Tall oil derived glycidyl esters and process of making the same
US-2023357174-A1 · Nov 9, 2023 · US
Process for producing glycidyl (meth)acrylate
US9303003B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9303003-B2 |
| Application number | US-201414434211-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 11, 2014 |
| Priority date | Mar 22, 2013 |
| Publication date | Apr 5, 2016 |
| Grant date | Apr 5, 2016 |
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Abstract
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Provided is glycidyl(meth)acrylate which is reduced in the content of impurities including chlorine. This process comprises reacting epichlorohydrin with an alkali metal (meth)acrylate in the presence of a catalyst to produce glycidyl(meth)acrylate, the process including a step in which the reaction is conducted while making a Bronsted acid present in the reaction system in an amount of 0.0001-0.08 mol per mol of the alkali metal (meth)acrylate.
First claim
Opening claim text (preview).
The invention claimed is: 1. A process, comprising: reacting epichlorohydrin with an alkali metal salt of (meth)acrylic acid in the presence of a catalyst, thereby producing glycidyl (meth)acrylate, wherein reacting the epichlorohydrin with the alkali metal salt of (meth)acrylic acid is in the presence of a Broensted acid in a reaction system in an amount of 0.0001 mol to 0.08 mol per mol of the alkali metal salt of (meth)acrylic acid, wherein a total content of chloropropenyl (meth)acrylate and 1,3-dichloro-2-propanol in a reaction solution is 2770 ppm or less, wherein the catalyst is a quaternary ammonium salt and/or an ion exchange resin comprising a quaternary ammonium salt. 2. The process of claim 1 , wherein a content of chloropropenyl (meth)acrylate in the reaction solution is 850 ppm or less. 3. The process of claim 1 , wherein a content of 1,3-dichloro-2-propanol in the reaction solution is 2560 ppm or less. 4. The process of claim 2 , wherein a content of 1,3-dichloro-2-propanol in the reaction solution is 2560 ppm or less. 5. The process of claim 1 , wherein the catalyst is a quaternary ammonium salt. 6. The process of claim 1 , wherein the catalyst is an ion exchange resin comprising a quaternary ammonium salt. 7. The process of claim 1 , wherein the Broensted acid is (meth)acrylic acid, benzoic acid, acetic acid, methane sulfonic acid, or any combination thereof. 8. The process of claim 1 , wherein a total chlorine content is 486 ppm or less. 9. The process of claim 1 , further comprising neutralizing (meth)acrylic acid with an alkali metal hydroxide, thereby obtaining the alkali metal salt of (meth)acrylic acid, prior to the reacting of epichlorohydrin with the alkali metal salt of (meth)acrylic acid, wherein a molar mixing ratio of the (meth)acrylic acid to the alkali metal hydroxide is from 0.9 to 1.1. 10. The process of claim 1 , wherein the process does not comprise distillation. 11. The process of claim 1 , wherein the process further comprises washing then distilling the glycidyl (meth)acrylate.
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- C07D301/30Primary
by reaction with carboxyl radicals · CPC title
by esterified hydroxyl radicals · CPC title
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- What does patent US9303003B2 cover?
- Provided is glycidyl(meth)acrylate which is reduced in the content of impurities including chlorine. This process comprises reacting epichlorohydrin with an alkali metal (meth)acrylate in the presence of a catalyst to produce glycidyl(meth)acrylate, the process including a step in which the reaction is conducted while making a Bronsted acid present in the reaction system in an amount of 0.0001-…
- Who is the assignee on this patent?
- Mitsubishi Rayon Co
- What technology area does this patent fall under?
- Primary CPC classification C07D301/30. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Apr 05 2016 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
- What related patents are in patentsdb?
- We list 8 related publications on this page (citations in our corpus or others sharing the same primary CPC).