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EP0321563A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Spirooxazine compounds, photosensitive materials using them, and process for forming them

Assignee: Mitsubishi Chemical Corp
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Filing: 1987-07-03
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Granted: —
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Expires: 2007-07-03
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Abstract

Abstract Spirooxazine compounds represented by general formula (I), excellent in heat resistance and photochromic properties, photosensitive materials containing the compounds in a resin provided on a base plate, and a process for forming photochromic materials into film or other shapes comprising directly incorporating the compounds in a high-molecular material, wherein A and A'are the same and represent groups (II), (III), or (IV); X 1 , X 2 , Y 1 , and Y 2 each represents an alkyl group, or X 1 and X 2 , or Y' and Y 2 , may be bound to each other to form a cyclohexane ring; Z represents a group selected from among groups (V) and (VI) (these groups optionally having substituents), a straight-chain or branched alkylene group optionally interrupted by an oxygen atom, or an optionally substituted arylene group; R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 each represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkoxysulfonyl group or an alkylsulfonyl group.

Inventors

  • 👤 Yasuo Tateoka
  • 👤 Masashi Ito
  • 👤 Shuichi Maeda
  • 👤 Michiyo Kimura
  • 👤 Kazuo Mitsuhashi

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-09 07:19
CPC Classifications
C; C07; C07D; C07D498/00; C07D498/02; C07D498/10; C07D498/12; C07D498/20; C07D519/00; G; G03; G03C; G03C1/00; G03C1/72; G03C1/73

