Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Preparation method for spiropyran-based random copolymer P(SPMA-co-MAA)

A random copolymer, spiropyran-based technology, applied in the field of functional polymer preparation, can solve the problems of polymer loss, complex process, poisoning catalyst, etc., and achieve the effects of fast speed, fast reaction speed and high decomposition efficiency

Inactive Publication Date: 2016-05-04
CENT SOUTH UNIV
View PDF5 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since the carboxyl functional group in the MAA structure may poison the catalyst during the atom transfer radical polymerization (ATRP) reaction, in order to avoid this side effect, tert-butyl methacrylate is usually used in the preparation of random copolymers containing MAA structural units. Esters (tBMA) are precursor monomers, the intermediate copolymers are first synthesized, and then chemically hydrolyzed under acidic conditions to obtain the target product, but this treatment method is relatively complicated and will cause a large loss of the polymer

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method for spiropyran-based random copolymer P(SPMA-co-MAA)
  • Preparation method for spiropyran-based random copolymer P(SPMA-co-MAA)
  • Preparation method for spiropyran-based random copolymer P(SPMA-co-MAA)

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] A stir bar, SPMA (81.2 mg, 0.2 mmol), NBM (442 mg, 2.0 mmol), cuprous bromide (8.7 mg, 0.06 mmol), tetrahydrofuran (3 mL), and ethyl 2-bromoisobutyrate ( 4.4μL, 0.03mmol), after three cycles of freezing-vacuumizing-nitrogen filling to remove the oxygen in the reaction tube and the solvent to prevent catalyst failure; inject N,N,N′,N″,N″-penta with a micro-syringe Diethylenetriamine (84.6 μL, 0.4 mmol), and then the reaction tube was placed in an oil bath at a preset temperature (65° C.) to react for 24 h. After the reaction time is up, expose the reaction product to the air to terminate the reaction, then dissolve the reaction product with tetrahydrofuran and disperse it ultrasonically for 10 minutes, irradiate with ultraviolet light with a wavelength of 365nm for 30 minutes, and pass through a neutral alumina column to remove the residual copper-based catalyst . After the obtained filtrate was concentrated, it was precipitated in 150 mL of n-hexane at 0° C., and the p...

Embodiment 2

[0031] A stir bar, SPMA (81.2 mg, 0.2 mmol), NBM (663 mg, 3.0 mmol), cuprous bromide (8.7 mg, 0.06 mmol), tetrahydrofuran (3 mL), and ethyl 2-bromoisobutyrate ( 4.4μL, 0.03mmol), after three cycles of freezing-vacuumizing-nitrogen filling to remove the oxygen in the reaction tube and the solvent to prevent catalyst failure; inject N,N,N′,N″,N″-penta with a micro-syringe Diethylenetriamine (84.6 μL, 0.4 mmol), and then the reaction tube was placed in an oil bath at a preset temperature (65° C.) to react for 36 h. After the reaction time is up, expose the reaction product to the air to terminate the reaction, then dissolve the obtained reaction product with tetrahydrofuran and disperse it ultrasonically for 20 minutes. . After the obtained filtrate was concentrated, it was precipitated in 150 mL of n-hexane at 0° C., and the product was washed with n-hexane for 3 times, and the obtained product was vacuum-dried. The weight of the product was weighed to be 121.3 mg.

Embodiment 3

[0033]A stir bar, SPMA (81.2 mg, 0.2 mmol), NBM (663 mg, 3.0 mmol), cuprous bromide (8.7 mg, 0.06 mmol), tetrahydrofuran (3 mL), and ethyl 2-bromoisobutyrate ( 4.4μL, 0.03mmol), after three cycles of freezing-vacuumizing-nitrogen filling to remove the oxygen in the reaction tube and the solvent to prevent catalyst failure; inject N,N,N′,N″,N″-penta with a micro-syringe Diethylenetriamine (84.6 μL, 0.4 mmol), and then the reaction tube was placed in an oil bath at a preset temperature (80° C.) to react for 36 h. After the reaction time is up, expose the reaction product to the air to terminate the reaction, then dissolve the obtained reaction product with tetrahydrofuran and disperse it ultrasonically for 30 minutes. . After the obtained filtrate was concentrated, it was precipitated in 150 mL of n-hexane at 0°C, and the product was washed with n-hexane for 3 times, and the obtained product was vacuum-dried, and the weight of the product was weighed to be 131.2 mg.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
wavelengthaaaaaaaaaa
Login to View More

Abstract

The invention discloses a preparation method for a spiropyran-based random copolymer P(SPMA-co-MAA). The method comprises the steps that spiropyran-based acrylate and 2-nitryl benzyl methacrylate are subjected to atom transfer radical polymerization in an oxygen-free environment on the condition that copper halide, a ligand and an initiator exist, and an obtained intermediate polymer P(SPMA-co-NBM) is subjected to an NBM unit decomposition reaction under ultraviolet irradiation to obtain the spiropyran-based random copolymer P(SPMA-co-MAA). According to the method, the advantages that the reaction speed is higher, the reaction condition is mild, the operation process is convenient, and the product loss is little are achieved, the toxic action possibly caused to a catalyst due to the fact that atom transfer radical polymerization is performed by directly adopting methacrylic acid is effectively avoided, the defects that existing chemical hydrolysis is low in yield and complex in process are overcome, and the good developing prospect on functional polymers and the technical fields thereof is achieved.

Description

technical field [0001] The invention relates to a preparation method of a spiropyranyl random copolymer P (SPMA-co-MAA), belonging to the technical field of functional polymer preparation. Background technique [0002] In recent years, photoactive polymers have become one of the research hotspots in the field of polymer materials science. Photochromic materials can produce reversible discoloration effects under the irradiation of ultraviolet light and visible light, and have been widely used in optical information storage, anti-counterfeiting , Light control switches and other optoelectronic fields. In addition, the use of photochromic materials as nanocarriers can also be used in drug encapsulation and light-controlled release. Among many organic photochromic materials, spiropyranyl acrylate (SPMA) is an important photochromic monomer. When stimulated by external ultraviolet light, the C-O bond in the molecular structure undergoes photoheterogenesis and Electronic configu...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/36C08F220/32C08F8/12C08F8/00
CPCC08F8/00C08F8/12C08F220/36C08F220/32
Inventor 刘辉胡锦陈思
Owner CENT SOUTH UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com