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Synthesis method of polybutadiene-containing photochromic elastomer

A technology of polybutadiene and photochromism, applied in the direction of color-changing fluorescent materials, chemical instruments and methods, etc.

Inactive Publication Date: 2011-04-27
NORTHEAST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, there is no report about polybutadiene as a flexible chain segment, polymerizing photochromic monomers at both ends of polybutadiene to form a three-block polymer elastomer. The content of photochromic polymers may also provide photofunctional polymer materials with distinctive characteristics and excellent performance for the field of polymer research.

Method used

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  • Synthesis method of polybutadiene-containing photochromic elastomer
  • Synthesis method of polybutadiene-containing photochromic elastomer
  • Synthesis method of polybutadiene-containing photochromic elastomer

Examples

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Embodiment 1

[0017] Embodiment 1: the esterification of hydroxyl-terminated polybutadiene:

[0018] In a three-necked reaction flask, add 50 g of hydroxyl-terminated polybutadiene with a molecular weight of 50,000, 4 mmol of triethylamine, and 300 mL of dichloromethane / tetrahydrofuran (V:V=1:1), stir evenly, and place in an ice-water bath. Stir under cooling conditions for 30-60 minutes. Then, a solution of 2.2 mmol of 2-bromo-2-methyl-acryloyl bromide in 8 mL of dichloromethane was added dropwise with a constant pressure funnel, and the reaction mixture was gradually warmed to room temperature and continued to stir for 50 hours. Then the solvent was distilled off on a rotary evaporator, and the residue was dissolved with an appropriate amount of tetrahydrofuran, and settled in n-hexane three times to obtain 48.2 g of a viscous product with a yield of about 96.%. The reaction equation is shown in the figure below:

[0019]

Embodiment 2

[0021] Add 1.0 g of esterified polybutadiene, 0.3 g of spirooxazine monomer containing 4 carbon chains, 1.0 mmol of copper bromide, 1.0 mmol of cuprous bromide and 3 mL of tetrahydrofuran in a 15 mL round bottom flask, and stir After homogenization, 1.0 mmol PMDETA was added. Then evacuate under liquid nitrogen cooling, dissolve at room temperature and pass through argon, and then evacuate, repeat this operation three times, and finally seal the reaction bottle and react at 65°C for 24 hours. The reactant solution was filtered through an aluminum oxide column, and then settled three times in methanol to obtain a solid product with very low hardness, 1.2 g, with a yield of 92.3%. The molecular weight is 62000, and the molecular weight dispersion is 1.41. The reaction equation and the structural formula of the product are shown in the figure below:

[0022]

[0023]

Embodiment 3

[0025] Add 0.9g of esterified polybutadiene, 0.3g of naphthol pyran monomer containing 6 carbon chains, 1.2mmol of copper bromide, 1.2mmol of cuprous bromide and 2.8mL of tetrahydrofuran in a 10mL round bottom flask , stir well

[0026]

[0027]Then 1.2 mmol PMDETA was added. Then evacuate under liquid nitrogen cooling, dissolve at room temperature and pass through argon, and then evacuate, repeat this operation three times, and finally seal the reaction bottle and react at 60°C for 28 hours. The reactant solution was filtered through an aluminum oxide column, and then settled three times in methanol to obtain a solid product with very low hardness, 1.1 g, with a yield of 91.7%, a molecular weight of 64,000, and a molecular weight dispersion of 1.36.

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Abstract

The invention belongs to the synthesis method of organic / polymer materials and particularly relates to a synthesis method of a polybutadiene-containing photochromic elastomer. In the invention, the polybutadiene-containing photochromic elastomer is prepared by two methods. One method comprises the following steps: polymerizing butadiene at a certain temperature with butyl lithium serving as an initiator; and after a certain time of reaction, adding a photochromic monomer so as to polymerize the photochromic monomer at the two ends of the polybutadiene and prepare an elastomer polymer with three blocks. The other method is: the polybutadiene-containing three-block polymer elastomer is prepared by the atom transfer radical polymerization method, wherein the advantage of the method is that the dispersion degree of molecular weight of the polymer is low. Through condition control, the content of the photochromic monomer in the product is between 30 and 50% so as to guarantee the elastomer property of the final block polymer. The invention fills current blank of domestic research on the polybutadiene-containing photochromic elastomer and can bring new application prospect to photochromic materials.

Description

technical field [0001] The invention belongs to a synthesis method of organic / polymer materials, in particular to a synthesis method of an elastomer containing polybutadiene photochromic groups. Background technique [0002] Photochromism refers to the reversible change of a compound molecule between two molecular states with different spectral properties under light radiation of different wavelengths, and the molecules of these two different structures have different Spectral properties, such as color changes or different absorption spectra. Under the action of light, the phenomenon that the molecular structure of the compound can change reversibly is called photochromism [R.S.Becker, J.Michl, J.Am.Chem.Soc, 1966, 88, 5931]. Photochromic compounds and their polymers are new functional materials that can be widely used in frontier fields such as optical memory, optical switches and nonlinear optics [J.C.Crano, R.J.Guglielmetti, Organic Photochromic and Thermochromic Compoun...

Claims

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Application Information

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IPC IPC(8): C08F136/06C08F8/14C08F293/00C08F297/02C08F236/06C08F220/36C08F220/32C09K9/02
Inventor 王广赵晓亮杨进
Owner NORTHEAST NORMAL UNIVERSITY
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