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GB2338479A - Neutral colouring photochromic 2H-naphtho[1,2-b]pyrans and heterocyclic pyrans - Google Patents

Neutral colouring photochromic 2H-naphtho[1,2-b]pyrans and heterocyclic pyrans

Info

Publication number
GB2338479A
GB2338479A GB9922330A GB9922330A GB2338479A GB 2338479 A GB2338479 A GB 2338479A GB 9922330 A GB9922330 A GB 9922330A GB 9922330 A GB9922330 A GB 9922330A GB 2338479 A GB2338479 A GB 2338479A
Authority
GB
United Kingdom
Prior art keywords
branched
linear
alkyl
hydrogen
pyrans
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.)
Granted
Application number
GB9922330A
Other versions
GB2338479B (en
GB9922330D0 (en
Inventor
David Allan Clarke
Bernard Mark Heron
Christopher David Gabbutt
John David Hepworth
Steven Michael Partington
Stephen Nigel Corns
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
James Robinson Speciality Ingredients Ltd
Original Assignee
James Robinson Ltd
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
Priority claimed from GBGB9706202.0A external-priority patent/GB9706202D0/en
Application filed by James Robinson Ltd filed Critical James Robinson Ltd
Priority to GB9922330A priority Critical patent/GB2338479B/en
Publication of GB9922330D0 publication Critical patent/GB9922330D0/en
Publication of GB2338479A publication Critical patent/GB2338479A/en
Application granted granted Critical
Publication of GB2338479B publication Critical patent/GB2338479B/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/78—Ring systems having three or more relevant rings
    • C07D311/92—Naphthopyrans; Hydrogenated naphthopyrans
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Eyeglasses (AREA)

Abstract

A naphtho[1,2-b]pyran of general formula (1) wherein R<SP>1</SP> and R<SP>2</SP> are each selected from unsubstituted, mono-, di-or polysubstituted aryl groups, phenyl and naphthyl and heteroaryl groups, R<SP>5</SP> is selected from linear or branched C 1 -C 10 alkyl, C 1 -C 20 cycloalkyl, C 1 -C 20 bicycloalkyl, C 1 -C 20 polycycloalkyl, linear or branched C 1 -C 10 haloalkyl, linear or branched C 1 -C 10 perhaloalkyl, linear or branched C 1 -C 10 perhaloalkenyl, linear or branched C 1 -C 10 alkenyl, C 1 -C 10 alkynyl, linear or branched C 1 -C 10 ) alkoxy, linear or branched C 1 -C 10 alkylthio, linear or branched C 1 -C 10 alkoxy (linear or branched C 1 -C 10 ) alkyl), linear or branched C 1 -C 10 hydroxyalkyl, linear or branched C 1 -C 10 aminoalkyl, aryl, phenyl, heteroaryl, halogen, nitrile, nitro, amino, linear or branched C 1 -C 20 alkoxycarbonyl hydroxyl, formyl, acetyl, amido, C 1 -C 5 alkyl amido, C 1 -C 5 dialkylamido, aroyl, benzoyl, alkyl C 1 -C 5 amino, dialkyl C 1 -C 5 amino, arylamino, diarylamino, aryl C 1 -C 5 alkylamino and cyclicamino groups, arylsulfinyl, arylsulfonyl, arylsulfonyl, linear or branched C 1 -C 10 alkylsulfonyl, P(O)(O-C 1 -C 10 alkyl) 2 or is an alkenyl function of general formula (a) wherein R<SP>11</SP> and/or R<SP>12</SP> and/or R<SP>13</SP> is hydrogen or R<SP>5</SP>, R<SP>3</SP>, R<SP>4</SP> R<SP>6</SP>, R<SP>8</SP> and R<SP>10</SP> are each hydrogen, R<SP>1</SP>, R<SP>2</SP> or R<SP>5</SP>; and R<SP>7</SP> and/or R<SP>9</SP> is hydrogen or an amino group provided that R<SP>7</SP> and R<SP>9</SP> are not both hydrogen. The compounds may be combined with a polymeric host material such as plastic or glass to make a sunglass lens, an ophthalmic lens or a window.
GB9922330A 1997-03-25 1998-03-25 Neutral colouring photochromic 2H-naphtho[1,2-b]pyrans Expired - Fee Related GB2338479B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB9922330A GB2338479B (en) 1997-03-25 1998-03-25 Neutral colouring photochromic 2H-naphtho[1,2-b]pyrans

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GBGB9706202.0A GB9706202D0 (en) 1997-03-25 1997-03-25 Neutral colouring photochromic 2H-naphthol[1,2-b]pyrans and heterocyclic pyrans
GB9922330A GB2338479B (en) 1997-03-25 1998-03-25 Neutral colouring photochromic 2H-naphtho[1,2-b]pyrans
PCT/GB1998/000904 WO1998042693A2 (en) 1997-03-25 1998-03-25 NEUTRAL COLOURING PHOTOCHROMIC 2H-NAPHTHO[1,2-b]PYRANS AND HETEROCYCLIC PYRANS

Publications (3)

Publication Number Publication Date
GB9922330D0 GB9922330D0 (en) 1999-11-17
GB2338479A true GB2338479A (en) 1999-12-22
GB2338479B GB2338479B (en) 2001-09-05

Family

ID=26311261

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9922330A Expired - Fee Related GB2338479B (en) 1997-03-25 1998-03-25 Neutral colouring photochromic 2H-naphtho[1,2-b]pyrans

Country Status (1)

Country Link
GB (1) GB2338479B (en)

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4818096A (en) * 1986-06-17 1989-04-04 The Plessey Company Plc Photoreactive lenses with adamantane spiro compounds
US4990287A (en) * 1986-06-19 1991-02-05 The Plessey Company Plc Optical devices utilizing photochromic compounds
WO1994020869A1 (en) * 1993-03-12 1994-09-15 Ppg Industries, Inc. Novel benzopyrans
US5458814A (en) * 1993-12-09 1995-10-17 Transitions Optical, Inc. Substituted naphthopyrans
WO1996004576A1 (en) * 1994-08-04 1996-02-15 Ppg Industries, Inc. Novel substituted phenanthropyrans
JPH08295690A (en) * 1995-04-26 1996-11-12 Tokuyama Corp Chromene compound
WO1997021698A1 (en) * 1995-12-12 1997-06-19 Ppg Industries, Inc. Novel substituted naphthopyrans

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4818096A (en) * 1986-06-17 1989-04-04 The Plessey Company Plc Photoreactive lenses with adamantane spiro compounds
US4990287A (en) * 1986-06-19 1991-02-05 The Plessey Company Plc Optical devices utilizing photochromic compounds
WO1994020869A1 (en) * 1993-03-12 1994-09-15 Ppg Industries, Inc. Novel benzopyrans
US5458814A (en) * 1993-12-09 1995-10-17 Transitions Optical, Inc. Substituted naphthopyrans
WO1996004576A1 (en) * 1994-08-04 1996-02-15 Ppg Industries, Inc. Novel substituted phenanthropyrans
JPH08295690A (en) * 1995-04-26 1996-11-12 Tokuyama Corp Chromene compound
WO1997021698A1 (en) * 1995-12-12 1997-06-19 Ppg Industries, Inc. Novel substituted naphthopyrans

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN, Vol. 97, no. 3, 31 March 1997 & JP 08 295 690 A , 12 November 1996 *
RESEARCH DISCLOSURE, Vol. 361, no. 36144, May 1994, pages 266-268 *

Also Published As

Publication number Publication date
GB2338479B (en) 2001-09-05
GB9922330D0 (en) 1999-11-17

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee

Effective date: 20130325