US3917702A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Method for making liquid resinous curing agents for epoxy resins and the products thereof
Assignee: Furane Plastics Inc
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Filing: 1969-06-06
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Granted: 1975-11-04
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Expires: 1989-06-06
Abstract
Abstract A curing agent for epoxy resins is made by processing an aromatic polyamine with an active aldehyde compound under reaction conditions and proportions of ingredients which yield curing agents which are liquid at ambient temperatures. These liquid curing agents, after mixing with uncured epoxy resins, have a long working life at ambient temperatures, and when the mixtures are cured, have unusual resistance to high temperatures.
Inventors
- 👤 Frank N Hirosawa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 08:43
CPC Classifications
C; C08; C08L; C08L63/00
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
18 words
THE PROCESS FOR MAKING A LIQUID CURING AND HARDENING AGENT FOR EPOXIDE RESIN COMPOSITIONS COMPRISING THE STEPS OF
Claim 2
Dependent Claim
18 words
THE PROCESS FOR MAKING A LIQUID CURING AND HARDENING AGENT FOR EPOXIDE RESIN COMPOSITIONS COMPRISING THE STEPS OF
Claim 3
Dependent Claim
52 words
DISSOLVING AN AROMATIC POLYAMINE SELECTED FROM THE GROUP CONSISTING OF M-PHENYLENE DIAMINE, O-PHENYLENE DIAMINE, P PHENYLENE DIAMINE, 2,5-DIAMINOTOLUENE, 1,3-DIAMINOTOLUENE, 1,8-DIAMINONAPHTHALENE, 4,4''-DIAMINODIPHENYLAMINE, CHLORO-O-PHENYLENE DIAMINE, 2,4-DIAMINODIPHENYLAMINE, 4,4''-DIAMINOPHENYLETHER, 4,4''-DIAMINO DIPHENYL SULFONE, 4,4''-DIAMINO BENZOPHENYLETHER, 4,4''DIAMINO DIPHENYLAMINE, IN A SOLVENT SELECTED FROM THE GROUP CONSISTING OF WATER, ISOPROPYL ALCHOL, DILUTE AQUEOUS ACID, AND DILUTE AQUEOUS CAUSTIC ALKALI,
Claim 4
Dependent Claim
52 words
DISSOLVING AN AROMATIC POLYAMINE SELECTED FROM THE GROUP CONSISTING OF M-PHENYLENE DIAMINE, O-PHENYLENE DIAMINE, P PHENYLENE DIAMINE, 2,5-DIAMINOTOLUENE, 1,3-DIAMINOTOLUENE, 1,8-DIAMINONAPHTHALENE, 4,4''-DIAMINODIPHENYLAMINE, CHLORO-O-PHENYLENE DIAMINE, 2,4-DIAMINODIPHENYLAMINE, 4,4''-DIAMINOPHENYLETHER, 4,4''-DIAMINO DIPHENYL SULFONE, 4,4''-DIAMINO BENZOPHENYLETHER, 4,4''DIAMINO DIPHENYLAMINE, IN A SOLVENT SELECTED FROM THE GROUP CONSISTING OF WATER, ISOPROPYL ALCHOL, DILUTE AQUEOUS ACID, AND DILUTE AQUEOUS CAUSTIC ALKALI,
Claim 5
Dependent Claim
56 words
ADDING AN ACTIVE ALDEHYDE COMPOUND SELECTED FROM THE GROUP CONSISTING OF FORMALDEHYDE, ACETALDEHYDE, PROPIONALDEHYDE, BUTYLADEHYDE, N-VALERALDEHYDE, CAPROALDEHYDE, CAPRYLICALDEHYDE, ACROLEIN, CROTONALDEHYDE, TIGLIC ALDEHYDE, TO SAID SOLUTION, THE MOLAL RATIO OF POLYAMINE TO ALDEHYDE, BEING IN THE RANGE FROM 3/4:1 TO 5:1, AND MAINTAINING THE TEMPERATURE IN THE RANGE FROM 25* TO 100*C. UNTIL THE REACTION IS COMPLETE,
Claim 6
Dependent Claim
56 words
ADDING AN ACTIVE ALDEHYDE COMPOUND SELECTED FROM THE GROUP CONSISTING OF FORMALDEHYDE, ACETALDEHYDE, PROPIONALDEHYDE, BUTYLADEHYDE, N-VALERALDEHYDE, CAPROALDEHYDE, CAPRYLICALDEHYDE, ACROLEIN, CROTONALDEHYDE, TIGLIC ALDEHYDE, TO SAID SOLUTION, THE MOLAL RATIO OF POLYAMINE TO ALDEHYDE, BEING IN THE RANGE FROM 3/4:1 TO 5:1, AND MAINTAINING THE TEMPERATURE IN THE RANGE FROM 25* TO 100*C. UNTIL THE REACTION IS COMPLETE,
Claim 7
Dependent Claim
56 words
adding an active aldehyde compound selected from the group consisting of Formaldehyde, Acetaldehyde, Propionaldehyde, Butylaldehyde, n-Valeraldehyde, Caproaldehyde, Caprylicaldehyde, Acrolein, Crotonaldehyde, Tiglic aldehyde, to said solution, the molal ratio of polyamine to aldehyde being in the range from 3/4:1 to 5:1, and maintaining the temperature in the range from 25* to 100*C. until the reaction is complete;
Claim 8
Dependent Claim
56 words
adding an active aldehyde compound selected from the group consisting of Formaldehyde, Acetaldehyde, Propionaldehyde, Butylaldehyde, n-Valeraldehyde, Caproaldehyde, Caprylicaldehyde, Acrolein, Crotonaldehyde, Tiglic aldehyde, to said solution, the molal ratio of polyamine to aldehyde being in the range from 3/4:1 to 5:1, and maintaining the temperature in the range from 25* to 100*C. until the reaction is complete;
Claim 9
Dependent Claim
12 words
The process defined in claim 1 in which the aldehyde is formaldehyde.
