IP Library › Granted Patent US 12,336,368
Granted Patent B2
US 12,336,368 · App. 18/599,954 · Granted Jun 17, 2025

Light-emitting device, light-emitting appliance, display device, electronic appliance, and lighting device

Inventors: Takahiro Ishisone (Kanagawa, JP); Nobuharu Ohsawa (Kanagawa, JP); Satoshi Seo (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
H10K50/121G06F3/041H10K50/13H10K2101/30H10K2101/90
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,336,368
App. No.
18/599,954
Granted
Jun 17, 2025
Kind
B2
Abstract

A light-emitting device with high emission efficiency and reliability is provided. The light-emitting device includes a fluorescent light-emitting layer and a phosphorescent light-emitting layer. A host material used in the fluorescent light-emitting layer has a function of converting triplet excitation energy into light emission and a guest material used in the fluorescent light-emitting layer emits fluorescence. The guest material has a molecular structure including a luminophore and a protecting group, and one molecule of the guest material includes five or more protecting groups. The introduction of the protecting groups into the molecule inhibits transfer of triplet excitation energy from the host material to the guest material by the Dexter mechanism. An alkyl group or a branched-chain alkyl group is used as the protecting group. The longest wavelength absorption band in the absorption spectrum of the guest material in the phosphorescent light-emitting layer has an overlap with the emission spectrum of the host material in the phosphorescent light-emitting layer.

Claims (42)

1. A light-emitting device comprising:

a first electrode;

a first light-emitting layer over the first electrode;

a second light-emitting layer over the first light-emitting layer; and

a second electrode over the second light-emitting layer,

wherein one of the first light-emitting layer and the second light-emitting layer comprises a first material and a second material,

wherein the other of the first light-emitting layer and the second light-emitting layer comprises a third material and a fourth material,

wherein light emission from the light-emitting device includes an emission of the second material and an emission of the fourth material,

wherein the first material is capable of converting triplet excitation energy into light emission,

wherein the second material is capable of converting singlet excitation energy into light emission and includes a luminophore and five or more protecting groups,

wherein the luminophore is one of a condensed aromatic ring and a condensed heteroaromatic ring,

wherein each of the five or more protecting groups independently includes any one of an alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 carbon atoms, and a trialkylsilyl group having 3 to 12 carbon atoms,

wherein the third material is capable of emitting delayed fluorescence, and

wherein the fourth material is capable of converting triplet excitation energy into light emission.

2. The light-emitting device according to claim 1 ,

wherein the third material comprises a first host compound and a second host compound,

wherein the first host compound and the second host compound are capable of forming an exciplex, and

wherein the emission spectrum of the third material is an emission spectrum of the exciplex formed by the first host compound and the second host compound.

3. The light-emitting device according to claim 1 , wherein at least four protecting groups among the five or more protecting groups are each independently any one of an alkyl group having 3 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 carbon atoms, and a trialkylsilyl group having 3 to 12 carbon atoms.

4. The light-emitting device according to claim 1 , wherein the alkyl group is a branched-chain alkyl group.

5. The light-emitting device according to claim 4 , wherein the branched-chain alkyl group has a quaternary carbon.

6. The light-emitting device according to claim 1 , wherein the condensed aromatic ring or the condensed heteroaromatic ring includes any one of naphthalene, anthracene, fluorene, chrysene, triphenylene, tetracene, pyrene, perylene, coumarin, quinacridone and naphthobisbenzofuran.

7. The light-emitting device according to claim 1 ,

wherein the one of the first light-emitting layer and the second light-emitting layer further comprises a fifth material, and

wherein the first material and the fifth material are capable of forming a first exciplex.

8. The light-emitting device according to claim 7 , wherein an emission spectrum of the first exciplex overlaps with an absorption band having a longest wavelength in an absorption spectrum of the second material.

9. The light-emitting device according to claim 1 ,

wherein the first material is a first phosphorescent compound, and

wherein the fourth material is a second phosphorescent compound.

10. The light-emitting device according to claim 1 , wherein a difference between an energy value of a peak of the emission spectrum of the third material and an energy value of a peak of an absorption band in an absorption spectrum of the fourth material is less than or equal to 0.2 eV.

11. The light-emitting device according to claim 1 , wherein an emission color obtained from the first light-emitting layer is different from an emission color obtained from the second light-emitting layer.

