Alkoxylated fatty esters and derivatives from natural oil metathesis
US-9506013-B2 · Nov 29, 2016 · US
US10087159B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10087159-B2 |
| Application number | US-201515509558-A |
| Country | US |
| Kind code | B2 |
| Filing date | Aug 4, 2015 |
| Priority date | Sep 22, 2014 |
| Publication date | Oct 2, 2018 |
| Grant date | Oct 2, 2018 |
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To reduce formation of side products and to enhance a selectivity rate in a method for producing 3-chloro-2-hydroxypropyl (meth)acrylate and in a method for producing glycidyl (meth)acrylate. The present invention is characterized by a method for producing 3-chloro-2-hydroxypropyl (meth)acrylate through a reaction of (meth)acrylic acid and epichlorohydrin; more specifically, the reaction is carried out by using 0.5 to 2 mol of epichlorohydrin relative to 1 mol of (meth)acrylic acid, and by adding epichlorohydrin to (meth)acrylic acid in the presence of a catalyst. Also, the present invention is characterized by a method for producing glycidyl (meth)acrylate through a reaction of 3-chloro-2-hydroxypropyl (meth)acrylate and a basic carbonate compound in a polar solvent.
Opening claim text (preview).
What is claimed is: 1. A method for producing glycidyl (meth)acrylate, comprising: (1) a step of dropping epichlorohydrin into (meth)acrylic acid in the presence of a catalyst to provide 3-chloro-2-hydroxypropyl (meth)acrylate, where 0.5 to 2 mol of the epichlorohydrin is reacted per 1 mol of the (meth)acrylic acid; and (2) a step for producing glycidyl (meth)acrylate by reacting the 3-chloro-2-hydroxypropyl (meth)acrylate with a basic carbonate compound in a polar solvent. 2. The method for producing glycidyl (meth)acrylate according to claim 1 , wherein the polar solvent is an alcohol. 3. The method for producing glycidyl (meth)acrylate according to claim 2 , wherein the alcohol is a C1-C10 aliphatic hydrocarbon alcohol. 4. The method for producing glycidyl (meth)acrylate according to claim 2 , wherein the alcohol is at least one kind selected from the group consisting of 1-propanol, 2-propanol, 1-butanol, 2-butanol and t-butanol. 5. The method for producing glycidyl (meth)acrylate according to claim 1 , wherein the basic carbonate compound comprises a Group 1 or Group 2 metal. 6. The method for producing glycidyl (meth)acrylate according to claim 1 , wherein the basic carbonate compound is at least one kind selected from the group consisting of potassium carbonate, rubidium carbonate and cesium carbonate. 7. The method for producing glycidyl (meth)acrylate according to claim 5 , wherein the basic carbonate compound is at least one kind selected from the group consisting of potassium carbonate, rubidium carbonate and cesium carbonate.
by reaction with carboxyl radicals · CPC title
by esterified hydroxyl radicals · CPC title
with an oxirane ring · CPC title
formed in situ, e.g. from carboxylic acids and hydrogen peroxide · CPC title
Quaternary ammonium compounds · CPC title
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