A kind of polymeric carbodiimide compound and preparation method thereof

A carbodiimide and compound technology, which is applied in the field of polymerized carbodiimide compounds and their preparation, can solve the problems of inconvenient use, difficult crystallization and purification, etc., so as to increase thermal degradation temperature, rigidity and resistance hydrolytic effect

Active Publication Date: 2020-07-17
SHANGHAI LANGYI FUNCTIONAL MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It can be seen that the structural feature of this carbodiimide polymer is that diphenylmethylene is introduced into the molecular chain, but because the methylene molecular segment has certain flexibility, it is easy to be in a random coil shape, making the polymerization The substance is easy to form a rubber state at room temperature, it is not easy to crystallize and purify, and it is inconvenient to use

Method used

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  • A kind of polymeric carbodiimide compound and preparation method thereof
  • A kind of polymeric carbodiimide compound and preparation method thereof
  • A kind of polymeric carbodiimide compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] (1) Substitution reaction: add 154g triphosgene and 500ml dichloroethane in the reaction kettle, after the triphosgene is completely dissolved, add 260g anhydrous sodium bicarbonate and 500ml deionized water successively, reduce the temperature of the whole system to -2 ℃, 250g of diamine (II) was dissolved in 500ml of dichloroethane and added dropwise to the reaction kettle, reacted at low temperature for 2h, heated up to 80°C and reacted for 2h, separated into liquids, washed with water, and rotary evaporated to obtain 290g of diisocyanate (III );

[0030] (2) Condensation reaction: At 180°C, add 0.75g of catalyst 3-methyl-1-phenyl-2-phosphorus-1-oxide to the diisocyanate (Ⅲ) obtained in the above step (1), the condensation reaction is 5 Add 65g end-blocking agent cyclohexanol after one hour, obtain 329.75g product;

[0031] (3) Product purification: at 160 DEG C, vacuum distillation under the condition of pressure 100pa, the product obtained in the above step (2) is...

Embodiment 2

[0035] (1) Substitution reaction: Add 308g of triphosgene and 1L of dichloroethane into the reaction kettle. After the triphosgene is completely dissolved, add 520g of anhydrous sodium bicarbonate and 1L of deionized water in turn, and reduce the temperature of the entire system to - At 5°C, dissolve 500g of diamine (II) in 1L of dichloroethane and add it dropwise to the reaction kettle, react at low temperature for 1h, heat up to 50°C and react for 3h, separate liquid, wash with water, and rotary evaporate to obtain 580g of diisocyanate (Ⅲ);

[0036] (2) Condensation reaction: At 120°C, add 1.5g of catalyst 1,3-dimethyl-2-phosphorus-1-oxide to the diisocyanate (Ⅲ) obtained in the above step (1), and conduct condensation reaction for 10 hours After adding 42g end-blocking agent phenyl isocyanate, obtain 547.5g product;

[0037] (3) Product purification: Distill under reduced pressure at 160°C and a pressure of 100pa, purify the product obtained in the above step (2) to obtain...

Embodiment 3

[0041](1) Substitution reaction: add 462g of triphosgene and 1.5L dichloroethane in the reaction kettle, after the complete dissolution of triphosgene, add 720g of anhydrous sodium bicarbonate and 1.5L of deionized water successively, lower the temperature of the whole system To 0°C, dissolve 750g of diamine (II) in 1.5L of dichloroethane and add it dropwise into the reaction kettle, react at low temperature for 1.5h, raise the temperature to 40°C, react for 4h, separate liquid, wash with water, and rotary evaporate to obtain 870g Diisocyanate (Ⅲ);

[0042] (2) Condensation reaction: At 200°C, add 2.25g of catalyst 1-ethyl-2-phosphorus-1-oxide to the diisocyanate (Ⅲ) obtained in the above step (1), add 102g of catalyst after 15 hours of condensation reaction End-blocking agent polyethylene glycol-methyl ether (Mw=350), to obtain 878.25g of product;

[0043] (3) Product purification: at 160 DEG C, underpressure distillation under the condition of pressure 100pa, the product ob...

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Abstract

The invention discloses polymeric carbodiimide compounds and a preparation method thereof. In the invention, a diamine containing an epoxy group is subjected to a substitution reaction to form a diisocyanate, polycondensation is performed, purification is performed, and therefore one polymeric carbodiimide compound (I) shown in the description is synthesized. According to the polymeric carbodiimide compounds provided by the invention, the epoxy group is introduced into the compound molecular structure, so that the rigidity of a polymer molecular chain is greatly improved, the thermal degradation temperature of the carbodiimide compounds is improved, the defect that monocarbodiimide is easy to transfer from compounds such as polyesters and polyurethanes at high temperatures is overcome, andthe hydrolysis resistance of the material is improved; the compounds can be used as a hydrolysis-resistant stabilizer to be used for thermoplastic polyurethanes, polyurethane elastomers, polyurethaneadhesives and polyester elastomers, and can be used particularly in the photovoltaic industry, biodegradable materials and the like; and the synthesized polymeric carbodiimides with different polymerization degrees have no smell and a low yellowing index, and can be widely used in fields with higher color requirements.

Description

technical field [0001] The invention relates to a carbodiimide compound and a preparation method thereof, in particular to a polymeric carbodiimide compound with low odor and high heat resistance stability and a preparation method thereof. Background technique [0002] Carbodiimide compounds can react with active hydrogen (carboxylic acid, amine, alcohol, mercaptan, etc.) and can be made into various forms (varnish, powder, film) etc.), are widely used in many fields such as cross-linking agents and binders, especially as anti-hydrolysis stabilizers in thermoplastics, polyols, polyurethanes, triglycerides and lubricating oils. [0003] When the polymer material containing ester group is corroded by water or acid, the ester bond in the molecule is cracked into alcohol and acid, and the acid will increase the hydrolysis rate exponentially. In the molecular structure of carbodiimide compounds, —N= The C=N—group can capture this free carboxylic acid, and react quickly at room t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G18/02C07D303/36C07D301/02
CPCC07D301/02C07D303/36C08G18/025
Inventor 朱旭丁群张文彬董建廷唐晓峰
Owner SHANGHAI LANGYI FUNCTIONAL MATERIALS
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