CN102153570B - Quick synthesis method of reverse-2-(2-hydroxy styryl)-8-oxyquinoline zinc - Google Patents
Quick synthesis method of reverse-2-(2-hydroxy styryl)-8-oxyquinoline zinc Download PDFInfo
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- CTXMBGWZYBKBIS-ZRDIBKRKSA-N CC(Oc1ccccc1/C=C/c(ccc1ccc2)nc1c2OC(C)=O)=O Chemical compound CC(Oc1ccccc1/C=C/c(ccc1ccc2)nc1c2OC(C)=O)=O CTXMBGWZYBKBIS-ZRDIBKRKSA-N 0.000 description 1
- NBYLBWHHTUWMER-UHFFFAOYSA-N Cc(ccc1ccc2)nc1c2O Chemical compound Cc(ccc1ccc2)nc1c2O NBYLBWHHTUWMER-UHFFFAOYSA-N 0.000 description 1
- HUMNYLRZRPPJDN-UHFFFAOYSA-N O=Cc1ccccc1 Chemical compound O=Cc1ccccc1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 1
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Abstract
The invention relates to a synthesis method of reverse-2-(2-hydroxy styryl)-8-oxyquinoline zinc. In the method, organic and inorganic and solvent materials are used and a two-step synthesis method is adopted to first synthesize reverse-2-(2-acetoxyl group styryl)-8-acetoxyl group quinoline and then directly synthesize reverse-2-(2-hydroxy styryl)-8- hydroxyquinoline zinc by ester exchange reaction. The product is yellow powder being kelly; the color coordinate is: X is equal to 0.4312 and Y is equal to 0.4861. The purity is good up to 99.1%, the light emission performance is excellent, and the yield is as high as 91.7%. The synthesis method is advanced in process, quick and simple with two steps of synthesis, reasonable in mixing rate of all chemical substances, and accurate in process parameters, being a method for synthesizing materials with kelly light by using organic and inorganic and solvent substances.
Description
Technical field
The present invention relates to a kind of anti--fast synthesis method of 2-(2-hydroxystyrene based)-oxine zinc, belong to the preparation of electroluminescent organic material and the technical field of application.
Background technology
Since the U.S. C.W.Tang of Kadak company reported first in 1987 oxine aluminium as electroluminescent organic material since, the research of the organometallic complex take oxine as part becomes people's outline always; Be insoluble in the present situation of organic solvent for improving the oxine organometallic complex, can carry out structural modification to the oxine part, mainly 2 at the quinoline ring introduce large conjugation substituting group, increase the rigid structure of oxine ring, in the change molecular orbital(MO), HOMO and lumo energy are poor, obtain the good organo-metallic fluorescent material of solvability of different emission wavelengths; Introduce the large conjugation substituting group of o-hydroxy vinyl, also can obtain the better organo-metallic fluorescent material of solvability with the metallic zinc ionic reaction for 2 at the quinoline ring; Conventional method is synthetic by four steps: first generate by 2-methyl-oxine and aromatic aldehyde reaction the product that contains acetoxyl group; Form salt with the concentrated hydrochloric acid reaction; Form the hydroxyl part with the triethylamine reaction; Hydroxyl part and metal ion reaction obtain the target end product.
At present, the synthetic drawbacks such as complex steps, purification is complicated, production yield rate is low that exist of materials are greatly limited industrial applications.
Summary of the invention
Goal of the invention
The objective of the invention is the deficiency for background technology; take 2-methyl-oxine, salicylic aldehyde, zinc acetate and diacetyl oxide as raw material; adopt two-step synthesis synthesizing yellow under electrically heated, magnetic agitation, water cycle condensation, oil bath state, nitrogen protection anti--2-(2-hydroxystyrene based)-oxine zinc; make the organic electroluminescence material of preparation jaundice green glow more rapid and simple, to increase substantially product purity and yield.
