US4460783A
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Ether imides and process for producing the same
Assignee: Hitachi Ltd
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Filing: 1981-01-19
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Granted: 1984-07-17
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Expires: 2001-01-19
Abstract
Abstract An ether imide of the formula: <IMAGE> wherein R1, R2, R3, R4, R5, R6 and D are as defined in the specification produced by reacting a diamine with an ethylenically unsaturated dicarboxylic acid can give a composition together with one or more unsaturated polyesters, epoxy compounds, amines, and the like to give shaped articles excellent in flexibility and heat resistance.
Inventors
- 👤 Akio Nishikawa
- 👤 Masashi Shitara
- 👤 Susumu Era
- 👤 Toshiaki Fukushima
- 👤 Hiroshi Suzuki
- 👤 Hisashi Kohkame
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 17:41
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/44; C07D207/444; C07D207/448; C07D207/452; C07D207/456; C07D209/00; C07D209/02; C07D209/44; C07D209/48; C07D209/56; C07D209/58; C07D209/72; C07D209/76; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/4007; C08G59/4014; C08G59/4042; C08K; C08K5/00; C08K5/16; C08K5/34; C08K5/3412; C08K5/3415
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
67 words
An ether imide of the formula: ##STR9## wherein R 1 , R 2 , R 3 and R 4 are independently hydrogen, a lower alkyl group, a lower alkoxy group, chlorine or bromine; R 5 and R 6 are independently hydrogen, a methyl group, an ethyl group, a trifluoromethyl group or a trichloromethyl group; and D is a bivalent organic group having 2 to 24 carbon atoms.
Claim 2
Dependent Claim
67 words
An ether imide of the formula: ##STR9## wherein R 1 , R 2 , R 3 and R 4 are independently hydrogen, a lower alkyl group, a lower alkoxy group, chlorine or bromine; R 5 and R 6 are independently hydrogen, a methyl group, an ethyl group, a trifluoromethyl group or a trichloromethyl group; and D is a bivalent organic group having 2 to 24 carbon atoms.
Claim 3
Dependent Claim
60 words
An ether imide according to claim 1, wherein R 1 , R 2 , R 3 and R 4 are hydrogen; R 5 and R 6 are independently a methyl group; and D is a group of the formula --CH═CH--, ##STR10## in which Z is hydrogen, halogen or a methyl group and n is an integer of 1 to 4.
Claim 4
Dependent Claim
60 words
An ether imide according to claim 1, wherein R 1 , R 2 , R 3 and R 4 are hydrogen; R 5 and R 6 are independently a trifluoromethyl group and D is a group of the formula --CH═CH--, ##STR11## in which Z is hydrogen, halogen or a methyl group and n is an integer of 1 to 4.
Claim 5
Dependent Claim
69 words
An ether amic acid of the formula: ##STR12## wherein R 1 , R 2 , R 3 , and R 4 are independently hydrogen, a lower alkyl group, a lower alkoxy group, chlorine or bromine; R 5 and R 6 are independently hydrogen, a methyl group, an ethyl group, a trifluoromethyl group or a trichloromethyl group; and D is a bivalent organic group having 2 to 24 carbon atoms.
Claim 6
Dependent Claim
69 words
An ether amic acid of the formula: ##STR12## wherein R 1 , R 2 , R 3 , and R 4 are independently hydrogen, a lower alkyl group, a lower alkoxy group, chlorine or bromine; R 5 and R 6 are independently hydrogen, a methyl group, an ethyl group, a trifluoromethyl group or a trichloromethyl group; and D is a bivalent organic group having 2 to 24 carbon atoms.
Claim 7
Dependent Claim
65 words
An ether amic acid according to claim 4, wherein R 1 , R 2 , R 3 and R 4 are hydrogen; R 5 and R 6 are independently a methyl group or a trifluoromethyl group; and D is a group of the formula --CH═CH--, ##STR13## in which Z is hydrogen, halogen or a methyl group and n is an integer of 1 to 4.
Claim 8
Dependent Claim
123 words
A process for producing an ether imide of the formula: ##STR14## wherein R 1 , R 2 , R 3 and R 4 are independently hydrogen, a lower alkyl group, a lower alkoxy group, chlorine or bromine; R 5 and R 6 are independently hydrogen, a methyl group, an ethyl group, a trifluoromethyl group or a trichloromethyl group; and D is a bivalent organic group having 2 to 24 carbon atoms, which comprises reacting a diamine of the formula: ##STR15## wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are as defined above, with an ethylenically unsaturated dicarboxylic acid anhydride of the formula: ##STR16## wherein D is as defined above, followed by ring-closing dehydration.
