GB934427A - Improvements in or relating to sulphoisophthalic and sulphoterephthalic acids and salts thereof - Google Patents
Improvements in or relating to sulphoisophthalic and sulphoterephthalic acids and salts thereofInfo
- Publication number
- GB934427A GB934427A GB3793361A GB3793361A GB934427A GB 934427 A GB934427 A GB 934427A GB 3793361 A GB3793361 A GB 3793361A GB 3793361 A GB3793361 A GB 3793361A GB 934427 A GB934427 A GB 934427A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- sulphoisophthalic
- terephthalic acid
- isophthalic
- sulpho
- 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
- RAADBCJYJHQQBI-UHFFFAOYSA-N 2-sulfoterephthalic acid Chemical class OC(=O)C1=CC=C(C(O)=O)C(S(O)(=O)=O)=C1 RAADBCJYJHQQBI-UHFFFAOYSA-N 0.000 title abstract 3
- 150000003839 salts Chemical class 0.000 title 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 abstract 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 abstract 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- 239000001117 sulphuric acid Substances 0.000 abstract 3
- 235000011149 sulphuric acid Nutrition 0.000 abstract 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 abstract 2
- 229910052753 mercury Inorganic materials 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- DOBUSJIVSSJEDA-UHFFFAOYSA-L 1,3-dioxa-2$l^{6}-thia-4-mercuracyclobutane 2,2-dioxide Chemical compound [Hg+2].[O-]S([O-])(=O)=O DOBUSJIVSSJEDA-UHFFFAOYSA-L 0.000 abstract 1
- CARJPEPCULYFFP-UHFFFAOYSA-N 5-Sulfo-1,3-benzenedicarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(S(O)(=O)=O)=C1 CARJPEPCULYFFP-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- 238000007865 diluting Methods 0.000 abstract 1
- 229940100892 mercury compound Drugs 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229940100890 silver compound Drugs 0.000 abstract 1
- 150000003379 silver compounds Chemical class 0.000 abstract 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
- 159000000000 sodium salts Chemical class 0.000 abstract 1
- 229910052938 sodium sulfate Inorganic materials 0.000 abstract 1
- 235000011152 sodium sulphate Nutrition 0.000 abstract 1
- -1 sulpho Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/42—Polyamides containing atoms other than carbon, hydrogen, oxygen, and nitrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
- C07C303/04—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
- C07C303/06—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with sulfuric acid or sulfur trioxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/32—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/688—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur
- C08G63/6884—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur derived from polycarboxylic acids and polyhydroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
5-Sulphoisophthalic acid or 2-sulpho-terephthalic acid is made by sulphonating isophthalic or terephthalic acid with fuming sulphuric acid at a temperature of from 120-210 DEG C. in the presence of mercury or a halogen-free mercury or silver compound as catalyst. Preferably fuming sulphuric acid, containing 20-30% SO3, is employed in an amount of 200-400% by weight based on the weight of the isophthalic or terephthalic acid. Mercuric sulphate is a preferred catalyst, and the catalyst may be used in an amount of 1-2% by weight based on the isophthalic or terephthalic acid. The crude sulpho acid is precipitated from the sulphonation mixture by diluting with water, the crude acid and any free sulphuric acid are neutralised with the calculated quantity of aqueous sodium hydroxide or carbonate and the sodium salt of 5-sulphoisophthalic and/or 2-sulpho-terephthalic acid is precipitated at a temperature of from 23-33 DEG C., preferably at 24-26 DEG C., and if desired the product is washed with water to remove any sodium sulphate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC22604A DE1127891B (en) | 1960-10-22 | 1960-10-22 | Process for the preparation of pure mono- and disodium salts of 5-sulfoisophthalic acid and sulfoterephthalic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB934427A true GB934427A (en) | 1963-08-21 |
Family
ID=7017251
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3793361A Expired GB934427A (en) | 1960-10-22 | 1961-10-23 | Improvements in or relating to sulphoisophthalic and sulphoterephthalic acids and salts thereof |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE609424A (en) |
| CH (1) | CH401953A (en) |
| DE (1) | DE1127891B (en) |
| GB (1) | GB934427A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102633693A (en) * | 2012-03-22 | 2012-08-15 | 潍坊沃尔特化学有限公司 | Method for synthesizing dimethyl isophthalate-5-sodium sulfonate |
| EP2751074A4 (en) * | 2011-08-29 | 2015-08-05 | Futurefuel Chemical Co | 5-sulfoisophthalic acid salts and process for the preparation thereof |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109020840A (en) * | 2018-09-19 | 2018-12-18 | 青岛中科荣达新材料有限公司 | A kind of production method improving M-phthalic acid -5- sulfonic acid yield |
| CN109180538B (en) * | 2018-09-19 | 2021-04-16 | 山东第一医科大学(山东省医学科学院) | Production method for improving yield of m-phthalic acid-5-sulfonic acid for synthesizing three monomers |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1089375B (en) * | 1957-10-21 | 1960-09-22 | Du Pont | Process for the preparation of m-sulfoisophthalic acid |
-
1960
- 1960-10-22 DE DEC22604A patent/DE1127891B/en active Pending
-
1961
- 1961-07-05 CH CH783661A patent/CH401953A/en unknown
- 1961-10-20 BE BE609424A patent/BE609424A/en unknown
- 1961-10-23 GB GB3793361A patent/GB934427A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2751074A4 (en) * | 2011-08-29 | 2015-08-05 | Futurefuel Chemical Co | 5-sulfoisophthalic acid salts and process for the preparation thereof |
| US9212133B2 (en) | 2011-08-29 | 2015-12-15 | Futurefuel Chemical Company | 5-sulfoisophthalic acid salts and process for the preparation thereof |
| CN102633693A (en) * | 2012-03-22 | 2012-08-15 | 潍坊沃尔特化学有限公司 | Method for synthesizing dimethyl isophthalate-5-sodium sulfonate |
| CN102633693B (en) * | 2012-03-22 | 2013-11-13 | 潍坊沃尔特化学有限公司 | Method for synthesizing dimethyl isophthalate-5-sodium sulfonate |
Also Published As
| Publication number | Publication date |
|---|---|
| CH401953A (en) | 1965-11-15 |
| DE1127891B (en) | 1962-04-19 |
| BE609424A (en) | 1962-02-15 |
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