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US4855390A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparing polyesterimide from bis(hydroxyphthalimide)

Assignee: NTT Inc
•
Filing: 1988-04-22
•
Granted: 1989-08-08
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Expires: 2008-04-22
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Abstract

Abstract The present invention provides a bis(hydroxyphthalimide) prepared by reacting 4-hydroxyphthalic anhydride and an organic diamine in the presence of an organic solvent under heating. The bis(hydroxyphthalimide) has two intramolecular imide rings and active hydrogens, and is thus polymerizable to form a variety of polycondensation products each having imide rings by condensation. The bis(hydroxyphthalimide) is also reacted with a dicarboxylic acid dihalide to form a polyesterimide, through condensation, which is excellent in transparency and heat resisting property.

Inventors

  • 👤 Shigekuni Sasaki
  • 👤 Yoshinori Hasuda

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 06:39
CPC Classifications
C; C07; C07D; C07D209/00; C07D209/02; C07D209/44; C07D209/48

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 196 words
A process for the preparation of a polyesterimide which comprises reacting a bis(hydroxyphthalimide) with a dicarboxylic acid dihalide in an organic solvent and in the presence of a tertiary amine, said bis(hydroxyphthalimide) represented by the following formula: ##STR22## wherein R 1 is a difunctional organic group selected from the groups (a), (b) or (c) wherein: (a) is an aromatic hydrocarbon group; (b) is hexylene; and (c) is diphenylmethane, diphenylsulfide, diphenylsulfone, diphenylether or diphenylketone, and said dicarboxylic acid dihalide represented by the following formula: ##STR23## wherein R 2 is a difunctional organic group selected from the group (a), (b), or (c) wherein: (a) is an aromatic hydrocarbon group; having 6 to 20 carbon atooms or a halogenated derivative thereof; (b) is an alkylene group; and (c) is a group represented by the following formula: wherein X is a group selected from the groups consisting of m is an integer of 1 or zero; and n is an integer of 1 to 5, and wherein Y is a halogen atom selected from the group consisting of fluorine, chlorine, bromine and iodine and Z is a halogen atom selected from the group consisting of fluorine, chlorine, bromine and iodine.
Claim 2
Dependent Claim 196 words
A process for the preparation of a polyesterimide which comprises reacting a bis(hydroxyphthalimide) with a dicarboxylic acid dihalide in an organic solvent and in the presence of a tertiary amine, said bis(hydroxyphthalimide) represented by the following formula: ##STR22## wherein R 1 is a difunctional organic group selected from the groups (a), (b) or (c) wherein: (a) is an aromatic hydrocarbon group; (b) is hexylene; and (c) is diphenylmethane, diphenylsulfide, diphenylsulfone, diphenylether or diphenylketone, and said dicarboxylic acid dihalide represented by the following formula: ##STR23## wherein R 2 is a difunctional organic group selected from the group (a), (b), or (c) wherein: (a) is an aromatic hydrocarbon group; having 6 to 20 carbon atooms or a halogenated derivative thereof; (b) is an alkylene group; and (c) is a group represented by the following formula: wherein X is a group selected from the groups consisting of m is an integer of 1 or zero; and n is an integer of 1 to 5, and wherein Y is a halogen atom selected from the group consisting of fluorine, chlorine, bromine and iodine and Z is a halogen atom selected from the group consisting of fluorine, chlorine, bromine and iodine.
Claim 3
Dependent Claim 13 words
The process of claim 1, wherein said hydrocarbon group is m-phenylene, or p-phenylene.
Claim 4
Dependent Claim 11 words
The process of claim 1, wherein said difunctional group is diphenylene.
Claim 5
Dependent Claim 61 words
The process for the preparation of a polyesterimide according to claim 1, wherein said group R 2 in said general formula of ##STR24## is an aromatic hydrocarbon group, Y is a halogen atom selected from the group consisting of F, Cl, Br and I and Z is a halogen atom selected from the group consisting of F, Cl, Br and I.
Claim 6
Dependent Claim 27 words
The process for the preparation of a polyesterimide according to claim 1, wherein said organic solvent is selected from the group consisting of N-methyl-2-pyrrolidone, N,N-dimethylformamide and N,N-dimethylacetoamide.
Claim 7
Dependent Claim 18 words
The process for the preparation of a polyesterimide according to claim 1, wherein said tertiary amine is pyridine-triethylamine.
Claim 8
Dependent Claim 49 words
The process for the preparation of a polyesterimide according to claim 1, wherein 1 mol of said bis(hydroxyphthalimide) is reacted with 1 mol of said dicarboxylic acid dihalide at a reaction temperature of from 20° to 50° C. over a reaction period of from 30 minutes to 30 hours.
Claim 9
Dependent Claim 25 words
The process for the preparation of a polyesterimide according to claim 4, wherein said dicarboxylic acid dihalide is terephthalic acid dichloride or isophthalic acid dichloride.
Claim 10
Dependent Claim 36 words
The process for the preparation of a polyesterimide according to claim 1, wherein said bis(hydroxyphthalimide) is dissolved in an alkali solution and reacted with said dicarboxylic acid dihalide in the presence of a phase transfer catalysts.
Claim 11
Dependent Claim 21 words
The process for the preparation of a polyesterimide according to claim 1 wherein said dicarboxylic acid dihalide is terephthalic acid dichloride.
Claim 12
Dependent Claim 21 words
The process for the preparation of a polyesterimide according to claim 1 wherein said dicarboxylic acid dihalide is isophthalic acid dichloride.

References Cited (Backward Citations)

US4535170A Cited
DE1951632A1 Cited
US3920697A Cited
US4550208A Cited
US4769475A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-08-07 1993-02-06 1993-08-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-08-07 1997-02-06 1997-08-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-08-07 2001-02-06 2001-08-08 $7700.00 Window Closed / Lapsed

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