GB1227713A - - Google Patents

Info

Publication number
GB1227713A
GB1227713A GB1227713DA GB1227713A GB 1227713 A GB1227713 A GB 1227713A GB 1227713D A GB1227713D A GB 1227713DA GB 1227713 A GB1227713 A GB 1227713A
Authority
GB
United Kingdom
Prior art keywords
indolino
naphtho
oxazine
spiro
group
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed filed Critical
Publication of GB1227713A publication Critical patent/GB1227713A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/10—Spiro-condensed systems
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00—Photosensitive materials
    • G03C1/685—Compositions containing spiro-condensed pyran compounds or derivatives thereof, as photosensitive substances

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

1,227,713. Spiro - [indolino - 2,3<SP>1</SP> - naphtho (2,1 - b) (1,4) oxazine] derivatives. FUJI PHOTO FILM CO. Ltd. 22 Oct., 1969 [28 Oct., 1968], No.51818/69. Heading C2C. [Also in Divisions C3 and C4] A photochromic compound is represented by the formula wherein X represents the radical -CN, -COOH, or -COOR (where R is an alkyl group with 1 to 5 carbon atoms), n is an integer 1 to 4; R 2 and R 3 each represent an alkyl group with 1 to 5 C atoms or a phenyl group; and R 1 represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, a halogen atom, a nitro group, a cyano group, an alkoxy group having 1 to 5 carbon atoms or a carboxyl group, which carboxyl group may be substituted with an alkyl group having 1 to 5 carbon atoms. The compounds may be obtained by refluxing in ethanol a quaternized indolenine derivative, ½-nitroso-#-naphthol and tri-ethylamine in an inert atmosphere, cooling and filtering. In examples 1 - # - carboxyethyl - 3,3 - dimethyl spiro [indolino - 2,3<SP>1 </SP>- naphtho (2,1 - b) (1,4)- oxazine], 1 - # - carboxyethyl - 3,3,5 - trimethyl spiro [indolino - 2,3<SP>1</SP>- naphtho (2,1 - b) (1,4)- oxazine], 1 - carboxyethyl - 3,3 - dimethyl - 5- methoxy spiro [indolino-2,3<SP>1</SP>-naphtho (2,1-b)- (1,4)oxazine], and l-Y-cyanopropyl-3,3-dimethyl - 5 - chloro spiro [indolino - 2,3<SP>1</SP>-naphtho (2, 1-b)(1,4)oxazine] are produced. Photographic, printing, curtains, glass and optical filter applications are instanced.
GB1227713D 1968-10-28 1969-10-22 Expired GB1227713A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP43078465A JPS4948631B1 (en) 1968-10-28 1968-10-28

Publications (1)

Publication Number Publication Date
GB1227713A true GB1227713A (en) 1971-04-07

Family

ID=13662760

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1227713D Expired GB1227713A (en) 1968-10-28 1969-10-22

Country Status (6)

Country Link
US (1) US3562172A (en)
JP (1) JPS4948631B1 (en)
BE (1) BE740580A (en)
DE (1) DE1954220A1 (en)
FR (1) FR2021692A1 (en)
GB (1) GB1227713A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2171404A (en) * 1985-01-25 1986-08-28 Mitsubishi Chem Ind Spiroxazines useful in photochromic compositions
US4637698A (en) * 1983-11-04 1987-01-20 Ppg Industries, Inc. Photochromic compound and articles containing the same
US4784474A (en) * 1984-07-06 1988-11-15 Toray Industries, Inc. Spiro-oxazine compounds and preparation thereof and photochromic shaped article
US4816584A (en) * 1986-11-12 1989-03-28 Ppg Industries, Inc. Photochromic spiro(indoline)benzoxazines
US4909963A (en) * 1986-09-26 1990-03-20 Ppg Industries, Inc. Photochromic article
US4927180A (en) * 1986-08-22 1990-05-22 Plessey Overseas Limited Marking of articles with photochromic compounds

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US4720547A (en) * 1984-07-30 1988-01-19 Ppg Industries, Inc. Photochromic compound and articles containing the same
US4636561A (en) * 1984-12-11 1987-01-13 Unitika Ltd. Spiroindolinenaphthoxadine photochromic compounds
AU564689B2 (en) * 1985-07-09 1987-08-20 Kureha Kagaku Kogyo K.K. Photochromic lens
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US4634767A (en) * 1985-09-03 1987-01-06 Ppg Industries, Inc. Method for preparing spiro(indoline)-type photochromic compounds
JPS62145089A (en) * 1985-12-19 1987-06-29 Showa Denko Kk Spiropiperidine naphthoxazine compound
JPH0666003B2 (en) 1986-07-15 1994-08-24 呉羽化学工業株式会社 Method for manufacturing optical member made of polarizing resin having dimming effect
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US4931219A (en) * 1987-07-27 1990-06-05 Ppg Industries, Inc. Photochromic compound and articles containing the same
JPH0794657B2 (en) * 1987-10-16 1995-10-11 日産自動車株式会社 Photochromic photosensitive material
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US11833771B2 (en) 2021-04-01 2023-12-05 Alcon Inc. Method for making photochromic contact lenses
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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4637698A (en) * 1983-11-04 1987-01-20 Ppg Industries, Inc. Photochromic compound and articles containing the same
US4784474A (en) * 1984-07-06 1988-11-15 Toray Industries, Inc. Spiro-oxazine compounds and preparation thereof and photochromic shaped article
GB2171404A (en) * 1985-01-25 1986-08-28 Mitsubishi Chem Ind Spiroxazines useful in photochromic compositions
US4927180A (en) * 1986-08-22 1990-05-22 Plessey Overseas Limited Marking of articles with photochromic compounds
US4909963A (en) * 1986-09-26 1990-03-20 Ppg Industries, Inc. Photochromic article
US4816584A (en) * 1986-11-12 1989-03-28 Ppg Industries, Inc. Photochromic spiro(indoline)benzoxazines

Also Published As

Publication number Publication date
JPS4948631B1 (en) 1974-12-23
BE740580A (en) 1970-04-01
DE1954220A1 (en) 1970-05-06
US3562172A (en) 1971-02-09
FR2021692A1 (en) 1970-07-24

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PLNP Patent lapsed through nonpayment of renewal fees