Technical scheme
The chemical substance material that the present invention uses is: 2-methyl-oxine, zinc acetate, salicylic aldehyde, ethanol, diacetyl oxide, ethyl acetate, triethylamine, deionized water, oil bath oil, nitrogen, its combination consumption is as follows: take gram, milliliter as measure unit
2-methyl-oxine: C
10H
9ON 3.58g ± 0.001g
Zinc acetate: (CH
3COO)
2Zn2H
2O 1.09g ± 0.001g
Salicylic aldehyde: C
7H
6O
22.76g ± 0.001g
Ethanol: C
2H
6O 1000ml ± 10ml
Diacetyl oxide: C
4H
6O
3100ml ± 2ml
Ethyl acetate: C
4H
8O
2200ml ± 5ml
Triethylamine: C
6H
15N 50ml ± 1ml
Deionized water: H
2O 3000ml ± 50ml
Nitrogen: N
220000cm
3± 100cm
3
Oil bath oil: 500ml ± 50ml
Fast synthesis method is as follows:
(1) selected chemical substance material
To carry out selectedly to preparing required chemical substance material, and carry out quality purity and control:
2-methyl-oxine: solid-state solid 99.9%
Zinc acetate: solid-state solid 99.8%
Salicylic aldehyde: liquid liquid 99.0%
Ethanol: liquid liquid 99.9%
Diacetyl oxide: liquid liquid 99.9%
Ethyl acetate: liquid liquid 99.9%
Triethylamine: liquid liquid 99.9%
Deionized water: liquid liquid 99.9%
Nitrogen: gaseous state gas 99.8%
Oil bath oil: liquid liquid 90%
(2) anti-synthetic-2-(2-acetoxy-styrene base)-8-acetoxyl group quinoline
1. synthesize in there-necked flask and carry out, there-necked flask is placed on the oil bath cylinder, the oil bath cylinder is placed on the electric heating agitator, set gradually from left to right nitrogen tube, addition funnel, water cycle prolong on there-necked flask;
Add oil bath oil 800ml in the oil bath cylinder, oil bath oil floods 9/10 of there-necked flask volume;
2. take salicylic aldehyde 2.76g ± 0.001g;
Take 2-methyl-oxine 3.58g ± 0.001g;
Take diacetyl oxide 70ml ± 0.1ml;
Then added in there-necked flask by addition funnel;
3. open the electric heating agitator, temperature rises to 130 ℃ ± 2 ℃ by 25 ℃, 8 ℃/min of heat-up rate, and stir;
Open nitrogen tube, to there-necked flask input nitrogen, nitrogen input speed 22cm
3/ min;
Open water circulating condensing pipe carries out the water cycle condensation;
Limit heating, limit stirring, limit water cycle condensation, limit input nitrogen, time 2400min fully dissolves the interior chemical substance of there-necked flask;
Become: 2-methyl-oxine+salicylic aldehyde+diacetyl oxide ternary mixing solutions;
In synthesis of ternary mixing solutions process, chemical reaction will occur, reaction formula is as follows:
In formula: O: oxygen H: hydrogen
C: carbon H
3C: methyl
N: nitrogen OH: hydroxyl
4. after reaction finishes, close the electric heating agitator, the water cycle prolong is cooled to 25 ℃ with there-necked flask under nitrogen protection;
5. mixture of ice and water extraction
The preparation mixture of ice and water:
Deionized water 100ml is placed in beaker, then is placed in refrigerator and cooled and freezes, make it form ice cube under-10 ℃;
Add deionized water 100ml in beaker, with the ice cube mix and blend, become: mixture of ice and water;
The ternary mixing solutions is added in beaker, and stir 720min with agitator, become: the yellow tertiary mixture aqueous solution;
6. suction filtration
The tertiary mixture aqueous solution is placed in Büchner funnel on filter flask, carries out suction filtration with two layers of fast qualitative filter paper, retain the product filter cake on filter paper, and collect, filtrate is placed in filter flask and discards;
7. the washing, suction filtration
The product filter cake is placed in beaker, adds deionized water 100ml, agitator treating 5min;
Then be placed in the Büchner funnel on filter flask, carry out suction filtration with two layers of fast qualitative filter paper, retain the product filter cake on filter paper, filtrate is evacuated in filter flask and discards;
Washing, suction filtration repeat 5 times;
8. vacuum-drying
The product filter cake is placed in quartz boat, then is placed in vacuum drying oven and carries out drying, 80 ℃ ± 2 ℃ of drying temperatures, vacuum tightness 18Pa, time of drying, 60min, became after drying: buff powder;
9. recrystallization is purified
Buff powder is placed in another there-necked flask, there-necked flask is placed on the oil bath cylinder, the oil bath cylinder is placed on the electric heating agitator, then add ethyl acetate 30ml in there-necked flask, turn on agitator, 70 ℃ ± 2 ℃ of Heating temperatures, and carry out the water cycle condensation, heated and stirred 30min becomes: mixing solutions;
While hot mixing solutions is placed on filter funnel, filters with two layers of fast qualitative filter paper, solution is placed in filter flask;
Filtrate is still aging 120min in filter flask, slowly separates out white crystal;