12. The light-emitting device according to claim 1 , wherein a peak wavelength of the emission spectrum of the second material is shorter than a peak wavelength of an emission spectrum of the fourth material.

13. The light-emitting device according to claim 1 ,

wherein the first light-emitting layer comprises the first material and the second material, and

wherein the second light-emitting layer comprises the third material and the fourth material.

14. The light-emitting device according to claim 1 , wherein the first light-emitting layer and the second light-emitting layer is in contact with each other.

15. An electronic appliance comprising:

the light-emitting device according to claim 1 ; and

at least one of a housing and a touch sensor.

16. Alighting device comprising:

the light-emitting device according to claim 1 ; and

at least one of a housing and a touch sensor.

Priority Claims (1)
JP 2019-019692 · Feb 6, 2019 · national
Continuity (2)
Continuation 17427511
Related Publication 20240268140A1 · Aug 8, 2024
References Cited (142)
US 5759444A · Enokida et al. · 1998 [cited by applicant]
US 6376107B1 · Heuer et al. · 2002 [cited by applicant]
US 7175922B2 · Jarikov et al. · 2007 [cited by applicant]
US 7183010B2 · Jarikov · 2007 [cited by applicant]
US 7332857B2 · Seo et al. · 2008 [cited by applicant]
US 7572522B2 · Seo et al. · 2009 [cited by applicant]
US 7597967B2 · Kondakova et al. · 2009 [cited by applicant]
US 7943925B2 · Yamazaki · 2011 [cited by applicant]
US 7993760B2 · Komori et al. · 2011 [cited by applicant]
US 8034465B2 · Liao et al. · 2011 [cited by applicant]
US 8461574B2 · Nishimura et al. · 2013 [cited by applicant]
US 8723171B2 · Nishimura et al. · 2014 [cited by applicant]
US 8729310B2 · Osaka et al. · 2014 [cited by applicant]
US 8766249B2 · Sawada et al. · 2014 [cited by applicant]
US 8941297B2 · Kaiser et al. · 2015 [cited by applicant]
US 8963127B2 · Pieh et al. · 2015 [cited by applicant]
US 8993129B2 · Endo et al. · 2015 [cited by applicant]
US 9054317B2 · Monkman et al. · 2015 [cited by applicant]
US 9356250B2 · Ohsawa et al. · 2016 [cited by applicant]
US 9362517B2 · Ohsawa et al. · 2016 [cited by applicant]
US 10910565B2 · Ogiwara et al. · 2021 [cited by applicant]
US 20030175553A1 · Thompson et al. · 2003 [cited by applicant]
US 20040253478A1 · Thompson et al. · 2004 [cited by applicant]
US 20050048310A1 · Cocchi et al. · 2005 [cited by applicant]
US 20050221116A1 · Cocchi et al. · 2005 [cited by applicant]
US 20060134464A1 · Nariyuki · 2006 [cited by applicant]
US 20060186376A1 · Yamamoto et al. · 2006 [cited by applicant]
US 20060202190A1 · Funahashi · 2006 [cited by applicant]
US 20060210830A1 · Funahashi et al. · 2006 [cited by applicant]
US 20060228577A1 · Nagara · 2006 [cited by applicant]
US 20070007884A1 · Iwanaga et al. · 2007 [cited by applicant]
US 20070090756A1 · Okada et al. · 2007 [cited by applicant]
US 20070244320A1 · Inoue et al. · 2007 [cited by applicant]
US 20070252511A1 · Funahashi · 2007 [cited by applicant]
US 20080160345A1 · Inoue et al. · 2008 [cited by applicant]
US 20080286604A1 · Inoue et al. · 2008 [cited by applicant]
US 20090166563A1 · Yokoyama. et al. · 2009 [cited by applicant]
US 20100052527A1 · Ikeda et al. · 2010 [cited by applicant]
US 20100145044A1 · Inoue et al. · 2010 [cited by applicant]
US 20100301318A1 · Kuma et al. · 2010 [cited by applicant]
US 20100314644A1 · Nishimura et al. · 2010 [cited by applicant]
US 20110001146A1 · Yamazaki et al. · 2011 [cited by applicant]
