GB1429237A - Recovery of formic acid in the manufacture of polyols - Google Patents
Recovery of formic acid in the manufacture of polyolsInfo
- Publication number
- GB1429237A GB1429237A GB3135273A GB3135273A GB1429237A GB 1429237 A GB1429237 A GB 1429237A GB 3135273 A GB3135273 A GB 3135273A GB 3135273 A GB3135273 A GB 3135273A GB 1429237 A GB1429237 A GB 1429237A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formic acid
- polyol
- solvent
- aqueous solution
- manufacture
- 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
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 title abstract 20
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 title abstract 10
- 235000019253 formic acid Nutrition 0.000 title abstract 10
- 229920005862 polyol Polymers 0.000 title abstract 7
- 150000003077 polyols Chemical class 0.000 title abstract 7
- 238000004519 manufacturing process Methods 0.000 title abstract 3
- 238000011084 recovery Methods 0.000 title abstract 2
- 239000002904 solvent Substances 0.000 abstract 7
- 239000007864 aqueous solution Substances 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 239000012071 phase Substances 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- HTSABYAWKQAHBT-UHFFFAOYSA-N 3-methylcyclohexanol Chemical compound CC1CCCC(O)C1 HTSABYAWKQAHBT-UHFFFAOYSA-N 0.000 abstract 2
- MQWCXKGKQLNYQG-UHFFFAOYSA-N 4-methylcyclohexan-1-ol Chemical compound CC1CCC(O)CC1 MQWCXKGKQLNYQG-UHFFFAOYSA-N 0.000 abstract 2
- -1 aliphatic ketones Chemical class 0.000 abstract 2
- 239000012535 impurity Substances 0.000 abstract 2
- 238000005406 washing Methods 0.000 abstract 2
- AVMSWPWPYJVYKY-UHFFFAOYSA-N 2-Methylpropyl formate Chemical compound CC(C)COC=O AVMSWPWPYJVYKY-UHFFFAOYSA-N 0.000 abstract 1
- NDVWOBYBJYUSMF-UHFFFAOYSA-N 2-methylcyclohexan-1-ol Chemical compound CC1CCCCC1O NDVWOBYBJYUSMF-UHFFFAOYSA-N 0.000 abstract 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 239000008346 aqueous phase Substances 0.000 abstract 1
- FRCHCYFLGZRELU-UHFFFAOYSA-N butan-2-one;cyclohexanone Chemical compound CCC(C)=O.O=C1CCCCC1 FRCHCYFLGZRELU-UHFFFAOYSA-N 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000003997 cyclic ketones Chemical class 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 150000004675 formic acid derivatives Chemical class 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/04—Solvent extraction of solutions which are liquid
- B01D11/0488—Flow sheets
-
- 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
- C07C51/48—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2420/00—Metallocene catalysts
- C08F2420/09—Cyclic bridge, i.e. Cp or analog where the bridging unit linking the two Cps or analogs is part of a cyclic group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Extraction Or Liquid Replacement (AREA)
Abstract
1429237 Recovery of formic acid in polyol manufacture PRODUITS CHIMIQUES UGINE KUHLMANN 2 July 1973 [7 July 1972] 31352/73 Heading C2C Formic acid is recovered from an aqueous solution obtained in the manufacture of a polyol (e.g. pentaerythritol, trimethylolpropane), comprising polyol, formic acid and polyoses (impurities), by (1) washing the aqueous solution counter-currently with an organic solvent(s) which is sparingly miscible with water, is a solvent for formic acid and polyoses, but not for the polyol, and is stable with respect to formic acid both in the cold and hot, the amount of S used being such that all the formic acid passes into the solvent phase, (2) separating any solvent S present in the aqueous