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US 8,039,681 B2Granted
Functionalized carbon materials
AssigneeE. I. Du Pont de Nemours and Company
InventorsPaul J. Krusic, Clarence G. Law, Helen S. M. Lu, Zhen-Yu Yang, Jocelyn Hicks Garner
Life of this patent
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Abstract
This invention relates to carbon materials, such as a fullerene molecule or a curved carbon nanostructure, that are functionalized by addition chemistry performed on surface C—C double bond.
Claims38
A fullerene molecule comprising n carbon atoms wherein m groups described generally by the formula
- —C(F2)—C(−)(F)—Oa—[C(F2)—C(F)(R)]b—Oc—[C(F2)]d-T
- are each covalently bonded to the fullerene through formation of a 4-member ring with the unsaturated pi system of the fullerene;
- and wherein
- a is 0 or 1;
- b is 0 to 10;
- c is 0 or 1;
- d is 1 to 10;
- each R is independently selected from the group consisting of H, F, methyl, branched or straight-chain perfluorinated C1-C10 alkyl, phenyl and perfluorinated aryl groups;
- each T is independently selected from the group consisting of —CO2H, —SO3H, —SO2NH2, —SO2NHSO2J and —PO3H2 groups;
- each J is independently selected from the group consisting of F, methyl, branched or straight-chain perfluorinated C1-C10 alkyl, phenyl and perfluorinated aryl groups;
- n is an integer from 20 to 1000;
- and
- m is an integer from 1 to n/2 when n is an even integer, or is an integer from 1 to (n−1)/2 when n is an odd integer.
10 more elements
A fullerene molecule comprising n carbon atoms wherein m groups described generally by the formula
- —C(F2)—C(−)(F)—O—[C(F2)]2-Q
- are each covalently bonded to the fullerene through formation of a 4-member ring with the unsaturated pi system of the fullerene;
- and wherein
- each Q is independently selected from the group consisting of —COG, —CN, —SO2F groups;
- each G is independently selected from F, Cl, C1-C8 alkoxy and C6-C12 aryloxy groups;
- n is an integer from 20 to 1000;
- and
- m is an integer from 1 to n/2 when n is an even integer, or is an integer from 1 to (n−1)/2 when n is an odd integer.
5 more elements
A fullerene molecule comprising n carbon atoms wherein m groups described generally by the formula
- —C(F2)—C(−)(F)—O—[C(F2)—C(F)(R)]b—O—[C(F2)]d-Q
- are each covalently bonded to the fullerene through formation of a 4-member ring with the unsaturated pi system of the fullerene;
- and wherein
- b is 1 to 10;
- d is 1 to 10;
- each R is independently selected from the group consisting of H, F, methyl, branched or straight-chain perfluorinated C1-C10 alkyl, phenyl and perfluorinated aryl groups;
- each Q is independently selected from the group consisting of —COG, —CN, —SO2F groups;
- each G is independently selected from F, Cl, C1-C8 alkoxy and C6-C12 aryloxy groups;
- n is an integer from 20 to 1000;
- and
- m is an integer from 1 to n/2 when n is an even integer, or is an integer from 1 to (n−1)/2 when n is an odd integer.
8 more elements
A fullerene molecule comprising n carbon atoms wherein m groups described generally by the formula
- —C(F2)—C(−)(F)—[C(F2)—C(F)(R)]b—[C(F2)]d-Q
- are each covalently bonded to the fullerene through formation of a 4-member ring with the unsaturated pi system of the fullerene;
- and wherein
- b is 0 to 10;
- d is 1 to 10;
- each R is independently selected from the group consisting of H, F, methyl, branched or straight-chain perfluorinated C1-C10 alkyl, phenyl and perfluorinated aryl groups;
- each Q is independently selected from the group consisting of —COG, —CN, —SO2F groups;
- each G is independently selected from F, Cl, C1-C8 alkoxy and C6-C12 aryloxy groups;
- n is an integer from 20 to 1000;
- and
- m is an integer from 1 to n/2 when n is an even integer, or is an integer from 1 to (n−1)/2 when n is an odd integer.