US 20110210316A1 · Kadoma et al. · 2011 [cited by applicant]
US 20110215714A1 · Seo et al. · 2011 [cited by applicant]
US 20120098417A1 · Inoue et al. · 2012 [cited by applicant]
US 20120205632A1 · Shitagaki et al. · 2012 [cited by applicant]
US 20120205687A1 · Yamazaki et al. · 2012 [cited by applicant]
US 20120206035A1 · Shitagaki et al. · 2012 [cited by applicant]
US 20120217486A1 · Takemura. et al. · 2012 [cited by applicant]
US 20120217487A1 · Yamazaki et al. · 2012 [cited by applicant]
US 20120235127A1 · Takasu et al. · 2012 [cited by applicant]
US 20120242219A1 · Seo et al. · 2012 [cited by applicant]
US 20120248421A1 · Yamazaki et al. · 2012 [cited by applicant]
US 20120248968A1 · Ogiwara et al. · 2012 [cited by applicant]
US 20120256535A1 · Seo et al. · 2012 [cited by applicant]
US 20120263648A1 · Shapiro et al. · 2012 [cited by applicant]
US 20130048964A1 · Takeda et al. · 2013 [cited by applicant]
US 20130049579A1 · Kaiser et al. · 2013 [cited by applicant]
US 20130056720A1 · Kim et al. · 2013 [cited by applicant]
US 20130207088A1 · Seo · 2013 [cited by applicant]
US 20130270531A1 · Seo et al. · 2013 [cited by applicant]
US 20130277653A1 · Osaka et al. · 2013 [cited by applicant]
US 20130277655A1 · Seo et al. · 2013 [cited by applicant]
US 20130277656A1 · Seo et al. · 2013 [cited by applicant]
US 20130292656A1 · Seo et al. · 2013 [cited by applicant]
US 20130306945A1 · Seo · 2013 [cited by applicant]
US 20140014930A1 · Hirose et al. · 2014 [cited by applicant]
US 20140034925A1 · Osaka et al. · 2014 [cited by applicant]
US 20140034926A1 · Matsubara et al. · 2014 [cited by applicant]
US 20140034927A1 · Seo et al. · 2014 [cited by applicant]
US 20140034930A1 · Seo et al. · 2014 [cited by applicant]
US 20140034931A1 · Inoue et al. · 2014 [cited by applicant]
US 20140034932A1 · Seo et al. · 2014 [cited by applicant]
US 20140048784A1 · Inoue et al. · 2014 [cited by applicant]
US 20140061604A1 · Seo et al. · 2014 [cited by applicant]
US 20140336379A1 · Adachi et al. · 2014 [cited by applicant]
US 20150069352A1 · Kim et al. · 2015 [cited by applicant]
US 20150188070A1 · Ogiwara et al. · 2015 [cited by applicant]
US 20160028022A1 · Seo et al. · 2016 [cited by applicant]
US 20160056401A1 · Lee et al. · 2016 [cited by applicant]
US 20160064684A1 · Seo et al. · 2016 [cited by applicant]
US 20160093823A1 · Seo et al. · 2016 [cited by applicant]
US 20160104847A1 · Xia et al. · 2016 [cited by applicant]
US 20160104855A1 · Ohsawa et al. · 2016 [cited by applicant]
US 20160172602A1 · Ogiwara et al. · 2016 [cited by applicant]
US 20160190478A1 · Nakanotani et al. · 2016 [cited by applicant]
US 20160190500A1 · Watabe et al. · 2016 [cited by applicant]
US 20160248031A1 · Seo · 2016 [cited by applicant]
US 20160248032A1 · Seo et al. · 2016 [cited by applicant]
US 20160268513A1 · Ishisone et al. · 2016 [cited by applicant]
US 20160268534A1 · Hosoumi et al. · 2016 [cited by applicant]
US 20160315274A1 · Lennartz et al. · 2016 [cited by applicant]
US 20160343949A1 · Seo et al. · 2016 [cited by applicant]
US 20160343954A1 · Seo et al. · 2016 [cited by applicant]
US 20160351833A1 · Hosoumi et al. · 2016 [cited by applicant]
US 20170012207A1 · Seo et al. · 2017 [cited by applicant]
US 20170271610A1 · Takahashi · 2017 [cited by applicant]
US 20170324054A1 · Ishisone et al. · 2017 [cited by applicant]
US 20170324055A1 · Ishisone et al. · 2017 [cited by applicant]
US 20190140027A1 · Ishisone et al. · 2019 [cited by applicant]
US 20190280236A1 · Tabata et al. · 2019 [cited by applicant]
