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Conjugated backbone doped fold-line water-soluble poly(aryleneethynylene) and preparation method thereof

A water-soluble poly- and polyline-type technology, applied in the field of chemical/biological sensing materials, can solve the problems of unfavorable detection objects, such as diversifying detection schemes, single light-emitting area, etc., to meet diverse needs, wide application prospects, Effect of improving detection sensitivity

Inactive Publication Date: 2012-10-24
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, most of the broken-line water-soluble polyarylene acetylenes studied in the past are polymers formed by two monomers, with a single light-emitting area, and most of them are concentrated in the blue light area, which is not conducive to designing diversified detection schemes for different detection objects.

Method used

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  • Conjugated backbone doped fold-line water-soluble poly(aryleneethynylene) and preparation method thereof
  • Conjugated backbone doped fold-line water-soluble poly(aryleneethynylene) and preparation method thereof
  • Conjugated backbone doped fold-line water-soluble poly(aryleneethynylene) and preparation method thereof

Examples

Experimental program
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Embodiment 1

[0039] Monomer 1 (3,5-diiodobenzoic acid-N,N-diethylethylamine), monomer 2 (1,4-diynylbenzene) and monomer 3 (4,7 -diynyl-2,1,3 benzothiadiazole), feed monomer 1, monomer 2 and monomer 3 according to the material ratio of 1:0.8:0.2, and then in Pd(PPh 3 ) 4 Under the catalysis of / CuI, the three are coupled by Sonogashira reaction. After 1 day of reaction, the same amount of iodobenzene as monomer 1 is dropped into, and then reacted for 2 hours to obtain neutral broken line polyphenylene acetylene. Further use Iodomethane undergoes quaternization reaction to obtain benzothiadiazole-doped poly(phenylene acetylene) of broken-line type.

[0040]

Embodiment 2

[0042] Same as Example 1, prepare monomer 1 (3,5-diiodobenzoic acid-N,N-diethylethylamino ester), and synthesize monomer 4 (2,7-diynyl-9, 9-bis[6'-(N,N-diethylamine)hexyl]fluorene) and monomer 5 (4,7-diynyl-2,1,3 benzoselenadiazole), monomer 1 , monomer 4 and monomer 5 are fed according to the material ratio of 1:0.8:0.2, and then in Pd(PPh 3 ) 4 Under the catalysis of / CuI, the three are coupled through the Sonogashira reaction. After 1 day of reaction, the same amount of iodobenzene as the monomer 1 is dropped in, and then reacted for 2 hours to obtain the neutral broken line polyfluorenylene acetylene. Further use The quaternization reaction of methyl iodide was carried out to obtain benzoselenodiazole-doped polyfluorenylene acetylene.

[0043] .

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Abstract

The invention relates to a conjugated backbone doped fold-line water-soluble poly(aryleneethynylene) and a preparation method thereof. The water-soluble conjugated polymer is obtained through an A+B+C three-component polymerization method; an organic metal catalytic reaction is carried out; and the conjugated backbone doped fold-line water-soluble poly(aryleneethynylene) is synthesized. The polymerization reaction adopts m-diiodobenzene and its derivatives (A), other dialkynyl substituted phenyl-containing and 9,9 disubstituted fluorenyl aromatic structures (B), and some dialkynyl substituted heterocyclic aryl structures (C) as monomers; the amounts of the monomers meet that the sum of the amounts of substance of B and C equals the amount of substance of A, and the amount of substance of C is less than or equal to 30% of the amount of substance of A. The characteristics are applicable to the design of diversified detection schemes, can improve detection sensitivity, meet the diversified demand of detection objects, and thus provide the materials with wide application prospects in the aspect of chemical / biological sensing detection.

Description

technical field [0001] The invention belongs to the technical field of chemical / biological sensing materials, and specifically relates to the preparation of a class of water-soluble broken-line poly(arylene acetylene) with alternating aromatic groups and ethynyl groups as the conjugated main chain and doped with a small amount of heterocyclic aromatic groups and its application in chemical / biological detection. Background technique [0002] Water-soluble conjugated polymers mainly refer to conjugated polymers containing ionic functional group side chains, which have attracted more and more widespread and eager attention in the past decade, mainly because of their unique photoelectric properties that can be Diversified applications in information technology fields such as new generation chemical / bioluminescence sensing. These compounds combine the excellent optoelectronic properties of traditional conjugated polymers with the water solubility of polyelectrolytes. On the one...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C09K11/06G01N21/64
Inventor 黄艳琴任厚基欧阳浪刘兴奋黄维
Owner NANJING UNIV OF POSTS & TELECOMM