Halogenated Carbamoyl Accelerator for Dual-Functional Polymerizable Composition
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Solution Overview
Problem
The existing polymerizable compounds with (meth)acryloyl and isocyanate groups face challenges in achieving sufficient reactivity due to the different reactivities of their functional groups, leading to inadequate reaction acceleration and potential adverse effects on the physical properties of the cured products when traditional catalysts are used.
Innovation Solution
Incorporating a reaction accelerator with a (meth)acryloyl group and a halogenated carbamoyl group, which improves the reactivity of both the (meth)acryloyl and isocyanate groups, enhancing the reaction rates during urethanization and radical polymerization reactions.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Productivity
If traditional catalysts (amine-based or metal catalysts) are used to accelerate the reaction of polymerizable compound with hydroxyl group, then reaction acceleration is achieved, but substrates do not show sufficient reaction accelerating effects and the catalyst may adversely affect the physical properties of the reaction product
Solution Approach 1:
The patent introduces an amine compound as an intermediary substance that mediates the reaction between the polymerizable compound and hydroxyl group. The amine compound temporarily binds with the isocyanate group to form a more reactive intermediate species, which then reacts with the hydroxyl group to form the urethane bond. This intermediary mechanism accelerates the reaction without requiring traditional catalysts that may leave harmful residues.
Solution Approach 2:
The patent changes the chemical parameters of the reaction system by introducing compounds with specific functional groups (amine groups with particular structures). These parameter changes in molecular structure and reactivity enable sufficient reaction acceleration while maintaining the purity and physical properties of the final product, as the amine compounds used are stoichiometric reagents rather than catalytic additives.
2Adaptability or versatility
If a polymerizable compound with (meth)acryloyl group and isocyanate group is used, then two-stage reaction capability is achieved, but the different reactivities of the two functional groups make it difficult to control the reaction process
Solution Approach 1:
The patent segments the reaction process into two distinct stages by selectively controlling which functional group reacts at each stage. The first stage involves the isocyanate group reacting with the amine compound, and the second stage involves the (meth)acryloyl group undergoing radical polymerization. This segmentation is achieved by controlling reaction conditions such as temperature, additives, and reaction sequence, making the dual-functional compound easier to handle.
Solution Approach 2:
The patent applies preliminary action by pre-reacting the isocyanate group with the amine compound before the radical polymerization of the (meth)acryloyl group. This preliminary urethanization reaction reduces the reactivity difference between the two functional groups, allowing for better control of the overall reaction process and enabling sequential reaction without cross-interference.
Applied Scientific Principles
This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.
Function Achieved in This Case
The use of the halogenated carbamoyl-based reaction accelerator significantly improves the reactivity of the polymerizable compound, leading to enhanced curing properties and productivity of the curable composition, while minimizing the presence of unwanted reaction products.
Implementation Method 1
a reaction accelerator (B) which is a compound including a (meth)acryloyl group and a halogenated carbamoyl group in a molecule
Implementation Method 2
a (meth)acryloyl group of a reaction product can be reacted (radical polymerization or the like with the same polymerizable compound or another polymerizable compound)
Implementation Method 3
an isocyanate group of a polymerizable compound can be reacted (urethanization reaction or the like with a compound having a hydroxyl group)
Data Source
AI summary
A composition is provided which includes a polymerizable compound (A) which includes a (meth)acryloyl group and an isocyanate group in a molecule thereof; and a reaction accelerator (B) which is a compound including a (meth)acryloyl group and a halogenated carbamoyl group in a molecule.