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US5962631A
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2, 7-aryl-9-substituted fluorenes and 9-substituted fluorene oligomers and polymers
Assignee: Sumitomo Chemical Co Ltd
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Filing: 1997-12-19
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Granted: 1999-10-05
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Expires: 2017-12-19
Abstract
Abstract The invention relates to 2,7-substituted-9-substituted fluorenes and 9-substituted fluorene oligomers and polymers. The fluorenes, oligomers and polymers are substituted at the 9-position with two hydrocarbyl moieties which may optionally contain one or more of sulfur, nitrogen, oxygen, phosphorous or silicon heteroatoms; a C 5-20 ring structure formed with the 9-carbon on the fluorene ring or a C 4-20 ring structure formed with the 9-carbon containing one or more heteroatoms of sulfur, nitrogen or oxygen; or a hydrocarbylidene moiety. In one embodiment, the fluorenes are substituted at the 2- and 7-positions with aryl moieties which may further be substituted with moieties which are capable of crosslinking or chain extension or a trialkylsiloxy moiety. The fluorene polymers and oligomers may be substituted at the 2- and 7'-positions. The monomer units of the fluorene oligomers and polymers are bound to one another at the 2- and 7'-positions. The 2,7'-aryl-9-substituted fluorene oligomers and polymers may be further reacted with one another to form higher molecular weight polymers by causing the optional moieties on the terminal 2,7'-aryl moieties, which are capable of crosslinking or chain extension, to undergo chain extension or crosslinking. Also disclosed are processes for preparing the disclosed compounds.
Inventors
- 👤 Edmund P. Woo
- 👤 William R. Shiang
- 👤 Michael Inbasekaran
- 👤 Gordon R. Roof
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 22:42
CPC Classifications
C; C07; C07C; C07C17/00; C07C17/26; C07C17/263; C07C17/2637; C07C17/266; C07C211/00; C07C211/43; C07C211/44; C07C211/45; C07C211/48; C07C25/00; C07C25/18; C07C25/22; C07C25/24; C08; C08G; C08G61/00; C08G61/02; C08G61/10; C09; C09K; C09K11/00; C09K11/06; H; H10; H10D; H10D30/00; H10D30/01; H10D30/021; H10D30/0223; H10D64/00; H10D64/01; H10D64/013; H10D64/01302; H10D64/01304; H10D64/01306; H10D64/01332; H10D64/01336; H10D64/20; H10D64/27; H10D64/311; H10D64/411; H10D64/511; H10D64/514; H10D64/517; H10D64/518; H10K; H10K85/00; H10K85/10; H10K85/111; H10K85/115; H10K85/151; H10K85/60; H10K85/615; H10K85/626; H10P; H10P74/00; H10P74/23; C07C2603/00; C07C2603/02; C07C2603/04; C07C2603/06; C07C2603/10; C07C2603/12; C07C2603/18; H10K50/00; H10K50/10; H10K50/11; H10K85/40; Y; Y10; Y10S; Y10S428/00; Y10S428/917; Y10T; Y10T428/00; Y10T428/31504; Y10T428/3154
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
71 words
A polyfluorene compound comprising from about 3 to about 10,000 repeat units of the formula ##STR34## wherein R 1 is an aliphatic group including at least one polar heteroatom-containing group and R 2 is selected from the group consisting of hydrogen, alkyls and aliphatic groups including at least one polar heteroatom-containing group, the compound being essentially devoid of polynuclear structures and substitutions at positions other than the 2,7-position of the formula.
Claim 2
Dependent Claim
71 words
A polyfluorene compound comprising from about 3 to about 10,000 repeat units of the formula ##STR34## wherein R 1 is an aliphatic group including at least one polar heteroatom-containing group and R 2 is selected from the group consisting of hydrogen, alkyls and aliphatic groups including at least one polar heteroatom-containing group, the compound being essentially devoid of polynuclear structures and substitutions at positions other than the 2,7-position of the formula.
Claim 3
Dependent Claim
12 words
The polyfluorene compound of claim 1 wherein R 2 is an alkyl.
Claim 4
Dependent Claim
20 words
The polyfluorene compound of claim 1 wherein R 2 is a lower alkyl including at least one heteroatom-containing polar group.
Claim 5
Dependent Claim
22 words
The polyfluorene compound of claim 1 wherein the heteroatom-containing group R 1 is selected from oxygen-containing groups, nitrogen-containing groups and sulfur-containing groups.
Claim 6
Dependent Claim
13 words
The polyfluorene compound of claim 4 wherein R 1 is a cyano alkyl.
Claim 7
Dependent Claim
45 words
In a light-emitting organic solid state device in which an active layer comprising an electrically activated luminescent organic polymer is positioned between a hole-injecting electrode and an electron-injecting electrode, the improvement comprising employing a polymer of claim 1 as the electrically activated luminescent organic polymer.
Claim 8
Dependent Claim
11 words
The light-emitting device of claim 6 configured as a light-emitting diode.
Claim 9
Dependent Claim
12 words
The light-emitting device of claim 6 configured as a light-emitting electrochemical cell.
Claim 10
Dependent Claim
46 words
A method for generating light comprising applying a solid-state device activating voltage across the hole injecting electrode and electron injecting electrodes of the device of claim 6, thereby giving rise to light emission from the device's layer of electroluminescent organic polymer and detecting the emitted light.
Claim 11
Dependent Claim
72 words
A polyfluorene compound comprising from about 3 to about 5,000 repeat units of the formula ##STR35## wherein R 1 is an aliphatic group including at least one polar heteroatom-containing group and R 2 is selected from the group consisting of hydrogen, alkyls and aliphatic groups including at least one polar heteroatom-containing group, the compound being essentially devoid of polynuclear structures and substitutions at positions other than the 2,7-position of the formula. ##STR36##
Claim 12
Dependent Claim
72 words
A polyfluorene compound comprising from about 3 to about 5,000 repeat units of the formula ##STR35## wherein R 1 is an aliphatic group including at least one polar heteroatom-containing group and R 2 is selected from the group consisting of hydrogen, alkyls and aliphatic groups including at least one polar heteroatom-containing group, the compound being essentially devoid of polynuclear structures and substitutions at positions other than the 2,7-position of the formula. ##STR36##
Claim 13
Dependent Claim
45 words
In a light-emitting organic solid state device in which an active layer comprising an electrically activated luminescent organic polymer is positioned between a hole-injecting electrode and an electron-injecting electrode, the improvement comprising employing a polymer of claim 10 as the electrically activated luminescent organic polymer.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 2002-10-04 | 2003-04-05 | 2003-10-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2006-10-04 | 2007-04-05 | 2007-10-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2010-10-04 | 2011-04-05 | 2011-10-05 | $7700.00 | Window Closed / Lapsed |