8 more elements
A curved carbon nanostructure comprising carbon atoms wherein m groups described generally by the formula
- —C(F2)—C(−)(F)—Oa—[C(F2)—C(F)(R)]b—Oc—[C(F2)]d—Z
- are each covalently bonded to the nanostructure through formation of a 4-member ring with an unsaturated pi system of the nanostructure;
- and wherein
- a is 0 or 1;
- b is 0 to 10;
- c is 0 or 1;
- d is 1 to 10;
- each R is independently selected from the group consisting of H, F, methyl, branched or straight-chain perfluorinated C1-C10 alkyl, phenyl and perfluorinated aryl groups;
- each Z is independently selected from the group consisting of —CO2H, —COG, —CN, —SO2F, —SO3H, —SO2NH2, —SO2NHSO2J and —PO3H2 groups;
- each G is independently selected from F, Cl, C1-C8 alkoxy and C6-C12 aryloxy groups;
- each J is independently selected from the group consisting of F, methyl, branched or straight-chain perfluorinated C1-C10 alkyl, phenyl and perfluorinated aryl groups;
- and
- m is an integer from 1 to half of the number of carbon atoms in the nanostructure in the case where the number of carbon atoms in the nanostructure is an even integer, or m is an integer from 1 to half minus 0.5 of the number of carbon atoms in the nanostructure when the number of carbon atoms in the nanostructure is an odd integer.
10 more elements
A fullerene molecule comprising n carbon atoms wherein m groups described generally by the formula
- —[C(F2)]e—Oa—[C(F2)—CFR]b—Oc—[C(F2)]d—Z
- are each covalently bonded to an individual carbon atom of the fullerene;
- and wherein
- a is 0 or 1;
- b is 0 to 10;
- c is 0 or 1;
- d is 1 to 10;
- e is 0 to 10;
- each R is independently selected from the group consisting of H, F, methyl, branched or straight-chain perfluorinated C1-C10 alkyl, phenyl and perfluorinated aryl groups;
- each Z is independently selected from the group consisting of —CO2H, —COG, —CN, —SO2F, —SO3H, —SO2NH2, —SO2NHSO2J and —PO3H2 groups;
- each G is independently selected from F and Cl;
- each J is independently selected from the group consisting of F, methyl, branched or straight-chain perfluorinated C1-C10 alkyl, phenyl and perfluorinated aryl groups;
- n is an integer from 20 to 1000;
- m is an integer from 1 to n/2 when n is an even integer, or is an integer from 1 to (n−1)/2 when n is an odd integer;
- and
- p groups selected from hydrogen and halogen are each covalently bonded to an individual carbon atom of the fullerene where p is an integer from 0 to m.
13 more elements
A curved carbon nanostructure comprising carbon atoms wherein m groups described generally by the formula
- —[C(F2)]e—Oa—[C(F2)—CFR]b—Oc—[C(F2)]d—Z
- are each covalently bonded to an individual carbon atom in the nanostructure;
- and wherein
- a is 0 or 1;
- b is 0 to 10;
- c is 0 or 1;
- d is 1 to 10;
- e is 0 to 10;
- each R is independently selected from the group consisting of H, F, methyl, branched or straight-chain perfluorinated C1-C10 alkyl, phenyl and perfluorinated aryl groups;
- each Z is independently selected from the group consisting of —CO2H, —COG, —CN, —SO2F, —SO3H, —SO2NH2, —SO2NHSO2J and —PO3H2 groups;
- each G is independently selected from F and Cl;
- each J is independently selected from the group consisting of F, methyl, branched or straight-chain perfluorinated C1-C10 alkyl, phenyl and perfluorinated aryl groups;
- m is an integer from 1 to half of the number of carbon atoms in the nanostructure in the case where the number of carbon atoms in the nanostructure is an even integer, or m is an integer from 1 to half minus 0.5 of the number of carbon atoms in the nanostructure when the number of carbon atoms in the nanostructure is an odd integer;
- and
- p groups selected from hydrogen and halogen are each covalently bonded to an individual carbon atom of the nanostructure where p is an integer from 0 to m.
12 more elements
Dependencies are inferred from the claim text.