CN106243155A - One eka-iridium phosphor material and preparation method thereof - Google Patents
One eka-iridium phosphor material and preparation method thereof Download PDFInfo
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- CN106243155A CN106243155A CN201610635910.6A CN201610635910A CN106243155A CN 106243155 A CN106243155 A CN 106243155A CN 201610635910 A CN201610635910 A CN 201610635910A CN 106243155 A CN106243155 A CN 106243155A
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- 239000000463 material Substances 0.000 title claims abstract description 39
- 229910052741 iridium Inorganic materials 0.000 title claims abstract description 17
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 title claims abstract description 8
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims abstract description 34
- YOOWJTSNIZYWCT-UHFFFAOYSA-N [Ir]#P Chemical compound [Ir]#P YOOWJTSNIZYWCT-UHFFFAOYSA-N 0.000 claims abstract description 28
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 claims abstract description 21
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims abstract description 12
- CUJRVFIICFDLGR-UHFFFAOYSA-N acetylacetonate Chemical group CC(=O)[CH-]C(C)=O CUJRVFIICFDLGR-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000003446 ligand Substances 0.000 claims abstract description 4
- PSLMOSLVUSXMDQ-UHFFFAOYSA-N iridium;pentane-2,4-dione Chemical compound [Ir].CC(=O)CC(C)=O PSLMOSLVUSXMDQ-UHFFFAOYSA-N 0.000 claims abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 claims description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- SIOXPEMLGUPBBT-UHFFFAOYSA-N Picolinic acid Natural products OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 claims description 8
- 239000008367 deionised water Substances 0.000 claims description 7
- 229910021641 deionized water Inorganic materials 0.000 claims description 7
- VXKWYPOMXBVZSJ-UHFFFAOYSA-N tetramethyltin Chemical compound C[Sn](C)(C)C VXKWYPOMXBVZSJ-UHFFFAOYSA-N 0.000 claims description 6
- JLFRMMLHHOZVRI-UHFFFAOYSA-N (3-phenylphenoxy)boronic acid Chemical compound OB(O)OC1=CC=CC(C=2C=CC=CC=2)=C1 JLFRMMLHHOZVRI-UHFFFAOYSA-N 0.000 claims description 4
- OFUFXTHGZWIDDB-UHFFFAOYSA-N 2-chloroquinoline Chemical compound C1=CC=CC2=NC(Cl)=CC=C21 OFUFXTHGZWIDDB-UHFFFAOYSA-N 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 229910021638 Iridium(III) chloride Inorganic materials 0.000 claims description 2
- 238000006069 Suzuki reaction reaction Methods 0.000 claims description 2
- 238000010992 reflux Methods 0.000 claims description 2
- DANYXEHCMQHDNX-UHFFFAOYSA-K trichloroiridium Chemical compound Cl[Ir](Cl)Cl DANYXEHCMQHDNX-UHFFFAOYSA-K 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims 1
- 239000002994 raw material Substances 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
- 125000006268 biphenyl-3-yl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C1=C([H])C(*)=C([H])C([H])=C1[H] 0.000 abstract 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 8
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 6
- 229910001868 water Inorganic materials 0.000 description 6
- 238000005160 1H NMR spectroscopy Methods 0.000 description 5
- 239000000539 dimer Substances 0.000 description 5
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 4
- 239000012065 filter cake Substances 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 3
- 229910052763 palladium Inorganic materials 0.000 description 3
- 238000004080 punching Methods 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- -1 filters Substances 0.000 description 2
- 238000004020 luminiscence type Methods 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 238000000103 photoluminescence spectrum Methods 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 208000035126 Facies Diseases 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005401 electroluminescence Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000005281 excited state Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L magnesium sulphate Substances [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229940081066 picolinic acid Drugs 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
- C07F15/0033—Iridium compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Electroluminescent Light Sources (AREA)
Abstract
The present invention relates to eka-iridium phosphor material and preparation method thereof, it is characterized in that with 2 (3 biphenyl) quinoline be main part, with acetylacetone,2,4-pentanedione (Hacac), 2, 2, 6, 6 dipivaloylmethanes (Hthd) or 2 pyridine carboxylic acids (Hpic) are assistant ligand, the structure such as following formula of three kinds of described iridium phosphor materials shows, they are two [2 (3 biphenyl) quinoline] acetyl acetone iridium respectively, two [2 (3 biphenyl) quinoline] (2, 2, 6, 6 dipivaloylmethanes) close iridium and two [2 (3 biphenyl) quinoline] (2 pyridine carboxylic acids) conjunction iridium, its maximum emission wavelength is respectively 602nm, 606nm, 584nm, its glow color is respectively redness, redness and yellow, and report the preparation method of this eka-iridium phosphor material,L^X is acac, tmd and pic respectively.
