
- wherein the curing agent is an imide-based compound represented by Chemical Formula 9:
- wherein, in Chemical Formula 9, M is a tetravalent radical derived from an aliphatic, alicyclic, or aromatic compound, each of X1 and X2 is independently an alkylene group, an alkylidene group, or a divalent radical derived from an aromatic compound, and
- n is 2 to 200;
- and
- wherein the phthalonitrile compound comprises one or more compounds represented by compositional formula of Chemical Formula 1 and compounds represented by compositional formula of Chemical Formula 5:
- [R11R122SiO1/2]a[R11R12SiO2/2]b[R122SiO2/2]c[R11SiO3/2]d[R12SiO3/2]e[SiO4/2]f [Chemical Formula 1]
- wherein, in Chemical Formula 1,
- each R11 is independently a substituent of the following Chemical Formula 2,
- each R12 is independently hydrogen, an alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, or an aryl group,
- each of a, b, and c is a positive number,
- each of d, e, and f is 0 or a positive number, and
- a+b+c+d+e+f is 1;
- wherein, in Chemical Formula 2,
- X is a group connected to the silicon atom of Chemical Formula 1, and is a single bond, an oxygen atom, a sulfur atom, —S(═O)2—, a carbonyl group, an alkylene group, an alkenylene group, an alkynylene group, —C(═O)—X1—, or —X1—C(═O)—, and X1 is an oxygen atom, a sulfur atom, —S(═O)2—, an alkylene group, an alkenylene group, or an alkynylene group,
- each of R21 to R25 is independently hydrogen, an alkyl group, an alkoxy group, a hydroxyl group, a cyano group, or a substituent of the following Chemical Formula 3, and at least one of R21 to R25 is a substituent of the following Chemical Formula 3;
- wherein, in Chemical Formula 3,
- Y is a single bond, an oxygen atom, a sulfur atom, —S(═O)2—, a carbonyl group, an alkylene group, an alkenylene group, an alkynylene group, —C(═O)—X1—, or —X1—C(═O)—, and X1 is an oxygen atom, a sulfur atom, —S(═O)2—, an alkylene group, an alkenylene group, or an alkynylene group,
- each of R31 to R35 is independently hydrogen, an alkyl group, an alkoxy group, a hydroxyl group, or a cyano group, and two or more of R31 to R35 are cyano groups;
- R51aR52bSiO(4−a−b)/2 [Chemical Formula 5]
- wherein, in Chemical Formula 5,
- R51 is a substituent of the following Chemical Formula 6,
- each R52 is independently hydrogen, an alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, or an aryl group,
- a is 0.01 to 0.4, and
- b is 0.5 to 4;
- wherein, in Chemical Formula 6,
- X′ is a group connected to the silicon atom of Chemical Formula 5, and is a single bond, an oxygen atom, a sulfur atom, —S(═O)2—, a carbonyl group, an alkylene group, an alkenylene group, an alkynylene group, —C(═O)—X1—, or —X1—C(═O)—, and X1 is an oxygen atom, a sulfur atom, —S(═O)2—, an alkylene group, an alkenylene group, or an alkynylene group,
- each of R61 to R65 is independently hydrogen, an alkyl group, an alkoxy group, a hydroxyl group, a cyano group, or a substituent of the following Chemical Formula 7, and at least one of R61 to R65 is a substituent of the following Chemical Formula 7;
- wherein, in Chemical Formula 7,
- Y′ is a single bond, an oxygen atom, a sulfur atom, —S(═O)2—, a carbonyl group, an alkylene group, an alkenylene group, an alkynylene group, —C(═O)—X1—, or —X1—C(═O)—, and X1 is an oxygen atom, a sulfur atom, —S(═O)2—, an alkylene group, an alkenylene group, or an alkynylene group,
- each of R71 to R75 is independently hydrogen, an alkyl group, an alkoxy group, a hydroxyl group, or a cyano group, and two or more of R71 to R75 are cyano groups.
31 more elements
Dependencies are inferred from the claim text.