GB811569A - Method for the preparation of improved resinous aromatic polyetheralcohols and products thereby obtained - Google Patents
Method for the preparation of improved resinous aromatic polyetheralcohols and products thereby obtainedInfo
- Publication number
- GB811569A GB811569A GB1889/57A GB188957A GB811569A GB 811569 A GB811569 A GB 811569A GB 1889/57 A GB1889/57 A GB 1889/57A GB 188957 A GB188957 A GB 188957A GB 811569 A GB811569 A GB 811569A
- Authority
- GB
- United Kingdom
- Prior art keywords
- moles
- phenol
- novolak
- oxide
- phenolic
- 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
- 125000003118 aryl group Chemical group 0.000 title 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 6
- 229920003986 novolac Polymers 0.000 abstract 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 abstract 3
- GJOWSEBTWQNKPC-UHFFFAOYSA-N 3-methyloxiran-2-ol Chemical compound CC1OC1O GJOWSEBTWQNKPC-UHFFFAOYSA-N 0.000 abstract 2
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- -1 aryl glycidyl ether Chemical compound 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229920001568 phenolic resin Polymers 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C08G8/00—Condensation polymers of aldehydes or ketones with phenols only
- C08G8/28—Chemically modified polycondensates
- C08G8/36—Chemically modified polycondensates by etherifying
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Abstract
Phenol-formaldehyde novolaks derived essentially from phenol and having 3-10 phenolic units per molecule are etherified in the presence of an alkali metal hydroxide catalyst and at 100-220 DEG C. with (i) 0.05-1.0 moles. of styrene oxide per phenolic unit and then (ii) 1.2-0.25 moles. per phenolic unit of (a) an alkylene oxide containing 2-4 carbon atoms, (b) a hydroxy alkylene oxide containing 3-5 carbon atoms or (c) an aryl glycidyl ether, by continuing the reaction until at least 70 per cent of the novolak phenolic hydroxyl groups are etherified. In the examples, 0.82 moles. of formaldehyde are reacted with 1 mole. phenol in the presence of phosphoric acid and water; the resultant novolak is dissolved in dioxane, mixed with alcoholic KOH and placed in a high-pressure rocking-type reactor; varying quantities of styrene oxide within the permitted range are heated at average temperatures of 105-120 DEG C. for 12-48 hours with the novolak; there are then added varying quantities of ethylene oxide (Examples 1, 2 and 6), propylene oxide (3), phenyl glycidyl ether (4) or hydroxy propylene oxide (5) which are heated at average temperatures of 140-155 DEG C. for 3-5.75 hours; finally the product is cooled, neutralized with citric acid, devolatilized to remove solvent, washed and dried. Specifications 811,567 and 811,568 are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US811569XA | 1956-01-26 | 1956-01-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB811569A true GB811569A (en) | 1959-04-08 |
Family
ID=22162450
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1889/57A Expired GB811569A (en) | 1956-01-26 | 1957-01-18 | Method for the preparation of improved resinous aromatic polyetheralcohols and products thereby obtained |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB811569A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3206511A (en) * | 1959-07-08 | 1965-09-14 | Geigy Chem Corp | Non-ionogenic polyamine ether capillary active compounds |
| CN110669213A (en) * | 2019-10-22 | 2020-01-10 | 武汉奥克特种化学有限公司 | Preparation method of bisphenol A polyether |
-
1957
- 1957-01-18 GB GB1889/57A patent/GB811569A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3206511A (en) * | 1959-07-08 | 1965-09-14 | Geigy Chem Corp | Non-ionogenic polyamine ether capillary active compounds |
| CN110669213A (en) * | 2019-10-22 | 2020-01-10 | 武汉奥克特种化学有限公司 | Preparation method of bisphenol A polyether |
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