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Halogen-sustituted silicon heterocycle pentadiene and production thereof

A kind of technology of silacyclopentadiene and heterocyclopentadiene, applied in new compound field

Inactive Publication Date: 2006-08-16
GUANG ZHOU NEW VISION OPTO ELECTRONICS TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

But this method needs to be carried out in two steps

Method used

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  • Halogen-sustituted silicon heterocycle pentadiene and production thereof
  • Halogen-sustituted silicon heterocycle pentadiene and production thereof
  • Halogen-sustituted silicon heterocycle pentadiene and production thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] 2, the preparation of 7-dibromofluorene, reaction formula is as follows:

[0032]

[0033] 2,7-Dibromofluorene was prepared according to the method disclosed in World Patent WO 99 05184 in 1997 and the method disclosed in "Chem. Mater" (Chem. Mater) 11 (1997) 11083. Weigh fluorene (16.6 g, 0.1 mol) and iron powder (88 mg, 1.57 mmol) into a three-necked flask, add 100 ml of chloroform, cool in an ice-water bath, add bromine (35.2 g, 0.22 mol) and 35 milliliters of chloroform, the temperature in the bottle should not exceed 5°C during the dropwise addition. After the reaction was completed, it was filtered and recrystallized with chloroform to obtain white crystals (26.9 g, 83%). through 13 C NMR and GC-MASS tests showed that it was the target product 2,7-dibromofluorene.

Embodiment 2

[0035] The preparation of 2,7-dibromo-9,9-disubstituted fluorene, the reaction formula is as follows:

[0036]

[0037] The preparation of 2,7-dibromo-9,9-di-n-octylfluorene is taken as an example to illustrate. 2,7-dibromo-9,9-di-n-octylfluorene was prepared according to the method disclosed in World Patent WO 9905184 in 1997 and the method disclosed in "Chem. Mater" (Chem. Mater) 11 (1997) 11083. Get 2,7-dibromofluorene (9.72 grams, 0.03 moles) obtained in Example 1, and pour benzyltriethylammonium chloride (0.07 grams, 0.3 mmoles) into a three-necked flask, and add 90 milliliters of dimethyl sulfoxide , 45 ml of 50% aqueous sodium hydroxide solution by weight, stirred vigorously at room temperature to form a suspension, added dropwise 1-bromo-n-octane (12.5 g, 65 mmol), continued to stir for 3 hours, then extracted with ether, combined ether phase, washed with saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and...

Embodiment 3

[0040] 3, the preparation of 6-dibromocarbazole, reaction formula is as follows:

[0041]

[0042] Add carbazole (12.54 grams, 75 mmoles), 375 milliliters of refined carbon disulfide and 24 milliliters of anhydrous pyridine in a 1000 milliliter three-necked flask, stir with a mechanical stirrer while cooling with ice water, when cooled to 0 ° C, start to drop Liquid bromine (28.30 g, 177 mmol) dissolved in 75 ml of carbon disulfide was added dropwise for about 1 hour. After dropping, remove the cooling device, gradually raise to 15°C, keep stirring at 15°C for 2.5 hours, and the reaction ends. The reaction solution was poured into 400 ml of dilute hydrochloric acid, a pale yellow precipitate formed, filtered, washed with dilute sodium hydroxide solution 3 times, then washed with distilled water until neutral, and dried. Recrystallized with absolute ethanol and dried to obtain white needle-like crystals with a yield of 83%. through 1 HNMR and GC-MASS tests showed that it ...

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Abstract

Halogen-substituted silica heterocycle piperylene and its production are disclosed. The process is carried out by reacting 2,5-dioctyl silica heterocycle piperylene with dihalide compound to obtain the target product. It can be used for compound with multiple chemical structures and polymer luminescent materials containing silica heterocycle piperylene.

Description

technical field [0001] The invention relates to a new compound applied in the field of optoelectronic devices, more particularly to a halogen-substituted silacyclopentadiene which can be used for preparing silacyclopentadiene-containing polymers. [0002] The present invention also relates to a process for the preparation of halogen-substituted silacyclopentadiene. Background technique [0003] Since Japanese scientist Hideki Shirakawa discovered that polyacetylene conducts electricity in 1977, this conductive polymer, known as the "fourth generation polymer" material, has attracted many scientists for its outstanding photoelectric properties. Compared with inorganic materials with the same or similar uses, conductive polymers have the advantages of low density, easy processing, and wide range of synthesis options. Due to the conjugation characteristics of this type of material structure, it can transport charges and be excited to emit light, so it can or has the potential ...

Claims

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Application Information

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IPC IPC(8): C07F7/08C09K11/06
Inventor 陈军武曹镛欧阳晓颖
Owner GUANG ZHOU NEW VISION OPTO ELECTRONICS TECH
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