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Monomer containing phenylimide phenylacetylene structure and high temperature self-crosslinking copolyester and preparation method thereof

A technology containing benzimide phenylacetylene and copolyester, which is applied in the field of high-temperature self-crosslinking copolyester and its preparation, can solve the problems of limiting the application range of polyester and increasing smoke release, and achieve high self-crosslinking Combined flame retardant efficiency, flame retardant rate increase, anti-melt droplet smoke suppression effect

Active Publication Date: 2017-05-17
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the addition of these substances endows polyester with droplet resistance to a certain extent, it severely limits the scope of application of polyester, especially it cannot be used as a raw material for spinning fibers, which is exactly the same as polyester is mostly used as The purpose of spinning fibers is contrary to the use
Although the patent CN102174183B reported for the first time that the copolyester synthesized by using phenylethynyl monomer as the third monomer was cross-linked at high temperature to realize the flame retardancy and anti-melt drop of polyester, but in this patent, in order to obtain flame retardancy and Copolyesters with better anti-dropping effect, especially in small fire test (such as vertical burning UL-94 and oxygen index test) to obtain significant flame retardant effect, need to introduce a higher molar ratio of monomers, and phenylacetylene The increase of phthalic anhydride structural units will increase the smoke emission of copolyester compared with ordinary PET

Method used

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  • Monomer containing phenylimide phenylacetylene structure and high temperature self-crosslinking copolyester and preparation method thereof
  • Monomer containing phenylimide phenylacetylene structure and high temperature self-crosslinking copolyester and preparation method thereof
  • Monomer containing phenylimide phenylacetylene structure and high temperature self-crosslinking copolyester and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] In a 250mL three-neck flask equipped with a nitrogen protection device, magnetic stirring, and a water trap equipped with a spherical condenser, add 10g of dimethyl 5-aminoisophthalate and 80mL of NMP. Under the protection of nitrogen, stir for 30 minutes to obtain a homogeneous solution, then add 11.9g of 4-phenylacetylene phthalic anhydride, heat the solution to 75°C, and keep it for 2h; then add 20g of toluene, the reaction is gradually heated to 180°C, and the generated water is passed through the water separator Take out; after reacting for 6-8 hours, cool to 120°C, pour the mixed solution into excess deionized water to obtain a yellow-green solid, filter it with suction, wash with water and dry. That is, dimethyl 5-(4-phenylacetylene benzimide)-1,3-dibenzoate was obtained.

[0058]The infrared absorption characteristic peaks of the monomer are: 2920, 2853, 1780, 1722, 600, 1450cm -1 . Its NMR chemical shifts are: 8.2-8.6, 7.5-8.1, 3.9ppm. like figure 1 , fig...

Embodiment 2

[0060] Add 10 g of aniline and 80 mL of NMP to a 250 mL three-neck flask equipped with a nitrogen protection device, magnetic stirring, and a water trap equipped with a spherical condenser. Under the protection of nitrogen, stir for 30 minutes to obtain a homogeneous solution, then add 15g of 4-(4-acetylene phthalic anhydride)-1,2-dibenzoic acid, heat the solution to 75°C, and keep it for 2h; then add 20g of toluene, and the reaction is gradually heated to 180°C, the generated water is taken out by the water separator; after reacting for 6-8 hours, cool to 120°C, pour the mixed solution into excess deionized water, filter with suction, wash with water and dry. That is, 4-benzimide phenylacetylene-1,2-dibenzoic acid was obtained.

Embodiment 3

[0062] Add 10 g of aniline and 80 mL of NMP to a 250 mL three-neck flask equipped with a nitrogen protection device, magnetic stirring, and a water trap equipped with a spherical condenser. Under the protection of nitrogen, stir for 30 minutes to obtain a homogeneous solution, then add 15g of 5-(4-acetylene phthalic anhydride)-1,3-dibenzoic acid, heat the solution to 75°C and keep it for 2h; then add 20g of toluene, and the reaction temperature is gradually raised to 180 °C, the generated water is taken out by the water separator; after reacting for 6-8 hours, cool to 120 °C, pour the mixed solution into excess deionized water, filter with suction, wash with water and dry. That is, 5-benzimide phenylacetylene-1,3-dibenzoic acid was obtained.

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Abstract

The invention discloses a monomer containing a benzimide phenylacetylene structure. The monomer can enable self-crosslinking chemical reaction of a synthesized polymer under high temperature. The monomer containing a benzimide phenylacetylene structure and the structural units represented by I and II for synthesis of polyester can undergo random copolymerization to obtain high temperature self-crosslinked copolyester, and when the copolyester contains a PET structural unit, the characteristic viscosity number [eta] is 0.44-1.38dL / g, the vertical combustion UL-94 grade is from V-2 to V-0, the oxygen index LOI is 24.0-35.0%, and the cone calorimeter test peak heat release rate PHRR and the smoke release total amount are both lower than pure polyester. The invention also discloses a preparation method of the copolyester. The benzimide and phenylacetylene in the copolyester involved in the invention can generate synergistic cross-linking effect, so that the copolyester has very high flame-retardant and anti-dripping efficiency, and also the copolyester is endowed with excellent flame retardant, anti-dripping and smoke suppressing performance. The method provided by the invention is basically consistent with the synthesis method of conventional polyester, not only is mature in technology, and easy and convenient to operate, but also is easy to control and convenient for industrial production.

Description

technical field [0001] The invention belongs to the technical field of reactive monomers and high-temperature self-crosslinking copolyesters containing the reactive monomers and their preparation. Specifically, the invention relates to a monomer containing a benzimide phenylacetylene structure, a high-temperature self-crosslinking flame-retardant, drop-resistant and smoke-suppressing copolyester and a preparation method thereof. Due to the unique synergistic crosslinking of the benzimide phenylacetylene structure of the monomer at high temperature, this type of copolyester exhibits a far stronger crosslinking flame retardancy than the copolyester containing only the phenylacetylene structure. Due to the synergistic cross-linking effect, this type of copolyester exhibits stronger high-temperature viscosity-increasing effect and better char-forming ability; in the case of not using traditional flame-retardant monomers, only a lower content of monomers is used, Excellent flame r...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D209/48C08G63/685C08G63/78
Inventor 王玉忠赵海波王晓琳汪秀丽刘博文陈力
Owner SICHUAN UNIV
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