US 20210043840A1 · Seo et al. · 2021 [cited by applicant]
US 20210057667A1 · Ohsawa et al. · 2021 [cited by applicant]
US 20210104680A1 · Ogiwara et al. · 2021 [cited by applicant]
US 20210280811A1 · Ohsawa et al. · 2021 [cited by applicant]
CN 102439749A · 2012 [cited by applicant]
CN 102884649A · 2013 [cited by applicant]
CN 105514288A · 2016 [cited by applicant]
DE 102010020044 · 2011 [cited by applicant]
EP 2442379A · 2012 [cited by applicant]
EP 3104428A · 2016 [cited by applicant]
JP 2686418 · 1997 [cited by applicant]
JP 2002256168A · 2002 [cited by applicant]
JP 2008288344A · 2008 [cited by applicant]
JP 4188369 · 2008 [cited by applicant]
JP 4188401 · 2008 [cited by applicant]
JP 2013526773 · 2013 [cited by applicant]
JP 2014022666A · 2014 [cited by applicant]
JP 2014045179A · 2014 [cited by applicant]
JP 2015179809A · 2015 [cited by applicant]
JP 2020017721A · 2020 [cited by applicant]
KR 20120034646A · 2012 [cited by applicant]
KR 20130107206A · 2013 [cited by applicant]
KR 20160043505A · 2016 [cited by applicant]
TW 201106780 · 2011 [cited by applicant]
WO WO2010143434 · 2010 [cited by applicant]
WO WO2011141109 · 2011 [cited by applicant]
WO WO2015198988 · 2015 [cited by applicant]
WO WO2018097153 · 2018 [cited by applicant]
WO WO2019215535 · 2019 [cited by applicant]
WO WO2020012304 · 2020 [cited by applicant]
International Search Report (Application No. PCT/IB2020/050550) Dated Apr. 21, 2020. [cited by applicant]
Written Opinion (Application No. PCT/IB2020/050550) Dated Apr. 21, 2020. [cited by applicant]
Yokoyama.D et al., “Dual efficiency enhancement by delayed fluorescence and dipole orientation in high-efficiency fluorescent organic light-emitting diodes”, Appl. Phys. Lett. (Applied Physics Letters) , Sep. 22, 2011, … [cited by applicant]
Gong.X et al., “Phosphorescence from iridium complexes doped into polymer blends”, J. Appl. Phys. (Journal of Applied Physics) , Feb. 1, 2004, vol. 95, No. 3, pp. 948-953. [cited by applicant]
D'Andrade.B et al., “High-efficiency yellow double-doped organic light-emitting devices based on phosphor-sensitized fluorescence”, Appl. Phys. Lett. (Applied Physics Letters) , Aug. 13, 2001, vol. 79, No. 7, pp. 1045-1… [cited by applicant]
Cheng.G et al., “Improved efficiency for white organic light-emitting devices based on phosphor sensitized fluorescence”, Appl. Phys. Lett. (Applied Physics Letters) , Feb. 20, 2006, vol. 88, No. 8, pp. 083512-1-083512-… [cited by applicant]
Kanno.H et al., “White organic light-emitting device based on a compound fluorescent phosphor-sensitized-fluorescent emission layer”, Appl. Phys. Lett. (Applied Physics Letters) , Oct. 2, 2006, vol. 89, No. 14, pp. 1435… [cited by applicant]
Park.Y et al., “Efficient triplet harvesting by fluorescent molecules through exciplexes for high efficiency organic light-emitting diodes”, Appl. Phys. Lett. (Applied Physics Letters) , Apr. 18, 2013, vol. 102, No. 15,… [cited by applicant]
Nakanotani.H et al., “High-efficiency organic light-emitting diodes with fluorescent emitters”, Nature Communications, May 30, 2014, vol. 5, pp. 4016-1-4016-7. [cited by applicant]
Noda.H et al., “Excited state engineering for efficient reverse intersystem crossing”, Science Advances, Jul. 22, 2018, vol. 4, No. 6, p. 6910. [cited by applicant]
Nakagawa.T et al., “Electroluminescence based on thermally activated delayed fluorescence generated by a spirobifluorene donor-acceptor structure”, Chemical Communications, Apr. 17, 2012, vol. 48, No. 77, pp. 9580-9582,… [cited by applicant]