Description
Technical field
The present invention relates to electromechanical phosphorescent material field, particularly iridium phosphor material and preparation method thereof.
Background technology
Organic electroluminescence device (organic light-emitting diodes, OLEDs) is to convert electrical energy into light
Can device, as the flat faced display of a new generation, owing to having that energy consumption is low, self-luminous, deflection, thickness is thin, use temperature
Wide ranges, can realize Panchromatic great-arear and show and can be with the advantage such as integrated circuit driving voltage matches, it has been at present
One of study hotspot becoming flat display field.
Luminous organic material, through exploitation for many years, has gradually moved towards consumer goods market, from undersized from laboratory
MP3, digital camera waits until large-sized television set etc., and OLED reaches its maturity as novel flat-plate Display Technique.Such as, 2008
Year, it is thick that Sony company releases 28in, 3mm, and the organic light emission coloured plate TV of megabit one contrast indicates OLED technology
Third generation flat pannel display strides forward to practical further.
Organometallic complex has the advantage of uniqueness as electroluminescent organic material, such as high brightness, high efficiency, luminescence
Color covers face width etc., and the transient metal complex phosphor material developed rapidly the most in recent years is that one is the most potential
Material.Wherein, the heat stability that Ir (III) coordination compound has had, relatively short lifetime of excited state, high luminous efficiency, with
And many advantages such as glow color easily regulation and become the study hotspot in electroluminescent material field.Although iridium phosphor material
Show at OLED and be widely applied with lighting field, but developed new and effective iridium phosphor material and still there is important meaning
Justice.
Summary of the invention
It is an object of the invention to provide eka-iridium phosphor material and a preparation method.
The eka-iridium phosphor material that the present invention provides, their structure is:
Wherein L^X is respectively acetylacetone,2,4-pentanedione (acac), 2,2,6,6-dipivaloylmethane
(tmd), 2-pyridine carboxylic acid (pic).
Further, described iridium phosphor material: two [2-(3-biphenyl) quinoline] acetyl acetone iridium, its emission maximum ripple
A length of 602nm, for red iridium phosphor material, its structural formula is as follows:
Further, described iridium phosphor material: two [2-(3-biphenyl) quinoline] (2,2,6,6-dipivaloylmethane) closes iridium,
Its maximum emission wavelength is 606nm, and for red iridium phosphor material, its structural formula is as follows:
Further, described iridium phosphor material: two [2-(3-biphenyl) quinoline] (2-pyridine carboxylic acid) closes iridium, and its maximum is sent out
The a length of 584nm of ejected wave, for yellow iridium phosphor material, its structural formula is as follows:
Present invention also offers the preparation method of above-mentioned iridium phosphor material, described preparation method includes step in detail below:
Step one is the synthesis of 2-(3-biphenyl) quinoline, and route is as follows:
The synthetic route of 2-(3-biphenyl) quinoline
Specifically: take 3-phenyl phenylboric acid and be dissolved in the mixed liquor of toluene, ethanol, deionized water, addition 2-chloroquinoline, four
(triphenyl phosphorus) palladium and natrium carbonicum calcinatum, obtain, by suzuki coupling reaction, the quinoline that structural formula is following
(Bbphq):
Step 2 is dimer (Bbphq)2Ir2Cl2(Bbphq)2Synthesis, route is as follows:
(Bbphq)2Ir2Cl2(Bbphq)2Synthetic route
Specifically: at N2Under protection, quinoline Bibph is dissolved in ethylene glycol monoethyl ether, adds iridous chloride water
Compound, deionized water, reacting by heating obtains the dichloro bridge coordination compound that structural formula is as follows:
Step 3 is the preparation method of iridium phosphor material, and syntheti c route is as follows:
Reagents and conditions:(a)Na2CO3,acacH,130℃,overnight；(b)Na2CO3,2,2,
6,6-teramethyl-3,5-
heptanedione,130℃,overnight；(c)Na2CO3,picolinic acid,130℃,overnight；
Specifically: at N2Under protection, above-mentioned dichloro bridge coordination compound is dissolved in ethylene glycol monoethyl ether, divides in the basic conditions
Other and assistant ligand heating reflux reaction obtains described iridium phosphor material.
