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

Diamine addition crosslinking agent and preparation method thereof, as well as composition for preparing thermal reversible crosslinking epoxy resin and composite material of thermal reversible crosslinking epoxy resin

A technology of amine adducts and cross-linking agents, applied in the field of reversible cross-linked epoxy resin and its composite materials, can solve the problem of lack of multiple repairs

Active Publication Date: 2014-09-17
INST OF CHEM CHINESE ACAD OF SCI
View PDF7 Cites 21 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Therefore, in view of the problems that the traditional chemical cross-linked epoxy resin cannot be recycled and reprocessed, the external repair microcapsule self-healing epoxy resin lacks multiple repairs, and the generality of the reversible cross-linked epoxy resin is improved, the present invention synthesized a A new type of diamine adduct crosslinking agent, used to cure various general-purpose epoxy resins, to prepare fast self-healing, thermoplastic epoxy resins and their composites

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
  • Diamine addition crosslinking agent and preparation method thereof, as well as composition for preparing thermal reversible crosslinking epoxy resin and composite material of thermal reversible crosslinking epoxy resin
  • Diamine addition crosslinking agent and preparation method thereof, as well as composition for preparing thermal reversible crosslinking epoxy resin and composite material of thermal reversible crosslinking epoxy resin
  • Diamine addition crosslinking agent and preparation method thereof, as well as composition for preparing thermal reversible crosslinking epoxy resin and composite material of thermal reversible crosslinking epoxy resin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0074] Embodiment 1, the synthesis of diamine adduct crosslinking agent

[0075] (1) prepare the methyl furanamine of Boc protection

[0076] In a 500 mL single-necked round bottom flask, 25.20 g (0.115 mol) of di-tert-butyl dicarbonate was dissolved in 90 mL of dichloromethane and placed in an ice bath at 0°C. In addition, 10.60 g (0.109 mol) of furylamine was dissolved in 90 mL of dichloromethane, added into the reaction bottle, and reacted at room temperature for 24 hours after addition. The solvent was removed by rotary evaporation, 50 mL of ethyl acetate was added, washed once with 40 mL of saturated aqueous sodium carbonate solution, and then washed once with 40 mL of saturated brine, dried with anhydrous sodium sulfate, and the solvent was removed by a vacuum rotary evaporator to obtain 21.55 g yellow crystals, that is Boc-protected furylamine, the conversion rate is 99%.

[0077] (2) Preparation of N-substituted maleimides of Boc-protected amino groups

[0078] To a...

Embodiment 2

[0086] Embodiment 2, the synthesis of diamine adduct crosslinking agent

[0087] (1) prepare the methyl furanamine of Boc protection

[0088] Synthetic method is identical with embodiment 1.

[0089] (2) Preparation of N-substituted maleimides of Boc protected amino groups

[0090] Mono-Boc-protected hexamethylenediamine was prepared by the method disclosed in the reference (Dae Woo Lee, et al., SyntHetic Organic Chemistry, 2007, 37:5, 737-742). The general process is as follows: Add 30 mL of methanol to a 250 mL single-necked round bottom flask and place it in an ice-water bath, then add 8.2 mL of concentrated hydrochloric acid, stir for 10 minutes, and then transfer to room temperature for 15 minutes. Weigh 11.60g (0.100mol) of hexamethylenediamine and dissolve it in 30mL of methanol, add it into the reaction flask under stirring, first react in an ice-water bath for 15 minutes, transfer to room temperature and stir for 15 minutes, add 5mL of water and continue stirring fo...

Embodiment 3

[0100] Embodiment 3, the synthesis of diamine adduct crosslinking agent

[0101] (1) Preparation of 3-furylmethylamine of Boc-protection

[0102] The synthesis method is the same as in Example 1, except that the raw material furylmethylamine is replaced with 3-furylmethylamine.

[0103] (2) Preparation of N-substituted maleimides of Boc protected amino groups

[0104] The preparation method is the same as that in Example 2, except that the hexamethylenediamine used to prepare the Boc-protected amino N-substituted maleimide is replaced by 1,8-diamino-3,6-dioxahexane.

[0105] (3) Preparation of double-ended Boc-protected diamine Diels-Alder adducts

[0106] React the above prepared Boc-protected furanylamine and N-substituted maleimide of Boc-protected amino group in a molar ratio of 2:1 at 80°C for 24 hours, cool to room temperature, concentrate and wash with cold n-hexane several times , and dried to obtain a white solid which is the double-ended Boc-protected diamine Diel...

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

PropertyMeasurementUnit
Particle sizeaaaaaaaaaa
Login to View More

Abstract

The invention belongs to the technical field of epoxy resin based chemical crosslinking material preparation, and particularly relates to a diamine addition crosslinking agent and a preparation method thereof, as well as a composition for preparing thermal reversible crosslinking epoxy resin and a composite material of the thermal reversible crosslinking epoxy resin. The structure of the diamine addition crosslinking agent is as shown in the formula (I), wherein R1 is methyl or H, and n is 1-3; and R is non-aromatic radical. The epoxy resin and the composite material prepared from the composition containing the crosslinking agent have all excellent performance of traditional chemical crosslinking epoxy resin at a low temperature, have re-processing forming performance of thermoplastic materials at a high temperature, restore crosslinking characteristics after being cooled, and are called 'thermosetting-thermoplastic' materials. The reversible crosslinking epoxy resin and the composite material thereof have a self-recovery capability, and the performance of the re-processing forming material can be regulated by means of thermal treatment, so that the diamine addition crosslinking agent is applicable to preparation of self-restoring paint, electronic packaging materials, thermal reversible adhesives and the like.

Description

technical field [0001] The invention belongs to the technical field of preparation of epoxy resin-based chemical crosslinking materials, in particular, it relates to a diamine adduct crosslinking agent, its preparation method and its preparation of thermally reversible crosslinking epoxy resin and its composite material . Background technique [0002] Epoxy resin is a class of compounds containing two or more epoxy groups in the molecule. Since the 1940s, it has gradually developed into a class that includes many types of thermosetting resins, such as glycidyl ethers, glycidyl amines, glycidyl esters, and aliphatic epoxy resins. [0003] Epoxy resin has excellent process performance. Due to its high bonding strength, low curing shrinkage rate, excellent solvent and chemical resistance, electrical insulation and mechanical properties, and low price, it is used as a coating, adhesive, high The matrix resin of performance composite materials, electronic packaging materials, a...

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): C08G59/50C07D491/18C08L63/00
Inventor 匡晓刘国明董侠刘学新王笃金
Owner INST OF CHEM CHINESE ACAD OF SCI
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