2, 6-naphthalic acid-based copolyester material and preparation method thereof

A technology of naphthalene dicarboxylic acid-based copolyester and copolyester, which is applied in the field of 2,6-naphthalene dicarboxylic acid-based copolyester material and its preparation, can solve problems such as restrictions and environmental pollution, achieve difficult movement and expand application range, effect of reducing crystallinity

Pending Publication Date: 2021-10-12
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The increasing depletion of petroleum resources and the environmental pollution caused by petroleum exploitation limit the application of 2,6-naphthalene dicarboxylate homopolyester

Method used

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  • 2, 6-naphthalic acid-based copolyester material and preparation method thereof
  • 2, 6-naphthalic acid-based copolyester material and preparation method thereof
  • 2, 6-naphthalic acid-based copolyester material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] (1) Under the action of stannous octoate, 2,6-dimethyl naphthalene dicarboxylate, 2,5-dimethyl furandicarboxylate, 1,4-butanediol are added to the reaction flask, 1,4 -Butanediol and total dimethyl esters (dimethyl 2,6-naphthalene dicarboxylate and dimethyl 2,5-furandicarboxylate) in a molar ratio of 2:1, dimethyl 2,5-furandicarboxylate and The molar ratio of dimethyl 2,6-naphthalene dicarboxylate is 0.75:0.25. The stannous oxalate accounted for 0.5% of the mass percentage of the diester, under the protection of nitrogen, stirred and reacted at 260° C. for 7 hours to form a prepolymer.

[0036] (2) Vacuumize the above-mentioned prepolymer to 80Pa, stir and react at 260°C for 3h to obtain copolyester. The structural formula is as follows:

[0037]

[0038]

[0039] R 1 for -CH 2 -CH 2 -CH 2 -CH 2 -;

[0040] R 2 for

[0041] Tensile properties (tensile strength and elongation at break) test conditions: test according to ASTM D-638 standard, dumbbell-sha...

Embodiment 2

[0048] (1) under the action of tetrabutyl titanate, 2,6-naphthalene dicarboxylic acid, 2,5-thiophenedicarboxylic acid, 1,4-butanediol are added in the reaction flask, 1,4-butanediol and The molar ratio of total dicarboxylic acids (2,6-naphthalene dicarboxylic acid and 2,5-thiophenedicarboxylic acid) is 3:1, and the molar ratio of 2,5-thiophenedicarboxylic acid and 2,6-naphthalene dicarboxylic acid is 0.23:0.77 . The stannous oxalate accounted for 0.3% of the mass percentage of the diester, under the protection of nitrogen, stirred and reacted at 250° C. for 7 hours to form a prepolymer.

[0049] (2) Vacuumize the above prepolymer to 80Pa, stir and react at 250v for 3h to obtain copolyester. The structural formula is as follows:

[0050]

[0051] R 1 for -CH 2 -CH 2 -CH 2 -CH 2 -;

[0052] R 2 for

[0053] Tensile performance test conditions: the same as in Example 1, and the tensile properties are shown in Table 1. The oxygen and carbon dioxide permeability tes...

Embodiment 3

[0056] (1) under the effect of stannous octoate, 2,6-naphthalene dicarboxylic acid, 2,5-furandicarboxylic acid, 1,3-propanediol are added in the reaction flask, 1,3-propanediol and total diformic acid (2 , 6-naphthalene dicarboxylic acid and 2,5-furandicarboxylic acid) in a molar ratio of 3:1, 2,5-furandicarboxylic acid and 2,6-naphthalene dicarboxylic acid in a molar ratio of 0.74:0.26. The stannous oxalate accounted for 0.01% of the mass percentage of the diester, under the protection of nitrogen, stirred and reacted at 250° C. for 7 hours to form a prepolymer.

[0057] (2) Vacuumize the above-mentioned prepolymer to 80Pa, stir and react at 260°C for 3h to obtain copolyester. The structural formula is as follows:

[0058]

[0059]

[0060] R 1 for -CH 2 -CH 2 -CH 2 -;

[0061] R 2 for

[0062] Tensile performance test conditions: the same as in Example 1, and the tensile properties are shown in Table 1. The oxygen and carbon dioxide permeability test conditi...

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Abstract

The invention provides a 2, 6-naphthalic acid-based copolyester material and a preparation method thereof, and the structural formula of the material is composed of structural units represented by a general formula (1) and a general formula (2). The invention also provides a preparation method of the 2, 6-naphthalic acid-based copolyester material. According to the invention, 2, 6-naphthalic acid (2, 6-naphthalic acid diester compound), 2, 5-thiophenedicarboxylic acid (2, 5-thiophenedicarboxylic acid diester compound) or 2, 5-furandicarboxylic acid (2, 5-furandicarboxylic acid diester compound) and diol are subjected to direct esterification or ester exchange reaction to prepare the copolyester material, and the bio-based monomer 2, 5-thiophenedicarboxylic acid (2, 5-thiophenedicarboxylic acid diester compound) or 2, 5-furandicarboxylic acid (2, 5-furandicarboxylic acid diester compound) can easily increase the bio-based content of the 2, 6-naphthalic acid-based polyester, improve the toughness, and improve the barrier property.

Description

technical field [0001] The invention belongs to the technical field of polymer materials, and in particular relates to a 2,6-naphthalene dicarboxylate copolyester material and a preparation method thereof. Background technique [0002] Due to the shortage of petroleum resources, bio-based polyester materials synthesized from biomass resources have attracted more and more attention. Banerjee A et al. reported that 2,5-furandicarboxylic acid can be obtained from the reaction of furoic acid and carbon dioxide, and furoic acid can be obtained by oxidation of furfural, and furfural can be prepared from biomass corncobs. Therefore, 2,5-furandicarboxylic acid is a source of Monomers of biomass resources (Nature, 2016, 531(7593): 215-219). It has been reported in the literature that 2,5-thiophenedicarboxylic acid can be synthesized by the reaction of adipic acid and thionyl chloride (Fluid Phase Equil. 2014, 375: 110-114 and Thermochim. Acta, 2014, 592: 52-57). Adipic acid can be ...

Claims

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Application Information

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IPC IPC(8): C08G63/672C08G63/688C08G63/78
CPCC08G63/672C08G63/6886C08G63/78
Inventor 周光远姜敏王国强
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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