Claim 9
Dependent Claim
123 words
A process for producing an ether imide of the formula: ##STR14## wherein R 1 , R 2 , R 3 and R 4 are independently hydrogen, a lower alkyl group, a lower alkoxy group, chlorine or bromine; R 5 and R 6 are independently hydrogen, a methyl group, an ethyl group, a trifluoromethyl group or a trichloromethyl group; and D is a bivalent organic group having 2 to 24 carbon atoms, which comprises reacting a diamine of the formula: ##STR15## wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are as defined above, with an ethylenically unsaturated dicarboxylic acid anhydride of the formula: ##STR16## wherein D is as defined above, followed by ring-closing dehydration.
Claim 10
Dependent Claim
95 words
A process according to claim 6, wherein the reaction is carried out in two steps, the first step of which comprises contacting the diamine with the ethylenically unsaturated dicarboxylic acid anhydride in an organic solvent at a temperature of -10° to +40° C. to give an ether amic acid of the formula: ##STR17## wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 and D are as defined in claim 6, and the second step of which comprises subjecting the ether amic acid to ring closing dehydration.
Claim 11
Dependent Claim
132 words
A process for producing an ether amic acid of the formula: ##STR18## wherein R 1 , R 2 , R 3 and R 4 are independently hydrogen, a lower alkyl group, a lower alkoxy group, chlorine or bromine; R 5 and R 6 are independently hydrogen, a methyl group, an ethyl group, a trifluoromethyl group or a trichloromethyl group; and D is a bivalent organic group having 2 to 24 carbon atoms, which comprises contacting a diamine of the formula: ##STR19## wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are as defined above, with an ethylenically unsaturated dicarboxylic acid anhydride of the formula: ##STR20## wherein D is as defined above, in an organic solvent at a temperature of -10° to +40° C.
Claim 12
Dependent Claim
132 words
A process for producing an ether amic acid of the formula: ##STR18## wherein R 1 , R 2 , R 3 and R 4 are independently hydrogen, a lower alkyl group, a lower alkoxy group, chlorine or bromine; R 5 and R 6 are independently hydrogen, a methyl group, an ethyl group, a trifluoromethyl group or a trichloromethyl group; and D is a bivalent organic group having 2 to 24 carbon atoms, which comprises contacting a diamine of the formula: ##STR19## wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are as defined above, with an ethylenically unsaturated dicarboxylic acid anhydride of the formula: ##STR20## wherein D is as defined above, in an organic solvent at a temperature of -10° to +40° C.
Claim 13
Dependent Claim
55 words
A process according to claim 6 or 8, wherein the diamine is at least one member selected from the group consisting of 2,2-bis[4-(4-aminophenoxy)phenyl]propane, 2,2-bis[3-methyl-(4-aminophenoxy)phenyl]propane, 2,2-bis[3-butyl-4-(4-aminophenoxy)phenyl]propane and 2,2-bis[3-ethyl-4-(4-aminophenoxy)phenyl]propane and the bivalent ethylenically unsaturated dicarboxylic acid anhydride is at least one member selected from the group consisting of maleic anhydride, endomethylenetetrahydrophthalic anhydride, methylendomethylenetetrahydrophthalic anhydride and tetrahydrophthalic anhydride.
Claim 14
Dependent Claim
63 words
A process according to claim 6, wherein R 1 , R 2 , R 3 and R 4 are hydrogen; R 5 and R 6 are independently a methyl group or a trifluoromethyl group; and D is a group of the formula --CH═CH--, ##STR21## in which Z is hydrogen, halogen or a methyl group and n is an integer of 1 to 4.
Claim 15
Dependent Claim
63 words
A process according to claim 8, wherein R 1 , R 2 , R 3 and R 4 are hydrogen; R 5 and R 6 are independently a methyl group or a trifluoromethyl group; and D is a group of the formula --CH═CH--, ##STR22## in which Z is hydrogen, halogen or a methyl group and n is an integer of 1 to 4.
Claim 16
Dependent Claim
38 words
An ether imide according to claim 1, wherein R 1 , R 2 , R 3 and R 4 are independently hydrogen; R 5 and R 6 are independently a methyl group and D is a --CH═CH-- group.
Claim 17
Dependent Claim
34 words
An ether imide according to claim 1, wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are independently hydrogen and D is a --CH═CH-- group.
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) | 1987-07-17 | 1988-01-16 | 1988-07-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-07-17 | 1992-01-16 | 1992-07-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-07-17 | 1996-01-16 | 1996-07-17 | $7700.00 | Window Closed / Lapsed |