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 126 words
SCOPE OF CLAIMS:(1) A spiro-oxazine compound represented by formula (I): [wherein A and A' simultaneously represents R 4 ; X 1 . X 2 , Y 1 . and Y 2 each represents an alkyl group, or X 1 and X2, or Y 1 , and Y2 are linked each other to form a cyclohexane ring; Z represents a straight chain or branched chain alkylene group which may contain therein a group selected from each of which may have a substituent, or an oxygen atom, or a substituted or unsubstituted arylene group; and Rl, R2, R3, R 4, R 5, and R6 each represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkoxysulfonyl group, or an alkylsulfonyl group].
Claim 2
Dependent Claim 99 words
(2) A spiro-oxazine compound as claimed in claim (1), in formula (I) Rl, R2, R5, and R6 each represents a hydrogen atom, a halogen atom, an alkyl group having from 1 to 6 carbon atoms, an alkoxycarbonyl group having from 1 to 6 carbon atoms, an alkylsulfonyl group having from 1 to 6 carbon atoms, or an alkoxysulfonyl group having from 1 to 6 carbon atoms; and R3 and R4 each represents a hydrogen atom, an alkoxy group having from 1 to 6 carbon atoms, a halogen atom, or an alkyl group having from 1 to 6 carbon atoms.
Claim 3
Dependent Claim 98 words
(3) A spiro-oxazine compound as claimed in claim (1), in formula (I) Rl, R2, R5, and R6 each represents a hydrogen atom, an alkyl group having from 1 to 4 carbon atoms, an alkoxycarbonyl group having from 1 to 4 carbon atoms, an alkylsulfonyl group having from 1 to 4 carbon atoms, or an alkoxysulfonyl group having from 1 to 4 carbon atoms; and R 3 and R 4 each represents a hydrogen atom, an alkoxy group having from 1 to 4 carbon atoms, a halogen atom, or an alkyl group having from 1 to 4 carbon atoms.
Claim 4
Dependent Claim 95 words
(4) A spiro-oxazine compound as claimed in claim (3), in formula (I) Rl, R 2 , R 5 , and R6 each represents a hydrogen atom, an alkyl group having 1 or 2 carbon atoms, an alkoxycarbonyl group having 1 or 2 carbon atoms, an alkylsulfonyl group having 1 or 2 carbon atoms, or an alkoxysulfonyl group having 1 or 2 carbon atoms; and R3 and R 4 each represents a hydrogen atom, an alkoxy group having 1 or 2 carbon atoms, a halogen atom, or an alkyl group having 1 or 2 carbon atoms.
Claim 5
Dependent Claim 51 words
(5) A spiro-oxazine compound as claimed in claim (1), in formula (I) Xl, X2, Y 1 , and Y2 each represents an alkyl group having from 1 to 4 carbon atoms, or Xl and X 2, or Y 1 and y 2 are linked each other to form a cyclohexane ring.
Claim 6
Dependent Claim 57 words
(6) A spiro-oxazine compound as claimed in claim (1), in formula (.I) Z represents tCH 2 t n , -CH 2 -Q-CH 2 -, or t(CH 2 ) m O] ℓ (CH 2 ) m , wherein Q represents n represents an integer of from 1 to 10; and ℓ and m each represents 1 or 2.
Claim 7
Dependent Claim 39 words
(7) A spiro-oxazine compound as claimed in claim (2), in formula (I) Xl, X2, Y 1 , and Y 2 each represents a methyl group; and Z represents (̵CH 2 )̵ n" wherein n is from 4 to 8.
Claim 8
Dependent Claim 50 words
(8) A spiro-oxazine compound as claimed in claim (7), in formula (I) A and A' simultaneously represent R 4 ; R 1 , R 2, R5, and R6 each represents a hydrogen atom or a methyl group; and R3 and R4 each represents a hydrogen atom or a methoxy group.
Claim 9
Dependent Claim 143 words
(9) A photosensitive material comprising a base having provided thereon a photosensitive layer containing a resin having dissolved or dispersed therein a spiro-oxazine compound represented by formula (I): wherein A and A' simultaneously represents R 4 ; X l, X 2 , Y 1 , and y 2 each represents an alkyl group, or Xl and X2, or Y 1 and Y 2 are linked each other to form a cyclohexane ring; Z represents a straight chain or branched chain alkylene group which may contain therein a group selected from each of which may have a substituent, or an oxygen atom, or a substituted or unsubstituted arylene group; and R l , R2, R3, R4, R 5, and R6 each represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkoxysulfonyl group, or an alkylsulfonyl group.
Claim 10
Dependent Claim 41 words
(10) A photosensitive material as claimed in claim (9), in formula (I) Xl, X2, yl , and Y2 each represents a methyl group; and Z represents (̵CH 2 )̵ n , wherein n represents an integer of from 4 to 8.
Claim 11
Dependent Claim 49 words
(11) A photosensitive material as claimed in claim (10), in formula (I) A and A' simultaneously represent R 4 ; Rl, R2, R5, and R 6 each represents a hydrogen atom or a methyl group; and R3 and R 4 each represents a hydrogen atom or a methoxy group.
Claim 12
Dependent Claim 148 words
(12) A process for molding a material comprising incorporating a spiro-oxazine compound represented by formula (I): wherein A and A' simultaneously represents R 4 ; X 1 , X2, Y 1 , and Y 2 each represents an alkyl group, or X l and X 2 , or Y 1 and Y 2 are linked each other to form a cyclohexane ring; Z represents a straight chain or branched chain alkylene group which may contain therein a group selected from each of which may have a substituent, or an oxygen atom, or a substituted or unsubstituted arylene group; and R 1 , R2, R3, R 4 , and R 5 and R6 each represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an alkoxysulfonyl group, or an alkylsulfonyl group, into a high-molecular material at a high temperature, followed by molding thereof.
Claim 13
Dependent Claim 35 words
(13) A process as claimed in claim (12), in formula (I) Xl, X2, Yl, and Y2 each represents a methyl group; and Z represents tCH2tn, wherein n represents an integer of from 4 to 8.
Claim 14
Dependent Claim 46 words
(14) A process as claimed in claim (12), in formula (I) A and A' simultaneously represent R 4 ; Rl, R2, R5, and R6 each represents a hydrogen atom or a methyl group; and R3 and R4 each represents a hydrogen atom or a methoxy group.
Claim 15
Dependent Claim 21 words
(15) A process as claimed in claim (12), in formula (I) said high-molecular material is an acrylic polymer or polyvinyl butyral.

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