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Preparation method of furandicarboxylic acid diamine polymer

A technology of furandicarboxylic acid diamine and furandicarboxylic acid is applied in the field of preparation of furandiamine diamine high polymer, can solve the problems of complicated and expensive processing process, and achieves the effects of easy control, green preparation process and improved molecular weight

Active Publication Date: 2020-12-22
TIANJIN POLYTECHNIC UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

A large amount of organic waste liquid will be generated during the preparation of ordinary polyamide, and the waste liquid post-treatment process is cumbersome and expensive

Method used

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  • Preparation method of furandicarboxylic acid diamine polymer
  • Preparation method of furandicarboxylic acid diamine polymer
  • Preparation method of furandicarboxylic acid diamine polymer

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[0019] The invention provides a kind of preparation method (abbreviation method) of furandiamine high polymer, it is characterized in that the method comprises the following steps:

[0020] (1) Dissolve at least one of diamine and furandicarboxylic acid, furandicarboxylic acid chloride compound, furandicarboxylic acid bromide compound or furandicarboxylic ester compound in DMF, absolute ethanol and other solvents respectively, and then mutually After mixing (preferably pour the diamine solution into furandicarboxylic acid, furandicarboxylic acid chloride compound, furandicarboxylic acid bromide compound or furandicarboxylic acid ester solution), under the protection of inert gas, react to form a precipitate, After the precipitate no longer increases, the precipitate is cooled, filtered, and vacuum-dried to obtain the compound salt;

[0021] (2) Add the compound salt into the reactor, and continue vacuuming after introducing the inert gas. Under the catalysis of the catalyst, f...

Embodiment 1

[0036] (1) Dissolve 2,5-furandicarboxylic acid and 1,6-hexanediamine in absolute ethanol at a molar ratio of 1:1, then slowly pour the 1,6-hexanediamine solution into 2,5 - In the furandicarboxylic acid solution, under the conditions of nitrogen protection and magnetic stirring, the reaction temperature is 50° C., and the water bath reacts for 12 hours to produce a precipitate. The precipitate is cooled, filtered, and vacuum-dried for 12 hours to obtain a compound salt; the obtained compound salt is in the form of a white powder.

[0037] The composite salt obtained was characterized by infrared spectroscopy test, figure 1 It is the infrared spectrum of compound salt, 2930cm -1 at methylene (-CH 2 -) stretching vibration peak, 1640cm -1 is the carboxylate ion (COO -) and amino ions (NH 3 + ) combined characteristic peak, 1553cm -1 At the peak of amide II, 791cm -1 The position is the in-plane bending vibration absorption peak of =C-H on the furan ring, indicating that t...

Embodiment 2

[0047] The specific reaction conditions are the same as in Example 1, except that the molar ratio of 2,5-furandicarboxylic acid to 1,6-hexanediamine is changed to 1:0.8.

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Abstract

The invention discloses a preparation method of a furandicarboxylic acid diamine polymer, which comprises the following steps of dissolving and mixing diamine and furandicarboxylic acid, and reactingunder the protection of inert gas to generate a precipitate until the precipitate is not increased any more, thereby obtaining a composite salt, adding composite salt into a reactor, introducing inertgas, continuously vacuumizing, under the catalysis of a catalyst, firstly pre-polymerizing until the viscosity of the whole system is not increased any more, and then raising the temperature for polycondensation until the viscosity of the whole system is not increased any more, so as to obtain a furandicarboxylic acid diamine oligomer, and under the protection of inert gas, carrying out solid-phase polymerization on the obtained furandicarboxylic acid diamine oligomer to obtain the furandicarboxylic acid diamine polymer. According to the method, furandicarboxylic acid and diamine generate composite salt, a polymer is obtained through prepolymerization and condensation polymerization, and then the furandicarboxylic acid diamine polymer is obtained through solid-phase polymerization and purification. The test conditions are simple, no solvent is used, and no organic waste liquid is generated in the preparation process.

Description

technical field [0001] The invention belongs to the field of organic synthesis, in particular to a preparation method of a furandicarboxylic acid diamine high polymer. Background technique [0002] Polyamide, also known as nylon, is a general term for polymers containing amide groups in the repeating unit of the main chain of a macromolecule. Polyamides can be prepared by ring-opening polymerization of lactams, or by polycondensation of dibasic amines and dibasic acids. Polyamide has the advantages of toughness, wear resistance, self-lubrication, and wide temperature range. At present, as a large amount of engineering plastics, polyamide has been widely used in machinery, automobiles, electrical appliances, textile equipment, chemical equipment, aviation, metallurgy and other fields. [0003] Polyamides include aliphatic polyamides, aromatic polyamides and semiaromatic polyamides. Aliphatic polyamides, such as nylon 6 and nylon 66, have good comprehensive properties, but ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/40C08G69/30
CPCC08G69/40C08G69/30
Inventor 李振环杨雪晴苏坤梅
Owner TIANJIN POLYTECHNIC UNIV
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