Chromophore and method for preparing chromophore, and organic electro-optic material and application of organic electro-optic material
OwnerJingdong Luo, Di Zhang +1inventors
InventorsJingdong Luo, Di Zhang, Zhanshi Yao
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Abstract
This application relates to the field of electro-optic materials, and provides a chromophore and a method for preparing the chromophore, and an organic electro-optic material and application of the organic electro-optic material. The chromophore includes a conjugated bridge, and an acceptor and a donor respectively connected to two ends of the conjugated bridge via chemical bonds. The acceptor is 2-dicyanomethylidene-3-cyano-4-methyl-5,5-bis(4-fluorophenyl)-2,5-dihydrofuran. The chromophore provided in this application has a high β value and good chemical and thermal stability.
Claims20
A molecule comprising:
- a conjugated bridge;
- an acceptor connected to a first end of the conjugated bridge by a first chemical bond;
- and
- a donor connected to a second end of the conjugated bridge by a second chemical bond, wherein the acceptor comprises 2-dicyanomethylidene-3-cyano-4-methyl-5,5-bis(4-fluorophenyl)-2,5-dihydrofuran, wherein the molecule is a chromophore.
A method for preparing a chromophore, the method comprising:
- preparing a compound whose structure is shown in Formula 1B and a compound whose structure is shown in Formula 4B, wherein in Formula 1B, R1, R2, R3, and R4 are separately selected from alkyl groups with 1 to 8 carbon atoms, and in Formula 4B, R6 is selected from a hydrogen atom or an alkyl group with 1 to 8 carbon atoms, and X is a halogen atom;
- performing, using a compound whose structure is shown in Formula 9 as a raw material and trimethylsilyl cyanide as a nucleophilic reagent, an addition reaction to obtain an intermediate 2,2-bis(4-fluorophenyl)-2-((trimethylsilyl)oxy)acetonitrile,
- adding methyl lithium to perform an addition reaction to obtain lithium (1,1-bis(4-fluorophenyl)-1-((trimethylsilyl)oxy)propan-2-ylidene)amide, and
- performing hydrolysis under an acidic condition to obtain a compound whose structure is shown in Formula 10;
- and
- using the compound shown in Formula 10 as a raw material, adding malononitrile to perform an addition elimination reaction under catalysis of sodium ethoxide to obtain an imine intermediate, and
- adding malononitrile to perform a reaction to obtain a compound whose structure is shown in Formula 11;
- performing, using the compound whose structure is shown in Formula 11 and the compound whose structure is shown in Formula 4B as raw materials, a condensation reaction to obtain a compound whose structure is shown in Formula 12;
- and
- performing, using the compound whose structure is shown in Formula 12 and the compound whose structure is shown in Formula 1B or Formula 2B as raw materials, a condensation reaction to obtain a compound whose structure is shown in Formula 5 or Formula 7 respectively.
An organic electro-optic material comprising:
- a polymer;
- and
- a chromophore, wherein the chromophore is doped to the polymer, or the chromophore is chemically bonded to the polymer, wherein the chromophore comprises
- a conjugated bridge,
- an acceptor connected to a first end of the conjugated bridge by a first chemical bond, and
- a donor connected to a second end of the conjugated bridge by a second chemical bond, wherein the acceptor comprises 2-dicyanomethylidene-3-cyano-4-methyl-5,5-bis(4-fluorophenyl)-2,5-dihydrofuran.
An electro-optic terminal device comprising:
- an organic electro-optic material comprising a polymer and a chromophore, wherein the chromophore is doped to the polymer, or the chromophore is chemically bonded to the polymer, wherein the chromophore comprises
- a conjugated bridge,
- an acceptor connected to a first end of the conjugated bridge by a first chemical bond, and
- a donor connected to a second end of the conjugated bridge by a second chemical bond, wherein the acceptor is 2-dicyanomethylidene-3-cyano-4-methyl-5,5-bis(4-fluorophenyl)-2,5-dihydrofuran.
Dependencies are inferred from the claim text.