Particular silane compounds, luminescent device materials comprising said compounds, and luminescent devices containing said materials

• US 6,310,231 B1
• Filed: 04/05/2000
• Issued: 10/30/2001
• Est. Priority Date: 04/07/1999
• Status: Expired due to Term

• Current Assignee: UDC Ireland Limited
• Original Assignee: Fuji Photo Film Co Limited (Fujifilm Holdings Corporation)
• Inventors: Taguchi, Toshiki, Igarashi, Tatsuya
• Primary Examiner(s): Shaver, Paul F.
• Application Number:
  US09/543,749
• Time in Patent Office: 573 Days
• Field of Search: 556/430, 556/431, 556/489, 549/4, 549/214, 546/14, 548/110, 544/229, 428/690, 428/212, 428/917, 313/504, 313/506
• US Class Current: 556/489
• CPC Class Codes: C07F 7/081 comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
• CPC Class Codes: C07F 7/0814 said ring is substituted at a C ring atom by Si
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/40 Organosilicon compounds, e.g. TIPS pentacene

Abstract

Silane compounds as a constituent material of luminescent device are described, which are represented by formula (1), luminescent device materials which comprise said compounds and luminescent devices which comprise said materials to acquire high luminous efficiency and high durability:

wherein R¹ represents an alkyl group, an aryl group, a heteroaryl group or an alkynyl group, and each of Ar¹¹, Ar¹² and Ar¹³ represents a heteroaryl group.

Claims

1. A luminescent device material, said material comprising a compound represented by the following formula (1):

wherein R¹ represents an alkyl group, an aryl group, a heteroaryl group or an alkynyl group, and each of Ar¹¹, Ar¹² and Ar¹³ represents a heteroaryl group.

9. A luminescent device comprising at least one among the compounds represented by the formulae (1), (2), (3), (4), (5), (6), (7) and (8) claimed in claim 1, 2, 3, 4, 5, 6, 7 or 8 respectively.

10. The luminescent device material as claimed in claim 1, wherein R¹ represents an alkyl group, an aryl group or a heteroaryl group.

11. The luminescent device material as claimed in claim 1, wherein each of Ar¹¹, Ar¹² and Ar¹³ represents a pyridyl group, a pyrazinyl group, an oxadiazolyl group, a triazolyl group, a thiadiazolyl group, a thienyl group, a carbazolyl group, a quinolino group, a benzazolyl group or a carbazolyl group.

2. A luminescent device material, said material comprising a compound represented by the following formula (2):

wherein R² represents an alkyl group, an aryl group, a heteroaryl group or an alkynyl group, each of Ar²¹, Ar²² and Ar²³ represents an arylene group , and each of R²¹, R²² and R²³ represents an aryl group or a heteroaryl group.

12. The luminescent device material as claimed in claim 2, wherein R² represents an alkyl group, an aryl group or a heteroaryl group.

13. The luminescent device material as claimed in claim 2, wherein each of Ar²¹, Ar²²and Ar²³ represents a phenylene group, a naphthylene group, an anthrylene group, a pyrenylene group or a rubrenylene group.

14. The luminescent device material as claimed in claim 2, wherein each of R²¹, R²² and R²³ represents a heteroaryl group or a group containing at least three aromatic hydrocarbon rings in a condensed state.

3. A luminescent device material, said material comprising a compound represented by the following formula (3):

wherein R³ represents an alkylgroup, an aryl group, aheteroaryl group or an alkynyl group, each of Ar³¹, Ar³² and Ar³³ represents an arylene group, and each of R³¹, R³² and R³³ represents an alkenyl group or an alkynyl group.

15. The luminescent device material as claimed in claim 3, wherein R³ represents an alkyl group, an aryl group or a heteroaryl group.

16. The luminescent device material as claimed in claim 3, wherein each of Ar³¹, Ar³² and Ar³³ represents a phenylene group, a naphthylene group, an anthrylene group, a pyrenylene group or a rubrenylene group.

17. The luminescent device material as claimed in claim 3, wherein each of R³¹, R³² and R³³ represents an alkenyl group or an alkynyl group.

4. A luminescent device material, said material comprising a compound represented by the following formula (4):

wherein R⁴ represents an alkyl group, an aryl group, a heteroaryl group or an alkynyl group, each of Ar⁴¹, Ar⁴² and Ar⁴³ represents an arylene group, each of R⁴¹, R⁴² and R⁴³ represents —

NR⁴⁴R⁴⁵, —

OR⁴⁶ or —

S—

R⁴⁷, and each of R⁴⁴, R⁴⁵, R⁴⁶ and R⁴⁷ represents a hydrogen atom or a substituent group.

18. The luminescent device material as claimed in claim 4, wherein R⁴ represents an alkyl group, an aryl group or a heteroaryl group.

19. The luminescent device material as claimed in claim 4, wherein each of Ar⁴¹, Ar⁴² and Ar⁴³ represents a phenylene group, a naphthylene group, an anthrylene group, a pyrenylene group or a rubrenylene group.

20. The luminescent device material as claimed in claim 4, wherein each of R⁴¹, R⁴² and R⁴³ represents —

NR⁴⁴R⁴⁵ or —

OR⁴⁶.

5. A luminescent device material, said material comprising a compound represented by the following formula (5):

wherein R⁵ represents an alkyl group, an aryl group, a heteroaryl group or an alkynyl group, and each of Ar⁵¹, Ar⁵² and Ar⁵³ represents a group containing at least three aromatic hydrocarbon rings in a condensed state.

6. A compound represented by the following formula (6):

wherein each of R⁶¹ and R⁶² represents a substituent group, l¹ represents an integer of 0 to 4, and l² represents an integer of 0 to 12.

7. A compound represented by the following formula (7):

wherein R⁷¹ represents a substituent group, and l³ represents an integer of 0 to 9.

8. A compound represented by the following formula (8):

wherein each of R⁸¹ and R⁸² represents a substituent group, l⁴ represents an integer of 0 to 4, and 1⁵ represents an integer of 0 to 8.