10. vacuum-drying
Solution is placed in beaker, then is placed in vacuum drying oven and carries out drying, 80 ℃ ± 2 ℃ of drying temperatures, vacuum tightness 18Pa, time of drying, 60min, got after drying: white crystal, that is: anti--2-(2-acetoxy-styrene base)-8-acetoxyl group quinoline;
(3) anti-synthetic-2-(2-hydroxystyrene based)-oxine zinc
1. synthesize in there-necked flask and carry out, there-necked flask is placed on the oil bath cylinder, the oil bath cylinder is placed on the electric heating agitator, nitrogen tube, addition funnel, water cycle prolong are set on there-necked flask from left to right;
2. prepare zinc acetate+aqueous ethanolic solution
Zinc diacetate dihydrate 1.09g ± 0.001g is placed in beaker, adds ethanol 40ml, deionized water 2ml, stir 5min, become: zinc acetate+aqueous ethanolic solution;
3. anti--2-(2-acetoxy-styrene base)-8-acetoxyl group quinoline 3.47g ± 0.001g crystal is placed in there-necked flask, adds ethanol 30ml, turn on agitator stirs 5min, adds the zinc acetate of configuration+aqueous ethanolic solution 42ml ± 1ml;
Add triethylamine 3ml ± 0.1ml, open the electric heating agitator, temperature rises to 70 ℃ ± 2 ℃ by 25 ℃; To the defeated nitrogen of there-necked flask, nitrogen input speed 20cm
3/ min, open water circulating condensing pipe stirs, time 120min ± 5min;
In reaction process, chemical reaction will occur, reaction formula is as follows:
In formula: O: oxygen Zn: zinc
C: carbon H
3C: methyl
N: nitrogen OH: hydroxyl
Become after reaction: mixing solutions;
4.. close the electric heating agitator, stop stirring, water cycle condensation, stop inputting nitrogen,
Make mixing solutions with 25 ℃ of there-necked flask naturally cooling;
5.. vacuum-drying
Mixing solutions is placed in beaker, then is placed in vacuum drying oven and carries out drying, 80 ℃ ± 2 ℃ of drying temperatures, vacuum tightness 18Pa, time of drying, 30min ± 2min, got product powder, that is: yellow powder after drying;
6.. washing with alcohol
Yellow powder is placed in beaker, stirs 5min with stirring rod, make its precipitation, retain yellow solid product, outwell the ethanol waste liquid;
Washing with alcohol repeats 5 times;
After washing: yellow solid product;
7.. vacuum-drying
Yellow solid product after washing with alcohol is placed in quartz boat, then is placed in vacuum drying oven and carries out drying, 80 ℃ ± 2 ℃ of drying temperatures, vacuum tightness 10Pa, time of drying, 20min ± 1min, got after drying: yellow powder;
8.. vacuum thermal evaporation is purified
Yellow powder is placed in quartz boat, then is placed in the vacuum-evaporation stove, 340 ℃ ± 2 ℃ of Heating temperatures, vacuum tightness 8.5Pa, heat-up time, 240min ± 5min, got end product: yellow powder after evaporation is purified;
That is: anti--2-(2-hydroxystyrene based)-oxine zinc yellow powder;
(4) detect, chemically examine, analyze, characterize
To preparation anti--pattern, color and luster, chemical composition, the luminescent properties of 2-(2-hydroxystyrene based)-oxine zinc product detect, chemically examine, analyze, characterize;
Carry out Infrared spectroscopy with infrared absorption spectrometer;
Carry out ultraviolet absorption spectroscopy with ultraviolet-visible spectrometer; Carry out the photoluminescence spectra analysis with fluorescence spectrophotometer;
Conclusion: anti--2-(2-hydroxystyrene based)-oxine zinc product is yellow powder, jaundice green glow, chromaticity coordinates: X=0.4312, Y=0.4861
(5) product stores
Yellow powder product to preparation is stored in brown transparent Glass Containers, and airtight lucifuge stores, and is placed in cool place, clean environment, waterproof, protection against the tide, sun-proof, anti-acid-alkali salt to corrode, 20 ℃ ± 2 ℃ of storing temps, relative humidity≤10%.
Beneficial effect
the present invention compares with background technology has obvious advance, for the synthetic difficult practical situation of anti--2-(2-hydroxystyrene based)-oxine zinc, adopt two step synthesis methods, first synthesize anti--2-(2-acetoxy-styrene base)-8-acetoxyl group quinoline, then utilize directly anti-synthetic-2-(2-hydroxystyrene based)-oxine zinc of transesterification reaction, product is yellow powder, the jaundice green glow, chromaticity coordinates is X=0.4312, Y=0.4861, product purity is high, reach 99.1%, luminescent properties is good, production yield rate is high, reach 91.7%, this synthetic method craft is advanced, two steps are synthetic rapid and simple, each chemical substance reasonable ratio, processing parameter is accurate, accurately, directly to synthesize the method for jaundice green light material with organic+inorganic+vehicle substance.