Claim 10
Dependent Claim
19 words
The process defined in claim 2 in which the aldehyde is dissolved in an approximately equal amount of methanol.
Claim 11
Dependent Claim
7 words
removing the water from the reaction mixture;
Claim 12
Dependent Claim
7 words
removing the water from the reaction mixture;
Claim 13
Dependent Claim
7 words
REMOVING THE WATER FROM THE REACTION MIXTURE,
Claim 14
Dependent Claim
7 words
REMOVING THE WATER FROM THE REACTION MIXTURE,
Claim 15
Dependent Claim
21 words
ADDING AN AROMATIC DIAMINE IN EQUAL MOLAL PROPORTION TO THAT USED IN THE INITIAL REACTION IN STEPS 1 AND 2, AND
Claim 16
Dependent Claim
21 words
ADDING AN AROMATIC DIAMINE IN EQUAL MOLAL PROPORTION TO THAT USED IN THE INITIAL REACTION IN STEPS 1 AND 2, AND
Claim 17
Dependent Claim
21 words
adding an aromatic diamine in equal molal proportion to that used in the initial reaction in steps 1 and 2; and
Claim 18
Dependent Claim
21 words
adding an aromatic diamine in equal molal proportion to that used in the initial reaction in steps 1 and 2; and
Claim 19
Dependent Claim
12 words
The process defined in claim 1 in which the aldehyde is acetaldehyde.
Claim 20
Dependent Claim
19 words
The process defined in claim 4 in which the aldehyde is dissolved in an approximately equal amount of methanol.
Claim 21
Dependent Claim
30 words
removing the water from the reaction mixture of step 4 by heating under reduced pressure to a temperature of about 150*C. for a period of about one-half to four hours.
Claim 22
Dependent Claim
30 words
removing the water from the reaction mixture of step 4 by heating under reduced pressure to a temperature of about 150*C. for a period of about one-half to four hours.
Claim 23
Dependent Claim
30 words
REMOVING THE WATER FROM THE REACTION MIXTURE OF STEP 4 BY HEATING UNDER REDUCED PRESSURE TO A TEMPERATURE OF ABOUT 150*C. FOR A PERIOD OF ABOUT ONE-HALF TO FOUR HOURS.
Claim 24
Dependent Claim
30 words
REMOVING THE WATER FROM THE REACTION MIXTURE OF STEP 4 BY HEATING UNDER REDUCED PRESSURE TO A TEMPERATURE OF ABOUT 150*C. FOR A PERIOD OF ABOUT ONE-HALF TO FOUR HOURS.
Claim 25
Dependent Claim
18 words
The process defined in claim 1 in which the aldehyde is formaldehyde, and the aromatic polyamine is m-phenylene-diamine.
Claim 26
Dependent Claim
19 words
The process defined in claim 1 in which the aldehyde is formaldehyde, and the aromatic polyamine is O-phenylene diamine.
Claim 27
Dependent Claim
14 words
The process defined in claim 2 in which the reaction solvent is isopropyl alcohol.
Claim 28
Dependent Claim
19 words
The process defined in claim 1 in which the aldehyde is formaldehyde and the aromatic amine is p-phenylene diamine.
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) | 1978-11-03 | 1979-05-05 | 1979-11-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-11-03 | 1983-05-05 | 1983-11-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-11-03 | 1987-05-05 | 1987-11-04 | $7700.00 | Window Closed / Lapsed |