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EP0192480A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Bis(3-aminophenoxy) aromatics and method of preparing the same

Assignee: Mitsui Chemicals Inc
•
Filing: 1986-02-20
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Granted: —
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Expires: 2006-02-20
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Abstract

Abstract Bis(3-nitrophenoxy) derivatives of aromatic or bridged aromatic hydrocarbons are derived from m-dinitrobenzene and dihydroxy derivatives of said hydrocarbons by a condensation reaction in dipolar aprotic solvents in the presence of bases. The bis(3-nitrophenoxy) derivatives obtained are successively reduced to afford bis-(3-aminophenoxy) derivatives. This is a new method for reacting the dihydroxy-derivatives with m-dinitrobenzene, and hence can prepare novel bis(3-aminophenoxy) derivatives such as 4,4'-bis(3-aminophenoxy)biphenyl, 1-[4-(3-aminophenoxy) phenyl]-1,3,3-trimethyl-6-(3-aminophenoxy)indan, 6,6'-bis(3-aminophenoxy)-3,3,3',3'-tetramethyl-1,1'spirobiindan, and methyl substituted 2,2'-bis[4-(3-aminophenoxy) phenyl)propane.

Inventors

  • 👤 Yukihiro Yoshikawa
  • 👤 Keizaburo Yamaguchi
  • 👤 Kenichi Sugimoto
  • 👤 Yoshimitsu Tanabe
  • 👤 Akihiro Yamaguchi

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-08 06:02
CPC Classifications
C; C07; C07C; C07C217/00; C07C217/78; C07C217/80; C07C217/82; C07C217/90; C07C201/00; C07C201/06; C07C201/12; C07C205/00; C07C205/27; C07C205/35; C07C205/36; C07C205/38; C07C213/00; C07C213/02; C07C315/00; C07C315/04; C07C2603/00; C07C2603/93; C07C2603/94

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 133 words
1) A method for preparing a bis(3-aminophenoxy) derivative of aromatic or bridged aromatic hydrocarbon represented by the following general formula: where X is or where Y is hydrocarbons of C 1 -C 10 , -C(CF 3 ) 2 -, - CO-, - S -, -SO-, -SO 2 -, or -O-, and R 1 , R 2 , R 3 are H, or CH 3 , which comprises conducting a condensation reaction of m-dinitrobenzene in a dipolar aprotic solvent in the presence of a base with a dihydroxy derivative of aromatic or bridged aromatic hydrocarbon represented by the following general formula: where X is the same as above, and reducing the resultant bis(3-nitrophenoxy) derivative of aromatic or bridged aromatic hydrocarbon represented by the following general formula (II): where X is the same as above.
Claim 2
Dependent Claim 133 words
1) A method for preparing a bis(3-aminophenoxy) derivative of aromatic or bridged aromatic hydrocarbon represented by the following general formula: where X is or where Y is hydrocarbons of C 1 -C 10 , -C(CF 3 ) 2 -, - CO-, - S -, -SO-, -SO 2 -, or -O-, and R 1 , R 2 , R 3 are H, or CH 3 , which comprises conducting a condensation reaction of m-dinitrobenzene in a dipolar aprotic solvent in the presence of a base with a dihydroxy derivative of aromatic or bridged aromatic hydrocarbon represented by the following general formula: where X is the same as above, and reducing the resultant bis(3-nitrophenoxy) derivative of aromatic or bridged aromatic hydrocarbon represented by the following general formula (II): where X is the same as above.
Claim 3
Dependent Claim 48 words
2) The method of claim 1 wherein said condensation reaction is conducted in the presence 'of a nitrogen containing aliphatic polyether represented by the following general formula: where R is C 1 -C 4 alkyl and n is an integer of 1 or 2, as a reaction accelerator.
Claim 4
Dependent Claim 17 words
3) The method of claim 1 wherein said base is carbonate or hydrogen carbonate of alkali metal.
Claim 5
Dependent Claim 14 words
4) The method of claim 1 wherein said reducing reaction is conducted with hydrazine.
Claim 6
Dependent Claim 20 words
5) The method of claim 1 wherein said reducing reaction is conducted with hydrogen in the presence of a catalyst.
Claim 7
Dependent Claim 44 words
6) The method of claim 1 wherein said dihydroxy derivative is represented by the following general formula: where Y is hydrocarbons of C 1 -C 10 , -C(CF 3 ) 2 -, - CO- , - S -, -SO-, -SO 2 -, or -0-.
Claim 8
Dependent Claim 12 words
7) The method of claim 1 wherein said dihydroxy derivative is hydroquinone.
Claim 9
Dependent Claim 12 words
8) The method of claim 1 wherein said dihydroxy derivative is 4,4'-dihydroxybiphenyl.
Claim 10
Dependent Claim 12 words
9) The mehtod of claim 1 wherein said dihydroxy derivative is 1-(4-hydroxyphenyl)-1,3,3-trimethyl-6-hydroxyindan.
Claim 11
Dependent Claim 12 words
10) The method of claim 1 wherein said dihydroxy derivative is 6,6'-dihydroxy-3,3,3',3'-tetramethyl-1,1'-spirobiindan.
Claim 12
Dependent Claim 35 words
11) The method of claim 1 wherein said dihydroxy derivative is a 2,2-bis(4-hydroxyphenyl)propane derivative represented by the following general formula: where R 1 , R 2 and R 3 are H, or Ch 3 .
Claim 13
Dependent Claim 2 words
12) 4,4'-Bis(3-aminophenoxy)biphenyl.
Claim 14
Dependent Claim 2 words
12) 4,4'-Bis(3-aminophenoxy)biphenyl.
Claim 15
Dependent Claim 2 words
13) 1-[4-(3-Aminophenoxy)phenyl]-1,3,3-trimethyl-6-(3-aminophenoxy)-indan.
Claim 16
Dependent Claim 2 words
13) 1-[4-(3-Aminophenoxy)phenyl]-1,3,3-trimethyl-6-(3-aminophenoxy)-indan.
Claim 17
Dependent Claim 2 words
14) 6,6'-Bis(3-aminophenoxy)-3,3,3',3'-teramethyl-1,1'-spirobiindan.
Claim 18
Dependent Claim 2 words
14) 6,6'-Bis(3-aminophenoxy)-3,3,3',3'-teramethyl-1,1'-spirobiindan.
Claim 19
Dependent Claim 26 words
15) A methyl substituted 2,2-bis[4-(3-aminophenoxy)phenyl]propane represented by the following general formula: where R 1 , R 2 and R 3 are H, or CH 3 .
Claim 20
Dependent Claim 26 words
15) A methyl substituted 2,2-bis[4-(3-aminophenoxy)phenyl]propane represented by the following general formula: where R 1 , R 2 and R 3 are H, or CH 3 .

References Cited (Backward Citations)

US4196144A Cited
US4203922A Cited
US4222962A Cited

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