CA1088564A - Hydrogen fluoride removal from glycolic acid - Google Patents
Hydrogen fluoride removal from glycolic acidInfo
- Publication number
- CA1088564A CA1088564A CA297,670A CA297670A CA1088564A CA 1088564 A CA1088564 A CA 1088564A CA 297670 A CA297670 A CA 297670A CA 1088564 A CA1088564 A CA 1088564A
- Authority
- CA
- Canada
- Prior art keywords
- hydrogen fluoride
- glycolic acid
- purification
- carried out
- hydrogen
- 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
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 title claims abstract description 45
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 title claims abstract description 40
- 229910000040 hydrogen fluoride Inorganic materials 0.000 title claims abstract description 39
- 239000011261 inert gas Substances 0.000 claims abstract description 13
- 238000000746 purification Methods 0.000 claims abstract description 13
- 239000001257 hydrogen Substances 0.000 claims abstract description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 11
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910002091 carbon monoxide Inorganic materials 0.000 claims abstract description 7
- 238000010438 heat treatment Methods 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims description 16
- 239000007789 gas Substances 0.000 claims description 11
- 238000004821 distillation Methods 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract description 9
- 238000006555 catalytic reaction Methods 0.000 abstract description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 13
- 239000000047 product Substances 0.000 description 10
- 150000002431 hydrogen Chemical class 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000012043 crude product Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 208000004998 Abdominal Pain Diseases 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-IGMARMGPSA-N Carbon-12 Chemical compound [12C] OKTJSMMVPCPJKN-IGMARMGPSA-N 0.000 description 1
- 208000002881 Colic Diseases 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- 229920000954 Polyglycolide Polymers 0.000 description 1
- 150000003934 aromatic aldehydes Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 235000020030 perry Nutrition 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
- C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US79022177A | 1977-04-25 | 1977-04-25 | |
| US790,221 | 1977-04-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1088564A true CA1088564A (en) | 1980-10-28 |
Family
ID=25150005
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA297,670A Expired CA1088564A (en) | 1977-04-25 | 1978-02-24 | Hydrogen fluoride removal from glycolic acid |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS53132522A (enrdf_load_stackoverflow) |
| BE (1) | BE864566A (enrdf_load_stackoverflow) |
| CA (1) | CA1088564A (enrdf_load_stackoverflow) |
| DE (1) | DE2817563A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2388786A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1583294A (enrdf_load_stackoverflow) |
| IT (1) | IT1094716B (enrdf_load_stackoverflow) |
| NL (1) | NL7804407A (enrdf_load_stackoverflow) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4016208A (en) * | 1974-06-19 | 1977-04-05 | Chevron Research Company | Acid production |
| US3911003A (en) * | 1974-06-19 | 1975-10-07 | Chevron Res | Process for the production of glycolic acid and oxydiacetic acid |
-
1978
- 1978-02-24 CA CA297,670A patent/CA1088564A/en not_active Expired
- 1978-03-03 BE BE185677A patent/BE864566A/xx not_active IP Right Cessation
- 1978-04-07 GB GB13829/78A patent/GB1583294A/en not_active Expired
- 1978-04-17 FR FR7811208A patent/FR2388786A1/fr active Granted
- 1978-04-20 IT IT22507/78A patent/IT1094716B/it active
- 1978-04-21 DE DE19782817563 patent/DE2817563A1/de active Granted
- 1978-04-24 JP JP4860778A patent/JPS53132522A/ja active Granted
- 1978-04-25 NL NL7804407A patent/NL7804407A/xx not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| GB1583294A (en) | 1981-01-21 |
| DE2817563C2 (enrdf_load_stackoverflow) | 1987-08-06 |
| BE864566A (fr) | 1978-07-03 |
| JPS6213336B2 (enrdf_load_stackoverflow) | 1987-03-25 |
| JPS53132522A (en) | 1978-11-18 |
| IT7822507A0 (it) | 1978-04-20 |
| NL7804407A (nl) | 1978-10-27 |
| FR2388786B1 (enrdf_load_stackoverflow) | 1982-12-03 |
| IT1094716B (it) | 1985-08-02 |
| DE2817563A1 (de) | 1978-10-26 |
| FR2388786A1 (fr) | 1978-11-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |