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Polyurea copolymers

A technology of copolymer and polyurea, applied in the field of polyurea copolymer, can solve the problems of inability to provide uniformity of structure and the like

Pending Publication Date: 2022-08-02
BASF SE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] The above prior art all lead to the formation of linear polyurea polymers with dynamic linkages
However, additional reactants such as polyols are required to form cross-linked 3D polymers, which cannot provide structural uniformity

Method used

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  • Polyurea copolymers
  • Polyurea copolymers
  • Polyurea copolymers

Examples

Experimental program
Comparison scheme
Effect test

Embodiment approach

[0341] 1. A polyurea copolymer obtained by reacting a reaction mixture comprising the following components:

[0342] a. Isocyanate mixture (A); and

[0343] b. At least one secondary amine of formula (B):

[0344]

[0345] where R a is selected from substituted or unsubstituted linear or branched C 1 -C 30 Alkylene, substituted or unsubstituted linear or branched 2-30 membered heteroalkylene, substituted or unsubstituted linear or branched C 2 -C 30 Alkenylene, substituted or unsubstituted linear or branched 3-30 membered heteroalkenylene, substituted or unsubstituted C 5 -C 30 Cycloalkylene, substituted or unsubstituted 5-30 membered heterocycloalkylene, substituted or unsubstituted C 5 -C 30 Cycloalkenylene, substituted or unsubstituted 5-30 membered heterocycloalkenylene, substituted or unsubstituted C 6 -C 30 Arylene, substituted or unsubstituted 5-30 membered heteroarylene, substituted or unsubstituted C 1 -C 30 alkylene C 5 -C 30 Cycloalkylene, substitut...

Embodiment

[0403] Material

[0404] PMDI (Lupranat M20 FB) was obtained from BASF; 4,4'-methylenebis(N-sec-butylaniline) ("DIB-MDA") was obtained from ABCR. MCDA and T5 amine were obtained from BASF. All other chemicals were obtained from SigmaAldrich (Germany) and used as received unless otherwise stated. Modified MCDA-amines as well as DIP-IPDA were synthesized in our laboratory by reductive amination (see below for procedure). THF was dried using molecular sieves (4A).

[0405] PMDI: Polymeric diphenylmethane diisocyanate.

[0406]MCDA: 4-methylcyclohexane-1,3-diamine and 2-methylcyclohexane-1,3-diamine and a mixture of all possible stereoisomers.

[0407] DIP-MCDA: N1,N3-diisopropyl-4-methylcyclohexane-1,3-diamine and N1,N3-diisopropyl-2-methylcyclohexane-1,3-diamine Amines and mixtures of all possible stereoisomers.

[0408] Bbz-MCDA: N1,N3-dibenzyl-4-methylcyclohexane-1,3-diamine and N1,N3-dibenzyl-2-methylcyclohexane-1,3-diamine and A mixture of all possible stereoisomers....

Embodiment 4

[0429] A flask was charged with polymerized methylene diphenyl isocyanate (pMDI) (16.52 g, f=2.53) and THF (250 g) and cooled using an ice bath. The sterically hindered secondary diamine DIP-MCDA (13 g) in 50 g THF was slowly added to form the polyurea. After stirring for 1 hour, the reaction mixture was warmed to room temperature. Stirring was continued until the polymerization was complete, as evidenced by the disappearance of the NCO band in the IR. THF was evaporated under reduced pressure. The resulting material was crushed and dried under reduced pressure to remove residual traces of THF. The product was obtained in quantitative yield as a pale yellow solid.

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Abstract

The invention relates to a polyurea copolymer obtained by reacting an isocyanate mixture with at least one secondary amine having at least two amine functions; wherein the isocyanate mixture (A) has an average NCO functionality of > = 2.10.

Description

[0001] Field of Invention [0002] The present invention relates to a polyurea copolymer obtained by reacting an isocyanate mixture with at least one secondary amine having at least two amine functions; wherein the isocyanate mixture (A) has an average NCO functionality of ≥2.10. [0003] Background of the Invention [0004] Materials and polymer science requires the development of polymer materials with desired in-use performance characteristics that are also malleable, repairable, and reprogrammable shapes. There is also a need to develop such polymers that can be degraded or reversibly depolymerized. Although shape memory and self-healing polymers are known, many of these polymers do not possess the desired properties and dynamic properties. For example, many shape memory polymers that rely on covalent crosslinking to form cannot be processed, reprogrammed, or recycled after being formed into a permanent shape by covalent crosslinking. In the case of degradable or reversib...

Claims

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Application Information

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IPC IPC(8): C08G18/08C07C13/18C08G18/32C08G18/76
CPCC08G18/0852C08G18/7664C08G18/3243C08G18/325C08G18/3234C08G18/3237C08G18/3246C08G2280/00C08L75/02
Inventor S·G·科尼格A·奎尔J-P·B·林德纳M·泽林格D·维贝尔豪斯
Owner BASF SE