GB361153A - Improvements in or relating to the manufacture of acrylic acid esters - Google Patents
Improvements in or relating to the manufacture of acrylic acid estersInfo
- Publication number
- GB361153A GB361153A GB37815/30A GB3781530A GB361153A GB 361153 A GB361153 A GB 361153A GB 37815/30 A GB37815/30 A GB 37815/30A GB 3781530 A GB3781530 A GB 3781530A GB 361153 A GB361153 A GB 361153A
- Authority
- GB
- United Kingdom
- Prior art keywords
- copper
- sulphuric acid
- hydroquinone
- acid
- hydracrylic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 125000005396 acrylic acid ester group Chemical group 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 3
- 239000001117 sulphuric acid Substances 0.000 abstract 3
- 235000011149 sulphuric acid Nutrition 0.000 abstract 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052802 copper Inorganic materials 0.000 abstract 2
- 239000010949 copper Substances 0.000 abstract 2
- 239000000741 silica gel Substances 0.000 abstract 2
- 229910002027 silica gel Inorganic materials 0.000 abstract 2
- 239000005749 Copper compound Substances 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 abstract 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 abstract 1
- 239000001166 ammonium sulphate Substances 0.000 abstract 1
- 235000011130 ammonium sulphate Nutrition 0.000 abstract 1
- ALRHLSYJTWAHJZ-UHFFFAOYSA-N beta-hydroxy propionic acid Natural products OCCC(O)=O ALRHLSYJTWAHJZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000001642 boronic acid derivatives Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000001880 copper compounds Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000004780 naphthols Chemical class 0.000 abstract 1
- 235000021317 phosphate Nutrition 0.000 abstract 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
- C07C69/54—Acrylic acid esters; Methacrylic acid esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Hydracrylic esters or their alkoxy derivatives are converted to acrylic esters by heating in the presence of dehydrating agents, e.g. sulphuric acid, phosphoric acid, and silica gel. Polymerization of the products may be suppressed by the addition of stabilizers such as hydroquinone, naphthols, sulphur, copper, and copper compounds. Further, salts or metals or mixtures thereof which facilitate the reaction may be added; suitable materials for this purpose are sulphates, phosphates, and borates, iron, and copper. In examples, (1) hydracrylic acid ethyl ester is passed in vapour form over silica gel saturated with sulphuric acid and (2) the vapour of b -methoxy propionic acid methyl ester is passed into concentrated sulphuric acid containing small quantities of ammonium sulphate and hydroquinone.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE361153X | 1930-02-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB361153A true GB361153A (en) | 1931-11-19 |
Family
ID=6298068
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB37815/30A Expired GB361153A (en) | 1930-02-20 | 1930-12-15 | Improvements in or relating to the manufacture of acrylic acid esters |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB361153A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2457225A (en) * | 1946-05-01 | 1948-12-28 | Du Pont | Preparation of acrylates |
| US2531512A (en) * | 1946-11-05 | 1950-11-28 | Union Carbide & Carbon Corp | Process for making sorbic acid esters |
-
1930
- 1930-12-15 GB GB37815/30A patent/GB361153A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2457225A (en) * | 1946-05-01 | 1948-12-28 | Du Pont | Preparation of acrylates |
| US2531512A (en) * | 1946-11-05 | 1950-11-28 | Union Carbide & Carbon Corp | Process for making sorbic acid esters |
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