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Modified polyethylene naphthalate containing imide structure and preparation method thereof

A technology of polyethylene naphthalate and dimethyl naphthalate, applied in the field of polymer materials and their synthesis, can solve the problems of small processing temperature range, oxidation of polyester main chain, etc. The effect of improving performance and glass transition temperature

Active Publication Date: 2019-12-20
SHENYANG JIANZHU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] On the other hand, the glass transition temperature and heat distortion temperature of PEN are as high as 120°C and 100°C, respectively. Although it has excellent high-temperature performance, its melting point is also as high as 265°C. The processing temperature of PEN polyester needs to be above 280°C. , 300°C can only be processed at high temperature for a short period of time, and the processing temperature range is small. Such a high processing and molding temperature will inevitably bring about thermal degradation and oxidation of the polyester main chain

Method used

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  • Modified polyethylene naphthalate containing imide structure and preparation method thereof
  • Modified polyethylene naphthalate containing imide structure and preparation method thereof
  • Modified polyethylene naphthalate containing imide structure and preparation method thereof

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Effect test

Embodiment 1

[0039] Embodiment 1: the synthesis of formula (III) type monomer, taking pyromellitic dianhydride as an example, get 218 grams (1 mole) pyromellitic dianhydride and 122 grams (2 moles) ethanolamine, dissolve in 4 liters of DMAc In the solution, add 306 grams (3 moles) of acetic anhydride after complete dissolution; react for 8 hours under nitrogen protection at a temperature of 140°C; cool to room temperature after the reaction, and then pour the solution into sufficient distilled water to obtain a yellow The solid precipitate is filtered, washed and dried to obtain N,N'-dihydroxyethyl-pyromellitic diimide monomer derived from pyromellitic dianhydride;

[0040]

[0041] Derived from 3,3',4,4'-biphenyltetracarboxylic dianhydride, 4,4'-biphenyl ether dianhydride, 3,3',4,4'-benzophenonetetracarboxylic dianhydride, 1, The dihydroxyethyl imide monomer of 4,5,8-naphthalene tetracarboxylic dianhydride can be prepared according to similar synthesis conditions and steps.

Embodiment 2

[0042] Embodiment 2: the synthesis of formula (IV) class monomer, take pyromellitic dianhydride as example

[0043] Get 218 grams (1 mole) pyromellitic dianhydride and 218 grams (2 moles) p-aminophenol, dissolve in 5 liters of DMAc, add 306 grams (3 moles) acetic anhydride after completely dissolving; Under nitrogen protection, React for 10 hours at a temperature of 150°C; after the reaction, cool to room temperature, then pour the solution into a sufficient amount of distilled water to obtain an orange solid precipitate, which is filtered, washed, and dried to obtain pyromellitic dianhydride N,N'-bis(4-hydroxyphenyl)-pyromellitic acid diimide monomer;

[0044]

[0045] Derived from 3,3',4,4'-biphenyltetracarboxylic dianhydride, 4,4'-biphenyl ether dianhydride, 3,3',4,4'-benzophenonetetracarboxylic dianhydride, 1, The bis(4-hydroxyphenyl)imide monomer of 4,5,8-naphthalene tetracarboxylic dianhydride can be prepared according to similar synthesis conditions and steps.

Embodiment 3

[0047] Add 91.275 grams of N,N'-dihydroxyethyl-pyromellitic acid diimide provided in Example 1, 36.636 grams of dimethyl 2,6-naphthalene dicarboxylate and 0.028 grams of anhydrous zinc acetate into the reactor 1; transesterification reaction under nitrogen protection, 195 °C for 4 hours to form 2,6-hydroxyethyl naphthalene dicarboxylate containing pyromellitic diimide structure; 207.604 grams of 2,6-naphthalene diimide Add dimethyl formate, 105.4 grams of ethylene glycol and 0.156 grams of anhydrous zinc acetate to reactor 2; react under nitrogen protection and 195°C for 3 hours to form ethylene glycol 2,6-naphthalene dicarboxylate, and then Add it into the reactor 1; gradually raise the temperature of the reactor 1 to 295 ° C, and react for 1 hour under the condition of a vacuum degree of less than 100 Pa to completely remove the by-product ethylene glycol; stop heating the reactor after the reaction, and pass nitrogen gas to make the reaction The pressure of the container is...

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Abstract

The invention relates to a modified polyethylene naphthalate containing an imide structure and a preparation method thereof, belonging to the technical field of polymer materials and their synthesis.The modified polyethylene naphthalate is prepared by transesterification from a dihydroxy comonomer derived from a dianhydride compound, wherein the dianhydride compound is selected from the group consisting of one or more of pyromellitic dianhydride (PMDA), 3,3'4,4'-biphenyl tetracarboxylic diandhydride (BPDA), 4,4'-oxydiphthalic anhydride(ODPA), 3,3,4,4-benzophenonetetracarboxylic dianhydride(BTDA), 1,4,5,8-naphthalenetetracarboxylic dianhydride (NTDA). The introduction of dihydroxyl monomers derived from dianhydride compounds can improve the glass transition temperature of poly(ethylene-2,6-naphthalenedicarboxylate) while its melting point is reduced to achieve the modification purpose of improving heat resistance and processability.

Description

technical field [0001] The invention belongs to the technical field of polymer materials and their synthesis, and specifically relates to the copolymerization modification of polyethylene-2,6-naphthalene dicarboxylate with dihydroxy monomers (containing imide structures) derived from dianhydride compounds method. Background technique [0002] Polyethylene-2,6-naphthalate (PEN) is similar to polyethylene terephthalate (PET) in structure, the difference is that the naphthalene ring replaces the benzene ring in PET, because the naphthalene in the main chain The ring has a greater conjugation effect than the benzene ring, which makes it have a greater rigidity of the main chain, and its mechanical properties, thermal properties, and gas barrier properties are significantly better than PET. PEN polyester is mainly used in insulating films, capacitors, and seat sensors. Since PEN polyester does not carbonize even if it is burned, it can also prevent secondary damage by short circ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/685C08G63/78
CPCC08G63/6856C08G63/78
Inventor 于云武刘运学刘长威梁廉洁牛晚扬王丽华
Owner SHENYANG JIANZHU UNIVERSITY
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