GB2014594A - Preparation of Rosin Esters - Google Patents
Preparation of Rosin EstersInfo
- Publication number
- GB2014594A GB2014594A GB7905261A GB7905261A GB2014594A GB 2014594 A GB2014594 A GB 2014594A GB 7905261 A GB7905261 A GB 7905261A GB 7905261 A GB7905261 A GB 7905261A GB 2014594 A GB2014594 A GB 2014594A
- Authority
- GB
- United Kingdom
- Prior art keywords
- rosin
- preparation
- esters
- reacted
- acid
- 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.)
- Granted
Links
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 title abstract 6
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 title abstract 6
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 title abstract 6
- 150000002148 esters Chemical class 0.000 title abstract 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 2
- 239000003377 acid catalyst Substances 0.000 abstract 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 abstract 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 1
- 150000005846 sugar alcohols Polymers 0.000 abstract 1
- 239000003784 tall oil Substances 0.000 abstract 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 abstract 1
- 239000002023 wood Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F1/00—Obtaining purification, or chemical modification of natural resins, e.g. oleo-resins
- C09F1/04—Chemical modification, e.g. esterification
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to the preparation of rosin esters wherein a rosin is reacted with a polyhydric alcohol in the presence of an arylsulfonic acid catalyst introduced either initially or during the esterification reaction to effect substantially rapid completion of the overall reaction. In Examples tall oil rosin, gum rosin and wood rosin are reacted with pentaerythritol and with trimethylolethane in the presence of p-toluenesulfonic acid, benzene sulphonic acid and naphthalene sulphonic acid. Advantageously, the invention permits the production of oxygen-stable rosin-esters of good color and softening point.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US87933378A | 1978-02-21 | 1978-02-21 | |
| US89045078A | 1978-03-27 | 1978-03-27 | |
| US05/899,041 US4172070A (en) | 1978-03-27 | 1978-04-24 | Oxygen-stable rosin-primary polyhydric aliphatic alcohol esters and a method for preparing the same utilizing arylsulfonic acid catalysis |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2014594A true GB2014594A (en) | 1979-08-30 |
| GB2014594B GB2014594B (en) | 1982-05-12 |
Family
ID=27420502
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7905261A Expired GB2014594B (en) | 1978-02-21 | 1979-02-14 | Preparation of rosin esters |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS54132598A (en) |
| AU (1) | AU526700B2 (en) |
| BR (1) | BR7900157A (en) |
| CA (1) | CA1124233A (en) |
| DE (1) | DE2852137A1 (en) |
| FR (1) | FR2417536A1 (en) |
| GB (1) | GB2014594B (en) |
| NL (1) | NL7811883A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4659514A (en) * | 1986-01-27 | 1987-04-21 | Ciba-Geigy Corporation | Esterification of rosin acid with calcium hydroxybenzyl phosphonate catalyst |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1840395A (en) * | 1930-01-24 | 1932-01-12 | Hercules Powder Co Ltd | Method for producing resin acid esters |
| US2138193A (en) * | 1935-08-21 | 1938-11-29 | Hercules Powder Co Ltd | Esters of pine wood pitch and method of producing |
-
1978
- 1978-11-23 AU AU41862/78A patent/AU526700B2/en not_active Expired
- 1978-12-01 DE DE19782852137 patent/DE2852137A1/en not_active Withdrawn
- 1978-12-05 NL NL7811883A patent/NL7811883A/en not_active Application Discontinuation
-
1979
- 1979-01-10 BR BR7900157A patent/BR7900157A/en unknown
- 1979-02-14 GB GB7905261A patent/GB2014594B/en not_active Expired
- 1979-02-16 JP JP1627779A patent/JPS54132598A/en active Pending
- 1979-02-19 FR FR7904141A patent/FR2417536A1/en active Granted
- 1979-02-20 CA CA321,860A patent/CA1124233A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB2014594B (en) | 1982-05-12 |
| AU526700B2 (en) | 1983-01-27 |
| AU4186278A (en) | 1979-08-30 |
| FR2417536A1 (en) | 1979-09-14 |
| FR2417536B1 (en) | 1984-07-13 |
| BR7900157A (en) | 1979-09-11 |
| CA1124233A (en) | 1982-05-25 |
| DE2852137A1 (en) | 1979-08-23 |
| JPS54132598A (en) | 1979-10-15 |
| NL7811883A (en) | 1979-08-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19930214 |