Further, in such scheme,
In step (1), it is preferable that 3-phenyl phenylboric acid, 2-chloroquinoline, four (triphenyl phosphorus) palladium, the use of natrium carbonicum calcinatum
Amount ratio is: 12:10:0.3:14, and the coupling reaction time is 4～12h；
In step (2), it is preferable that quinoline Bbphq, IrCl3·H2O, ethylene glycol monoethyl ether, the use of deionized water
Amount ratio is: 25:10:120:40, at N2In 120 DEG C of back flow reaction 24h under protection；
In step (3), it is preferable that dichloro bridge coordination compound, ethylene glycol monoethyl ether, Anhydrous potassium carbonate, the consumption of assistant ligand
Ratio is: 10:250:50:22, at N2In 130 DEG C of back flow reaction 24h under protection.
The present invention use proton nmr spectra (1H NMR), mass spectrum, infrared spectrum confirm the knot of part and complex of iridium
Structure, obtains the optical physics parameter of iridium phosphorescent complexes by photoluminescence spectra.
Accompanying drawing explanation
The photoluminescence spectra of tri-kinds of Novel iridium coordination compounds of Fig. 1.
Detailed description of the invention
Embodiment one:
The synthesis of part Bbphq:
Take 3-phenyl phenylboric acid (24.45g, 124mmol), 2-chloroquinoline (18.35g, 112mmol), four (triphenyl phosphorus)
Palladium (1.25g, 1.12mmol), Anhydrous potassium carbonate (30.8g, 224mmol), toluene 200mL, ethanol 100mL, deionized water 50mL
Join in there-necked flask, N2Under protection, 90 DEG C of back flow reaction 4hrs.It is cooled to separatory after room temperature, washes organic facies 3 times, anhydrous
MgSO4It is dried.After being filtered to remove solvent, residue petroleum ether and dichloromethane (volume ratio 5:1) are crossed post and are obtained faint yellow oily
Thing 26.5g, productivity 62%.1H NMR(500MHz,CDCl3) δ (ppm): 8.45 (t, J=1.8Hz, 1H), 8.24 (t, J=
9.0Hz, 2H), 8.19 8.11 (m, 1H), 8.07 (t, J=6.5Hz, 1H), 7.93 (dd, J=3.8Hz, 1H), 7.84 (dd, J
=1.3Hz, 1H), 7.79 7.70 (m, 3H), 7.66 7.61 (m, 1H), 7.58 7.48 (m, 3H), 7.29 7.21 (m, 1H)
.IR(KBr,cm-1):2932(C-H),1662,1480(Ar),1232(C-N),1140(C-C).ESI-MS:m/z 282[M+H
]+.
Embodiment two:
Dimer (Bbphq)2Ir2Cl2(Bbphq)2Synthesis:
In the 500mL reaction bulb containing 120mL ethylene glycol monoethyl ether add 2-(3-biphenyl) quinoline (15g,
53.3mmol), iridous chloride (7.6g, 21.3mmol), afterwards addition deionized water 40mL, N2Under protection, 120 DEG C of back flow reaction
24hrs.Being cooled to room temperature, filter, filter cake washs with ethanol and water respectively, and 60 DEG C of vacuum drying 24hrs, the product obtained is no longer
It is purified, is directly used in next step reaction, productivity 85%.
