US4499255A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of epoxy resins
Assignee: Dow Chemical Co
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Filing: 1983-08-16
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Granted: 1985-02-12
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Expires: 2003-08-16
Abstract
Abstract Epoxy resins are prepared by reacting an excess of an epihalohydrin with a phenolic hydroxyl-containing compound in the presence of the incremental addition of a basic catalyst while removing water by codistilling with a solvent and epihalohydrin.
Inventors
- 👤 Chun S. Wang
- 👤 Ha Q. Pham
- 👤 James L. Bertram
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 04:53
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/02; C08G59/10; C08G59/04; C08G59/06; C08G59/063
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
211 words
In a method for preparing glycidyl derivatives of compounds having at least one aromatic hydroxyl group or aromatic amine group per molecule by reacting at least one compound having at least one aromatic hydroxyl group or aromatic amine group per molecule with an excess of at least one epihalohydrin in the presence of an alkali metal hydroxide and subsequently recovering the glycidyl derivative product; the improvement which comprises (1) conducting the reaction in the presence of an organic solvent which codistills with water and said epihalohydrin at a boiling point below the boiling point of the lowest boiling compound among the components in the reaction mixture; (2) conducting the reaction under a reduced pressure sufficient to provide a distillate with a boiling point of from about 45° C. to about 80° C.; (3) employing said alkali metal hydroxide as an aqueous solution and adding said aqueous alkali metal hydroxide in a continuous or intermittent manner over a period of from about 0.5 to about 10 hours; (4) continuously removing water by means of codistillation at a rate such that the water content in the reaction mixture is less than about 6 percent by weight; (5) separating the water from the codistillate and returning the solvent and epihalohydrin to the reaction mixture.
Claim 2
Dependent Claim
211 words
In a method for preparing glycidyl derivatives of compounds having at least one aromatic hydroxyl group or aromatic amine group per molecule by reacting at least one compound having at least one aromatic hydroxyl group or aromatic amine group per molecule with an excess of at least one epihalohydrin in the presence of an alkali metal hydroxide and subsequently recovering the glycidyl derivative product; the improvement which comprises (1) conducting the reaction in the presence of an organic solvent which codistills with water and said epihalohydrin at a boiling point below the boiling point of the lowest boiling compound among the components in the reaction mixture; (2) conducting the reaction under a reduced pressure sufficient to provide a distillate with a boiling point of from about 45° C. to about 80° C.; (3) employing said alkali metal hydroxide as an aqueous solution and adding said aqueous alkali metal hydroxide in a continuous or intermittent manner over a period of from about 0.5 to about 10 hours; (4) continuously removing water by means of codistillation at a rate such that the water content in the reaction mixture is less than about 6 percent by weight; (5) separating the water from the codistillate and returning the solvent and epihalohydrin to the reaction mixture.
Claim 3
Dependent Claim
99 words
A process of claim 1 wherein (a) said epihalohydrin is epichlorohydrin, (b) said compound having at least one aromatic hydroxyl group or aromatic amine group is a compound having at least one aromatic hydroxyl group, (c) said alkali metal hydroxide is sodium hydroxide, (d) the temperature is from about 55° to about 70° C., (e) the aqueous alkali metal hydroxide is added over a period of from about 1 to about 5 hours and (f) water is removed at a rate such that the water content in the reaction mixture is from about 1.5% to about 4% by weight.
Claim 4
Dependent Claim
25 words
A process of claim 2 wherein said compound having at least one aromatic hydroxyl group per molecule is a bisphenol or a phenol-formaldehyde novolac resin.
Claim 5
Dependent Claim
22 words
A process of claim 2 wherein said compound having at least one aromatic hydroxyl group per molecule is a cresol-formaldehyde novolac resin.
Claim 6
Dependent Claim
27 words
A process of claim 2 wherein said compound having at least one aromatic hydroxyl group per molecule is a tri(hydroxyphenyl)methane or mixture thereof with its higher homologs.
Claim 7
Dependent Claim
27 words
A process of claim 2 wherein said compound having at least one aromatic hydroxyl group per molecule is 4,4'-dihydroxybiphenyl or hydrocarbon or halogen ring substituted derivative thereof.
Claim 8
Dependent Claim
27 words
A process of claim 2 wherein said compound having at least one aromatic hydroxyl group per molecule is 4,4'-methylenedianiline or hydrocarbon or halogen ring substituted derivative thereof.
Claim 9
Dependent Claim
22 words
A process of claim 2 wherein said compound having at least one aromatic hydroxyl group per molecule is a polycyclopentadiene polyphenol resin.
Claim 10
Dependent Claim
22 words
A process of claim 2 wherein said compound having at least one aromatic hydroxyl group per molecule is a polycyclopentadiene polyresorcinol resin.
Claim 11
Dependent Claim
22 words
A process of claims 1, 2, 3, 4, 5, 6, 7 8 or 9 wherein said organic solvent is a secondary alcohol.
Claim 12
Dependent Claim
16 words
A process of claim 10 wherein said organic solvent is cyclohexanol, 1-methoxy-2-hydroxy propane or mixture thereof.
Claim 13
Dependent Claim
12 words
A process of claim 11 wherein said organic solvent is 1-methoxy-2-hydroxy propane.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-02-12 | 1988-08-13 | 1989-02-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-02-12 | 1992-08-13 | 1993-02-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-02-12 | 1996-08-13 | 1997-02-12 | $7700.00 | Window Closed / Lapsed |