US4368298A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for producing novolak-type epoxy resin
Assignee: Yuka Shell Epoxy KK
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Filing: 1981-02-13
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Granted: 1983-01-11
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Expires: 2001-02-13
Abstract
Abstract A process for producing a novolak-type epoxy resin, which comprises reacting a halohydrin ether of a phenol compound with an aldehyde compound in the presence of an acid catalyst, and thereafter treating the product with a cyclizing agent to form an epoxy ring.
Inventors
- 👤 Kiyoaki Okayama
- 👤 Makoto Nishizuka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 19:35
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/02; C08G59/04; C08G59/06; C08G59/08; C07; C07C; C07C43/00; C07C43/02; C07C43/20; C07C43/23; C07D; C07D303/00; C07D303/02; C07D303/12; C07D303/18; C07D303/20; C07D303/24; C08G16/00; C08G16/02; C08G16/0212; C08G16/0218; C08G16/0225; C08G8/00; C08G8/28; C08G8/36
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
182 words
A process for producing a novolak-type epoxy resin, which comprises: reacting (a) a halohydrin ether of a phenol compound of the formula ##STR6## wherein R 1 represents alkyl having 1 to 9 carbon atoms which may be substituted by amino or N-alkylamino; hydroxyl; amino; amido; carboxyl; or halogen, and m represents zero or an integer of 1 to 4, provided that when m is 2 or more, the R 1 groups may be identical or different, with (b) an aldehyde compound, in the presence of an acid catalyst, the mole ratio of the aldehyde compound to the halohydrin ether being within the range of from 0.1 to 3, the equivalent ratio of the acid catalyst to the halohydrin ether being within the range of from 0.01 to 1.0, and treating the resultant halohydrin etherified novolak with at least one cyclizing agent selected from the group consisting of sodium hydroxide and potassium hydroxide, the amount of the cyclizing agent being within the range of from 0.9 to 1.5 moles per mole of hydrogen in the halohydrin etherified novolak, to form an epoxy ring.
Claim 2
Dependent Claim
182 words
A process for producing a novolak-type epoxy resin, which comprises: reacting (a) a halohydrin ether of a phenol compound of the formula ##STR6## wherein R 1 represents alkyl having 1 to 9 carbon atoms which may be substituted by amino or N-alkylamino; hydroxyl; amino; amido; carboxyl; or halogen, and m represents zero or an integer of 1 to 4, provided that when m is 2 or more, the R 1 groups may be identical or different, with (b) an aldehyde compound, in the presence of an acid catalyst, the mole ratio of the aldehyde compound to the halohydrin ether being within the range of from 0.1 to 3, the equivalent ratio of the acid catalyst to the halohydrin ether being within the range of from 0.01 to 1.0, and treating the resultant halohydrin etherified novolak with at least one cyclizing agent selected from the group consisting of sodium hydroxide and potassium hydroxide, the amount of the cyclizing agent being within the range of from 0.9 to 1.5 moles per mole of hydrogen in the halohydrin etherified novolak, to form an epoxy ring.
Claim 3
Dependent Claim
44 words
The process of claim 1 wherein the halohydrin ether of the phenol compound is a compound of the formula ##STR7## wherein R 1 and m are as defined in claim 1, and X represents halogen, or a mixture of compounds represented by said formula.
Claim 4
Dependent Claim
81 words
The process of claim 1 wherein the halohydrin ether of the phenol compound is the reaction product obtained by reacting a phenol compound of the formula ##STR8## wherein R 1 and m are as defined in claim 1, with an epihalohydrin of the formula ##STR9## wherein X represents halogen, said reaction product containing at least 50% by weight of the halohydrin ether of the phenol compound of the formula ##STR10## wherein R 1 , m and X are as defined above.
Claim 5
Dependent Claim
53 words
The process of claim 1 wherein the aldehyde compound is a compound of the formula R.sup.2 --CHO wherein R 2 represents a hydrogen atom, an aliphatic group, an aromatic group or a heterocyclic group, a compound capable of yielding said compound upon decomposition, or a mixture of at least two of these compounds.
Claim 6
Dependent Claim
26 words
The process of claim 1 wherein the reaction between the halohydrin ether and the aldehyde is carried out at a temperature of 70° to 110° C.
Claim 7
Dependent Claim
52 words
The process of claim 1 wherein the acid catalyst is selected from the group consisting of sulfuric acid, hydrochloric acid, phosphoric acid, perchloric acid, BF 3 , SnCl 4 , SiO 2 .Al 2 O 3 , SiO 2 .TiO 2 , H 2 SO 4 --SO 3 and HSO 3 F.
Claim 8
Dependent Claim
22 words
The process of claim 1 wherein the cyclization reaction to form the epoxy ring is carried out at 70° to 120° C.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-01-10 | 1986-07-12 | 1987-01-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-01-10 | 1990-07-12 | 1991-01-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-01-10 | 1994-07-12 | 1995-01-11 | $7700.00 | Window Closed / Lapsed |