Embodiment three:
Iridium phosphor material (Bbphq)2The synthetic route of Ir (acac)
Take dimer (Bbphq)2Ir2Cl2(Bbphq)2(2g, 1.27mmol), acetylacetone,2,4-pentanedione (0.28g, 2.8mmol), nothing
Aqueous sodium carbonate (0.66g, 6.2mmol), joins in the 250mL there-necked flask containing 60mL ethylene glycol monoethyl ether, and nitrogen is put in punching repeatedly
Three times, N2Under protection, 130 DEG C of back flow reaction 24hrs.Being cooled to room temperature, mixture is poured in a large amount of water, filters, and filter cake is dried
Complex of iridium 1.4g, productivity: 65% is obtained afterwards with after dichloromethane and recrystallizing methanol.1H NMR(500MHz,CDCl3)δ(ppm):
8.60 8.49 (m, 2H), 8.21 (q, J=8.8Hz, 4H), 8.05 (d, J=1.9Hz, 2H), 7.88 7.78 (m, 2H), 7.59
(dt, J=8.2,4H), 7.53 7.47 (m, 4H), 7.43 7.33 (m, 4H), 7.30 7.22 (m, 3H), 6.90 (dd, J=
8.0,2H), 6.65 (dd, J=7.9,2H), 4.69 (s, 1H), 1.54 (d, J=6.9Hz, 8H) .IR (KBr, cm-1):2955,
2863(C-H),1605,1578(Ar),1236(C-N),1137(C-C).ESI-MS:m/z 852[M-H]+,564[(Bbphq)2+
H]+.
Embodiment four:
Iridium phosphor material (Bbphq)2The synthetic route of Ir (tmd)
Take dimer (Bbphq)2Ir2Cl2(Bbphq)2(2g, 1.27mmol), 2,2,6,6-dipivaloylmethane
(0.52g, 2.8mmol), natrium carbonicum calcinatum (0.66g, 6.2mmol), join the 250mL tri-mouthfuls containing 60mL ethylene glycol monoethyl ether
In Ping, punching puts nitrogen three times repeatedly, N2Under protection, 130 DEG C of back flow reaction 24hrs.Being cooled to room temperature, mixture pours a large amount of water into
In, filtering, filter cake obtains complex of iridium 1.8g, productivity: 73% with after dichloromethane and recrystallizing methanol after drying.1H NMR
(500MHz,CDCl3) δ (ppm): 8.41 (d, J=8.8Hz, 2H), 8.24 8.14 (m, 4H), 8.07 (d, J=1.9Hz, 2H),
7.77 (dt, J=9.4Hz, 2H), 7.63 (dt, J=8.2,4H), 7.46 (ddd, J=6.9,2H), 7.41 7.34 (m, 6H),
7.30 7.21 (m, 3H), 6.91 (dt, J=5.5,2H), 6.73 (dd, J=3.7Hz, 2H), 4.92 (d, J=3.5Hz, 1H),
0.64 (d, J=3.4Hz, 18H) .IR (KBr, cm-1):2921(C-H),1602,1582(Ar),1235(C-N),1132(C-C)
.ESI-MS:m/z 936[M-H]+,746[M-Ir]+,563[(Bbphq)2]+.
Embodiment five:
Iridium phosphor material (Bbphq)2The synthetic route of Ir (pic)
Take dimer (Bbphq)2Ir2Cl2(Bbphq)2(2g, 1.27mmol), 2-pyridine carboxylic acid (0.34g, 2.8mmol),
Natrium carbonicum calcinatum (0.66g, 6.2mmol), joins in the 250mL there-necked flask containing 60mL ethylene glycol monoethyl ether, and nitrogen is put in punching repeatedly
Gas three times, N2Under protection, 130 DEG C of back flow reaction 24hrs.Being cooled to room temperature, mixture is poured in a large amount of water, filters, and filter cake dries
Complex of iridium 1.6g, productivity: 68% is obtained with after dichloromethane and recrystallizing methanol after Gan.1H NMR(500MHz,CDCl3)δ(ppm):
8.82 (d, J=8.9Hz, 1H), 8.26 8.15 (m, 5H), 8.07 8.02 (m, 2H), 7.84 (ddd, J=7.8Hz, 1H),
7.76 (dd, J=8.1Hz, 1H), 7.72 (dd, J=8.0Hz, 1H), 7.69 7.62 (m, 3H), 7.59 7.51 (m, 3H),
7.47 7.41 (m, 3H), 7.41 7.33 (m, 3H), 7.32 7.25 (m, 4H), 7.06 (dt, J=5.0Hz, 2H), 6.91
(ddd, J=1.7Hz, 2H), 6.43 6.38 (m, 1H) .IR (KBr, cm-1): 2968,2924 (C-H), 1654 (C=O), 1636,
1600,1583,1448(Ar),1236(C-N),1149(C-C).ESI-MS:m/z 876[M+H]+,753[(Bbphq)2Ir+H
]+.
