Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Powdered polycarbodiimide compound and ester resin composition

A polycarbodiimide and ester resin technology, applied in the field of ester resin compositions, can solve problems such as tackifying, terminal isocyanate group residue, etc., and achieve the effects of improving hydrolysis resistance, excellent operability, and excellent handling properties

Active Publication Date: 2021-11-05
NISSHINBO CHEM
View PDF12 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In this way, the powder polycarbodiimide compound whose terminal isocyanate group is blocked by ethanol or in the state of having active hydrogen tends to remain in an unreacted state during the preparation process, and it is necessary to add it to the ester resin. Viscosity problem easily occurs when mixing

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Powdered polycarbodiimide compound and ester resin composition
  • Powdered polycarbodiimide compound and ester resin composition
  • Powdered polycarbodiimide compound and ester resin composition

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0112] [Preparation method of powder polycarbodiimide compound]

[0113] The method for preparing the powdery polycarbodiimide compound is not particularly limited, and known methods can be used. For example, the powdery polycarbodiimide compound can be obtained by pulverizing a solid carbodiimide compound obtained by the synthesis methods shown in (1) to (3) below.

[0114] (1) Carbodiimidization of the diisocyanate compound in the presence of a catalyst to obtain isocyanate-terminated polycarbodiimide, followed by adding the organic compound (blocking agent) and the diol compound, Process for Carbamate Reaction and Capping Reaction

[0115] (2) Mix the diisocyanate compound, the diol compound and the organic compound (capping agent), and perform urethanization reaction, carbodiimidization reaction and capping reaction in the presence of a catalyst Methods

[0116] (3) After urethanizing a part of the diisocyanate compound with the diol compound to obtain an isocyanate-ter...

Embodiment 1

[0173] Put 100 parts by mass of HMDI and 0.5 parts by mass of 3-methyl-1-phenyl-2-phosphole-1-oxide as a carbodiimidation catalyst in a reaction with a reflux tube and a stirrer In the container, stirring and mixing were carried out at 185° C. for 24 hours under nitrogen flow to perform carbodiimidization reaction to obtain isocyanate-terminated polycarbodiimide.

[0174] IR spectrum measurement of the obtained isocyanate-terminated polycarbodiimide confirmed that the wavelength was 2150 cm -1 before and after the absorption peaks of the carbodiimide group. In addition, the amount of terminal NCO was 8.19% by mass, and the degree of polymerization of the carbodiimide group obtained by the above measurement method was 3.5.

[0175] Next, 8.8 parts by mass of MPG and 4.0 parts by mass of EG were added to the isocyanate-terminated polycarbodiimide at 150° C. under a nitrogen stream, heated to 180° C., stirred and mixed for 2 hours, and reacted.

[0176] Measured by IR spectrum,...

Embodiment 2-6 and comparative example 1-8

[0178] Except that the diisocyanate compound, organic compound (blocking agent) and diol compound in Example 1 were changed to the compounds shown in the following Table 1, the same operation was carried out as in Example 1 to synthesize each powder polycarbonate imine compounds.

[0179] In addition, in Comparative Examples 7 and 8, the obtained polycarbodiimide compound was not a solid but a viscous liquid, and a powder polycarbodiimide compound could not be obtained.

[0180] [Measurement and Evaluation of Powdered Polycarbodiimide Compounds]

[0181] The measurement and evaluation of the items shown below were performed on each powder polycarbodiimide compound obtained in the above-mentioned Examples and Comparative Examples. These measurement and evaluation results are summarized in Table 1 below.

[0182] In addition, since the polycarbodiimide compounds obtained in Comparative Examples 7 and 8 were not powders, melting point measurement and blocking evaluation were no...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The present invention provides: a powdered polycarbodiimide compound that is capable of improving the hydrolysis resistance of an ester resin, does not tend to cause thickening when added to and mixed with an ester resin, and has exceptional handleability; and an ester resin composition in which the powdered polycarbodiimide compound is used. This powdered polycarbodiimide compound is represented by formula (1) and has a melting point of 50 deg C or higher. (R1 and R2 are residues obtained by removing the functional group from an organic compound (excluding ethanol) that has one functional group having reactivity with an isocyanate group. R3 is a divalent residue obtained by removing two isocyanate groups from a diisocyanate compound. The diisocyanate compound has a hydrocarbon group directly bonded to the two isocyanate groups. R4 is a divalent residue obtained by removing two hydroxyl groups from a diol compound. X1 and X2 are bonds formed by reaction of the functional group and the isocyanate groups. m and n represent numbers of 1-20, and p represents a number of 2-20.

Description

technical field [0001] The present invention relates to a powdery polycarbodiimide compound capable of improving the hydrolysis resistance of ester resins and an ester resin composition using the powdery polycarbodiimide compound. Background technique [0002] Polycarbodiimide compounds have been used as hydrolysis resistance stabilizers for ester resins. [0003] A polycarbodiimide compound is a compound having a plurality of carbodiimide groups in the molecule, and is also known to have a urea bond or a urethane bond introduced into the molecule from the viewpoint of easy compatibility with ester resins. Structured compounds. [0004] In addition, the polycarbodiimide compound is preferably a powder from the viewpoint of transportability and ease of handling when added to an ester resin. For example, Patent Document 1 describes mixing a diamine compound, a diol compound and an isocyanate Carbodiimide powder obtained by base reaction. [0005] In addition, Patent Documen...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C08L67/00C08L75/04C08G18/02C08G18/09C08G18/10C08G18/28C08G18/32C08G18/42C08G18/74C08G18/75C08G18/76C08G18/79
CPCC08G18/10C08G18/025C08G18/095C08G18/2825C08G18/282C08G18/283C08G18/3206C08G18/4833C08G18/4225C08G18/758C08G18/797C08G18/42C08G18/48C08L67/02C08L67/04
Inventor 松本展幸柳沢健一
Owner NISSHINBO CHEM
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com