Trapezoidal conjugated polymer and method for preparing same

A technology of conjugated polymers and trapezoids, which is applied in the field of trapezoidal conjugated polymers and its preparation, can solve problems such as poor optical stability, no perylene imide, and limitations of synthesis methods, and achieve increased optical stability and conjugated polymers. increased effect

Inactive Publication Date: 2010-05-19
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0012] Although ladder-like conjugated polymers and peryleneimide-containing polymers exhibit excellent optoelectronic properties, however, A', B', C', D', and E', which contain peryleneimide units connected by single bonds The optical stability of the polymer is very poor, and under light conditions, a partial dehydrogenation ring-closing reaction occurs, which affects the application of this type of polymer as an optoelectronic material
Although the ladder conjugated polymer can provide stable and effective conjugation between polymer units, due to the limitation of the synthesis method, there is no ladder conjugated polymer in which peryleneimide participates in the main chain conjugation.

Method used

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  • Trapezoidal conjugated polymer and method for preparing same
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  • Trapezoidal conjugated polymer and method for preparing same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] The preparation of embodiment 1 raw material A'-1

[0029]

[0030] In a 50mL flask, add 885mg F-1 (1mmol), 409mg G (1mmol), 20mL toluene, 20mgPd(PPh 3 ) 4 , 100 ° C, under argon atmosphere, the reaction was stirred for 48h. The reaction mixture was added into n-hexane, and an ink-colored solid was precipitated, filtered, and the filter cake was dried to obtain 780 mg of a black solid, with a yield of 96%, which was Polymer A'-1. The number average molecular weight is 11200, and the dispersion index is 1.35 (chloroform is the mobile phase, polystyrene is the standard).

Embodiment 2

[0031] The preparation of embodiment 2 ladder-shaped conjugated polymer A-1

[0032]

[0033] In a 250mL flask, add 300mg of polymer A'-1, 100mL of toluene, 10mg of iodine, in the presence of air, under sunlight, reflux for 8h, add the reaction mixture into n-hexane, precipitate a black solid, filter, and dry the filter cake to obtain black The solid was 296 mg, and the yield was 99%, which was the ladder polymer A-1. The number average molecular weight is 12100, and the dispersion index is 1.30 (chloroform is the mobile phase, polystyrene is the standard).

Embodiment 3

[0034] The preparation of embodiment 3 raw materials B'-1

[0035]

[0036] In a 50mL flask, add 1665mg F-2 (1mmol), 465mg K (1mmol), 30mL toluene, 25mgPd(PPh 3 ) 4 , 100 ° C, under argon atmosphere, reacted for 72h under stirring conditions. The reaction mixture was added into n-hexane to precipitate a black solid, which was filtered and the filter cake was dried to obtain 1545 mg of a black solid with a yield of 94%, which was Polymer B'-1. The number average molecular weight is 18500, and the dispersion index is 1.27 (chloroform is the mobile phase, polystyrene is the standard).

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Abstract

The invention relates to trapezoidal conjugated polymer and a method for preparing the same, belonging to the technical field of the organic chemical industry and the fine chemical industry. The trapezoidal conjugated polymer is effectively prepared by enabling raw material (single-linked polymer containing perylene diimide) to be subjected to the photocatalytic dehydrogenation cyclization reaction in organic solvent under the action of iodine of the catalytic amount, the solar radiation and the air condition at certain temperature. Compared with the raw material, the conjugation between trapezoidal conjugated polymer monomers is improved obviously, and the optical stability of the trapezoidal conjugated polymer is improved markedly.

Description

technical field [0001] The invention relates to a class of ladder-shaped conjugated polymers and a preparation method thereof. Polymers containing perylene imides connected by single bonds are photocatalytically dehydrogenated and ring-closed to generate ladder-shaped conjugated polymers under light conditions, which belong to organic chemical industry and Fine chemical technology field. Background technique [0002] Organic semiconductors have now become one of the hotspots of research. The reason why organic semiconductors are valued is that compared with traditional inorganic semiconductors, it has the following salient features: [0003] 1 There are many types of organic molecules, and the chemical structure is easy to change, which is beneficial to the design of materials and devices. [0004] 2. Organic semiconductors are easy to form films in a large area, which is good for mass production. [0005] 3. Organic polymers can conduct electricity and emit light, which ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12
Inventor 肖义袁忠义杨杨
Owner DALIAN UNIV OF TECH
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