Iridium phosphor material (Bbphq)2Ir(acac)、(Bbphq)2Ir(tmd)、(Bbphq)2The luminescence generated by light light of Ir (pic)
Spectrum as it is shown in figure 1, the most each coordination compound at room temperature has a stronger phosphorescent emissions, launch wavelength from 550nm to
750nm。(Bbphq)2The maximum emission wavelength of Ir (acac) is 602nm, for red iridium phosphor material, (Bbphq)2Ir's (tmd)
Maximum emission wavelength is 606nm, for red iridium phosphor material, (Bbphq)2The maximum emission wavelength of Ir (pic) is 584nm, for
Yellow iridium phosphor material.
Claims (5)
1. an eka-iridium phosphor material, it is characterised in that described structure is as follows, wherein L^X be respectively acetylacetone,2,4-pentanedione (acac), 2,2,
6,6-dipivaloylmethanes (tmd) or 2-pyridine carboxylic acid (pic),
Iridium phosphor material the most according to claim 1, it is characterised in that two [2-(3-biphenyl) quinoline] acetyl acetone iridium
Structure as follows, its maximum emission wavelength is 602nm, for red iridium phosphor material,
Iridium phosphor material the most according to claim 1, it is characterised in that two [2-(3-biphenyl) quinoline] (2,2,6,6-tetra-
Methyl heptadione) close iridium structure as follows, its maximum emission wavelength is 606nm, for redness iridium phosphor material,
4. according to the iridium phosphor material described in claim 1, it is characterised in that two [2-(3-biphenyl) quinoline] (2-pyridine carboxylic acid) closes
The structure of iridium is following 5, its maximum emission wavelength is 584nm, for yellow iridium phosphor material,
5. the preparation method of iridium phosphor material described in claim 1, it is characterised in that with toluene, ethanol, the mixing of deionized water
Liquid is reaction system；With 3-phenyl phenylboric acid, 2-chloroquinoline as raw material, obtain quinoline by suzuki coupling reaction
(Bbphq)；Under nitrogen protection, Bbphq is dissolved in ethylene glycol monoethyl ether, adds hydrated iridium trichloride, deionized water, heating
Reaction obtains corresponding iridium chlorine bridge coordination compound；With this iridium chlorine bridge coordination compound for reactant the most respectively with assistant ligand
Acetylacetone,2,4-pentanedione, 2,2,6,6-dipivaloylmethane or 2-pyridine carboxylic acid heating reflux reaction obtain iridium phosphor material.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011087070A1 (en) * | 2010-01-15 | 2011-07-21 | 富士フイルム株式会社 | Organic electroluminescent element |
| KR20150030511A (en) * | 2013-09-12 | 2015-03-20 | 덕산네오룩스 주식회사 | Organic electronic element using a compound for organic electronic element, and an electronic device thereof |
| JP2015093938A (en) * | 2013-11-12 | 2015-05-18 | 三菱化学株式会社 | Composition for organic electroluminescent element, organic electroluminescent element, display device, and illumination device |
| CN104628787A (en) * | 2015-01-22 | 2015-05-20 | 昆明贵金属研究所 | Green-emission iridium phosphors complex and preparation method thereof |
-
2016
- 2016-08-05 CN CN201610635910.6A patent/CN106243155A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011087070A1 (en) * | 2010-01-15 | 2011-07-21 | 富士フイルム株式会社 | Organic electroluminescent element |
| KR20150030511A (en) * | 2013-09-12 | 2015-03-20 | 덕산네오룩스 주식회사 | Organic electronic element using a compound for organic electronic element, and an electronic device thereof |
| JP2015093938A (en) * | 2013-11-12 | 2015-05-18 | 三菱化学株式会社 | Composition for organic electroluminescent element, organic electroluminescent element, display device, and illumination device |
| CN104628787A (en) * | 2015-01-22 | 2015-05-20 | 昆明贵金属研究所 | Green-emission iridium phosphors complex and preparation method thereof |
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