Silicone (Meth)Acrylate Synthesis Without Chlorosiloxane Byproducts
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Solution Overview
Problem
Existing methods for producing SiOC-type silicone (meth)acrylates face challenges such as high costs, the use of corrosive and hazardous materials, and inefficiencies in removing residual catalysts, leading to complex and costly production processes.
Innovation Solution
A process involving the reaction of acetoxysilicones with hydroxy-functional (meth)acrylic acid esters to produce silicone (meth)acrylates, avoiding the use of chlorosilanes and chlorosiloxanes, and utilizing Brønsted acids like trifluoromethanesulfonic acid as a catalyst.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Ease of manufacture
If chlorosiloxanes are used to produce SiOC-type silicone (meth)acrylates, then the production cost is reduced, but hydrochloric acid is released requiring high amounts of amines for neutralization leading to high salt loads and considerable filtration effort
Solution Approach 1:
The patent converts the harmful chlorosiloxane route into a beneficial alternative by using acetoxysilicones that release acetic acid instead of hydrochloric acid. The acetic acid byproduct is less harmful and can be more easily managed, thus converting a harmful manufacturing process into a more benign one while maintaining the SiOC-type silicone (meth)acrylate production
2Reliability
If SiC-type silicone (meth)acrylates are produced using hydrogen siloxanes and noble metal catalysts, then good product quality is guaranteed, but the production process becomes expensive and complex with complete removal of residual catalyst being practically impossible
Solution Approach 1:
The patent replaces expensive noble metal catalysts with a more economical catalyst system based on organometallic compounds that can be more easily removed or deactivated. This approach uses a less expensive, more manageable catalyst that achieves the same transformation without the burden of complete removal being practically impossible
Solution Approach 2:
The patent changes the chemical parameters of the reaction system by using acetoxysilicones instead of hydrogen siloxanes, and employing a different catalyst system. This parameter change simplifies the production process while maintaining product quality, making the process more economically viable and easier to control
3Loss of substance
If distillation is used to separate organic reactants in SiC-type silicone (meth)acrylate production, then stoichiometric excess reactants can be removed, but the process becomes technically demanding, time-consuming, and expensive on production scale
Solution Approach 1:
The patent extracts or removes the need for complex distillation processes by using a reaction system where the byproducts (acetic acid and water) can be more easily separated. The use of acetoxysilicones allows for a cleaner reaction profile that reduces the need for time-consuming distillation steps to remove unreacted starting materials
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
This method provides a simple, reliable, and cost-effective production of SiOC-type silicone (meth)acrylates without the drawbacks of previous methods, ensuring safer handling and reduced environmental impact.
Implementation Method 1
at least one acetoxysilicone is reacted with at least one hydroxy-functional (meth)acrylic acid ester
Implementation Method 2
utilizing Brønsted acids like trifluoromethanesulfonic acid as a catalyst
Data Source
AI summary
The invention relates to a process for preparing silicone (meth)acrylates according to which at least one acetoxysilicone is reacted with at least one hydroxyfunctional (meth)acrylic acid ester. The invention also relates to corresponding silicone (meth)acrylates and to their use in curable compositions.