phase from step (1), (3) washing the solvent phase from step (1) countercurrently with water in such amount that any polyol present in the former goes again into aqueous solution and the formic acid remains in the solvent (S), (4) evaporating the solvent phase from (3) to leave polyose impurities as residue and (5) fractionating the vapours from (4) to obtain a concentrated formic acid as bottoms product. Preferred solvents (S) are aliphatic ketones, cyclic ketones, formate esters and alicyclic alcohols (e.g. methylethylketone cyclohexanone, isopropyl or isobutyl formate, or 2-, 3-, or 4-methylcyclohexanol) optionally in admixture with a substance which is insoluble in water, is stable with respect to formic acid and in which the polyol is insoluble (e.g. benzene, toluene, or cyclohexane). The aqueous solution starting material is, for example, obtained by condensing formaldehyde with an aldehyde containing at least two carbon atoms in the presence of Ca(OH) 2 , treating the solution thus obtained with sulphuric acid and filtering off CaSO 4 . Step (1) is preferably effected at an average pH of between 2 and 4À5.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7224619A FR2192088B1 (en) | 1972-07-07 | 1972-07-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1429237A true GB1429237A (en) | 1976-03-24 |
Family
ID=9101515
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3135273A Expired GB1429237A (en) | 1972-07-07 | 1973-07-02 | Recovery of formic acid in the manufacture of polyols |
Country Status (12)
| Country | Link |
|---|---|
| AT (1) | AT323712B (en) |
| BE (1) | BE802038A (en) |
| CA (1) | CA1039751A (en) |
| DE (1) | DE2332137A1 (en) |
| ES (1) | ES416442A1 (en) |
| FR (1) | FR2192088B1 (en) |
| GB (1) | GB1429237A (en) |
| IE (1) | IE37865B1 (en) |
| IT (1) | IT991656B (en) |
| LU (1) | LU67855A1 (en) |
| NL (1) | NL7308690A (en) |
| SE (1) | SE407404B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101942035A (en) * | 2010-09-07 | 2011-01-12 | 天津强微特生物科技有限公司 | Method for extracting and refining rhizobia exocellular polysaccharide |
-
1972
- 1972-07-07 FR FR7224619A patent/FR2192088B1/fr not_active Expired
-
1973
- 1973-06-18 AT AT533773A patent/AT323712B/en not_active IP Right Cessation
- 1973-06-22 LU LU67855A patent/LU67855A1/xx unknown
- 1973-06-22 NL NL7308690A patent/NL7308690A/xx unknown
- 1973-06-25 DE DE2332137A patent/DE2332137A1/en active Pending
- 1973-06-28 ES ES416442A patent/ES416442A1/en not_active Expired
- 1973-07-02 IE IE1099/73A patent/IE37865B1/en unknown
- 1973-07-02 GB GB3135273A patent/GB1429237A/en not_active Expired
- 1973-07-04 IT IT68978/73A patent/IT991656B/en active
- 1973-07-06 BE BE133227A patent/BE802038A/en unknown
- 1973-07-06 SE SE7309586A patent/SE407404B/en unknown
- 1973-07-06 CA CA175,898A patent/CA1039751A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101942035A (en) * | 2010-09-07 | 2011-01-12 | 天津强微特生物科技有限公司 | Method for extracting and refining rhizobia exocellular polysaccharide |
Also Published As
| Publication number | Publication date |
|---|---|
| IE37865L (en) | 1974-01-07 |
| IT991656B (en) | 1975-08-30 |
| BE802038A (en) | 1974-01-07 |
| NL7308690A (en) | 1974-01-09 |
| IE37865B1 (en) | 1977-10-26 |
| AT323712B (en) | 1975-07-25 |
| FR2192088B1 (en) | 1980-07-25 |
| LU67855A1 (en) | 1973-08-30 |
| ES416442A1 (en) | 1976-05-01 |
| FR2192088A1 (en) | 1974-02-08 |
| DE2332137A1 (en) | 1974-01-24 |
| SE407404B (en) | 1979-03-26 |
| CA1039751A (en) | 1978-10-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |