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A kind of polyallyl ether ester and its preparation method and application

A technology of polyallyl ether ester and polyallyl ether, applied in the field of polyallyl ether ester and its preparation, can solve the problem of high risk and achieve the effect of good functional group compatibility

Active Publication Date: 2021-11-30
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, dangerous azide compounds are used in its preparation process, so it is still necessary to further develop more compounds with this use and higher safety in the synthesis process

Method used

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  • A kind of polyallyl ether ester and its preparation method and application
  • A kind of polyallyl ether ester and its preparation method and application
  • A kind of polyallyl ether ester and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052]

[0053] Add 3.96g (20mmol) 4-hydroxybenzophenone and 5.23g (80mmol) zinc powder into a 250mL two-necked flask, vacuumize and fill with nitrogen, add 100mL redistilled THF and stir to dissolve, then in an ice-water bath environment, 8.8 Add mL (80mmol) titanium tetrachloride to the reaction system drop by drop with a syringe, and stir the reaction overnight under reflux conditions. After the reaction, cool to room temperature, slowly add 200mL of 10% potassium carbonate aqueous solution, and dropwise add hydrochloric acid to neutral , extracted with dichloromethane, and the filtrate was spin-dried to obtain a crude product. The crude product was directly added to a 250mL two-necked flask, 6.20g (30mmol) DCC, 0.49g (4mmol) DMAP, 0.76g (4mmol) TsOH were added, vacuum filled with nitrogen, 100mL dichloromethane was added and stirred to dissolve, and then In a water bath environment, dissolve 2.1g (25mmol) of 2-butynoic acid in 20mL of dichloromethane, and add it dropwis...

Embodiment 2

[0062]

[0063] Add 2.28g (10mmol) of bisphenol A, 6.20g (30mmol) of DCC, 0.488g (4mmol) of DMAP, 0.76g (4mmol) of TsOH into a 250mL two-necked flask, vacuumize and fill with nitrogen three times. Add 100mL of dichloromethane and stir to dissolve, and then dissolve 1.85g (22mmol) of 2-butynoic acid in 20mL of dichloromethane under an ice-water bath environment, and add it to the reaction system drop by drop through the dropping funnel. The reaction was stirred overnight, filtered, washed with dichloromethane, and the filtrate was spin-dried to obtain a crude product, which was separated and purified by column chromatography, and dried in vacuo to constant weight to obtain 2.62 g of a white solid (72.8% yield), which was the first One monomer dibasic butynolate monomer. 1 H NMR (400MHz, DMSO-d 6 ), δ (TMS, ppm): 7.27 (d, 4H), 7.1 (t, 4H), 2.11 (s, 6H), 1.65 (s, 6H).

[0064] The structure of the second monomer binary benzyl alcohol monomer is the same as in Example 1.

[...

Embodiment 3

[0067] The first monomer dibasic butynoate and the second monomer dibasic benzyl alcohol monomer are the same as in Example 2.

[0068] Add 72.0mg (0.2mmol) of the first monomer and 27.6mg (0.2mmol) of the second monomer into a 10mL polymerization tube, then add 2.6mg (0.01mmol) of triphenylphosphine and 2.5mg (0.04mmol) of glacial acetic acid , vacuum the system with nitrogen, add 0.5mL toluene, react at 100°C for 12 hours, cool to room temperature and dilute with 5mL of chloroform, and add the solution dropwise to 200mL of vigorously stirred petroleum ether through a dropper plugged with cotton , stand still, filter, and dry to constant weight to obtain the target polymer as a light yellow solid with a yield of 80.3%. GPC results show: M w = 12600, PDI = 2.71. The polymer has good solubility and thermal stability. Its use is the same as the final product in Example 1.

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Abstract

The invention discloses a polyallyl ether ester and its preparation method and application. The polyallyl ether ester is obtained through polymerization reaction by using dibasic butynoate monomer and diol monomer as raw materials. The reaction raw materials disclosed by the invention are easy to obtain; no by-products are generated during the polymerization reaction, which is in line with atom economy; metal catalysts are not used in the polymerization process, which can eliminate the influence of catalyst residues on the biological and photoelectric properties of polymer materials; the polymerization reaction It has good functional group compatibility and can easily introduce various functional groups. Therefore, the polymerization reaction has important scientific significance and application value for the preparation of polymer synthesis and polymer functional materials.

Description

technical field [0001] The invention relates to the fields of polymer chemistry and material science, in particular to a polyallyl ether ester and its preparation method and application. Background technique [0002] The construction of functional polymers with new structures based on the polymerization of carbon-carbon triple bond monomers has important scientific significance and application value. Among them, the alkoxylation polymerization reaction of alkynes and hydroxyl compounds has been reported very early. In 1995, Endo's research group prepared polyalkylene ethers based on tri-n-butylphosphine-catalyzed polymerization of propiolate and alcohol monomers (Macromolecules 1995, 28, 433). Subsequently, they prepared polyene ether esters and polyene ether ketones by polymerization of internal alkynes activated by ester groups and carbonyl groups with alcohol monomers (J. Polym. Sci. Pol. Chem. 1996, 34, 1597; Polymer 1997, 38, 3655). In recent years, Tang Benzhong et ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/34C08G65/40G01N21/64C09K11/06
CPCC08G65/34C08G65/40C08G65/4087C08G65/4093C09K11/06C09K2211/1425G01N21/643G01N21/6458
Inventor 李红坤池维文李永舫
Owner SUZHOU UNIV
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