Semi-fluoroalkyl group substituted organic semiconductor polymer and organic thin film transistor including the same
AssigneeGwangju Institute of Science and Technology
InventorsDong-Yu KIM, Hyung-Gu JEONG, Bogyu LIM
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Abstract
A semi-fluoroalkyl group substituted organic semiconductor polymer and an organic thin film transistor including the same are disclosed. A structure in which hydrogen of only a terminal of an alkyl group is substituted with fluorine exhibits significantly increased hole mobility, and significantly improved properties in terms of thermal stability and chemical stability, as compared to a structure in which all hydrogens coupled to a thiophene ring are substituted with fluorine, or a structure in which hydrogen of the terminal thereof is not substituted with fluorine and only hydrogens of the remaining portion are coupled to the thiophene ring.
Claims14
A π-conjugated compound represented by Formula 1:
- wherein R and R′ are the same or different, each independently a C8 to C16 linear alkyl group, and composed of a fluorine-unsubstituted alkyl group and a fluorine-substituted alkyl group;
- the fluorine-unsubstituted alkyl group is an alkyl group coupled to a thiophene ring of Formula 1;
- the fluorine-substituted alkyl group is an alkyl groups in which all hydrogens bonded to carbon are substituted with fluorine, and is coupled to the fluorine-unsubstituted alkyl group to constitute terminals of R and R′ linear alkyl groups;
- a carbon number of the fluorine-substituted alkyl group is 0.5 to 2 times the carbon number of the fluorine-unsubstituted alkyl group;
- and
- n is an integer of 2 or more.
A π-conjugated compound represented by Formula 2:
- wherein p and p′ are a repeat number of fluorine-unsubstituted alkylene, are the same or different, and are each independently an integer from 3 to 7;
- (q−1) and (q′−1) are a repeat number of difluoroalkylene, are the same or different, and are each independently an integer from 4 to 8;
- (p+q) is an integer from 8 to 16;
- (p′+q′) is an integer from 8 to 16;
- q/p has a value between 1 and 2;
- q′/p′ has a value between 1 and 2;
- and
- n is an integer from 2 to 5,000,000.
A method for preparing a π-conjugated compound represented by Formula 2 comprising:
- (a) obtaining a compound represented by Formula 5 by reacting a compound represented by Formula 3 with a compound represented by Formula 4:
- (b) obtaining a compound represented by Formula 7 by reacting the compound represented by Formula 5 with a compound represented by Formula 6:
- (c) obtaining a compound represented by Formula 8 by reducing the compound represented by Formula 7:
- (d) obtaining a compound represented by Formula 9 by substituting one of hydrogen in the compound represented by Formula 8 with X4:
- (e) obtaining a compound represented by Formula 10 by coupling the compounds represented by Formula 9 to each other:
- and
- (f) obtaining a compound represented by Formula 2 by coupling a compound represented by Formula 11 to the compound represented by Formula 10:
- wherein p and p′ are the same, and q and q′ are the same;
- p is an integer from 3 to 7, and q is an integer from 5 to 9;
- q/p has a value between 1 and 2, and q′/p′ has a value between 1 and 2;
- n is an integer from 2 to 5,000,000;
- and
- X1, X2, X3 and X4 are the same or different, and each independently selected from among Br, Cl and I.
Dependencies are inferred from the claim text.