Description of drawings
Fig. 1 is end product synthetic state figure
Fig. 2 is end product chromaticity coordinates figure
Fig. 3 is end product photoluminescence spectra figure
Fig. 4 is the end product infrared absorpting light spectra
Fig. 5 is the end product uv absorption spectra
Fig. 6 is end product thermal stability analysis chart
Shown in figure, list of numerals is as follows:
1. electric heating agitator, 2. display screen, 3. pilot lamp, 4. trip switch, 5. oil bath cylinder, 6. there-necked flask, 7. nitrogen tube, 8. addition funnel, 9. water cycle prolong, 10. air outlet, 11. rising pipes, 12. water inlet pipes, 13. mixing solutions, 14. nitrogengas cylinders, 15. valves, 16. oil bath oil, 17. nitrogen.
Embodiment
The present invention will be further described below in conjunction with accompanying drawing:
Shown in Figure 1, for end product prepares state graph, it is correct that want each position, according to quantity proportioning, operation according to the order of sequence.
The value for preparing required chemical substance is to determine by the scope that sets in advance, take gram, milliliter as measure unit.
It is clean that the there-necked flask that preparation is used, beaker, stirring rod, container, addition funnel, water cycle prolong etc. will keep, in order to avoid generate by product.
Be oil bath cylinder 5 on the top of agitator 1, be oil bath oil 16 in oil bath cylinder 5, be there-necked flask 6 on oil bath cylinder 5 tops, insert successively from left to right nitrogen tube 7, addition funnel 8, water cycle prolong 9 and air outlet 10, rising pipe 11, water inlet pipe 12 on there-necked flask 6, be mixing solutions 13 in there-necked flask 6, be provided with display screen 2 on electric heating agitator 1, pilot lamp 3, trip switch 4, nitrogen tube 7 connect nitrogengas cylinder 14 and are controlled by valve 15.
Shown in Figure 2, be end product chromaticity coordinates figure, in figure as can be known: X=0.4312, Y=0.4861, the jaundice green glow.
Shown in Figure 3, be end product fluorescence spectrum distribution plan, in figure as can be known: ordinate zou is the relative intensity index, and X-coordinate is wavelength, and unit is nm, and the glow peak main peak is positioned at the 551nm place, and chromaticity coordinates is X=0.4312, Y=0.4861, is a kind of yellow green light emissive material.
Shown in Figure 4, be the end product infrared absorpting light spectra, in figure as can be known: ordinate zou is transmitance, and X-coordinate is wave number, and unit is cm
-1, 3438 (O-H), 3056 (Ar-H), 1630 (C=C), 1557 (C=N), 1507,1439 (Ar-H), 1375,1333 (O-H), 1294,1276,1261 (C-O), 1206,1178,1103 (Ar-H), 960 (trans CH=CH).
Shown in Figure 5, uv absorption spectra for end product in ethanol, in figure as can be known: ordinate zou is the relative intensity index, X-coordinate is wavelength, unit is nm, absorption peak lays respectively at 304nm, 339nm and 429nm, and the peak at 304nm place obviously is better than other peaks, and 304nm and 339nm belong to the π-π of aromatic nucleus
*Transition, 429nm belongs to n-π
*Transition.
Shown in Figure 6, be end product thermal stability distribution plan, in figure as can be known: anti--2-(2-hydroxystyrene based)-oxine zinc begins to decompose at 320 ℃, and in the time of 800 ℃, weightless total residual heavy rate is 64.3%.
Claims (4)
1. the synthetic method of anti--2-(2-hydroxystyrene based)-oxine zinc, it is characterized in that: the chemical substance material of use is: 2-methyl-oxine, zinc acetate, salicylic aldehyde, ethanol, diacetyl oxide, ethyl acetate, triethylamine, deionized water, oil bath oil, nitrogen, its combination consumption is as follows: take gram, milliliter as measure unit
2-methyl-oxine: C
10H
9ON 3.58g ± 0.001g
Zinc acetate: (CH
3COO)
2Zn2H
2O
1.09g ± 0.001g
Salicylic aldehyde: C
7H
6O
22.76g ± 0.001g
Ethanol: C
2H
6O 1000ml ± 10ml
Diacetyl oxide: C
4H
6O
3100ml ± 2ml
Ethyl acetate: C
4H
8O
2200ml ± 5ml
Triethylamine: C
6H
15N 50ml ± 1ml
Deionized water: H
2O 3000ml ± 50ml
Nitrogen: N
220000cm
3± 100cm
3
Oil bath oil: 500ml ± 50ml
Fast synthesis method is as follows:
(1) selected chemical substance material
To carry out selectedly to preparing required chemical substance material, and carry out quality purity and control:
2-methyl-oxine: solid-state solid 99.9%
Zinc acetate: solid-state solid
99.8%
Salicylic aldehyde: liquid liquid 99.0%
Ethanol: liquid liquid 99.9%
Diacetyl oxide: liquid liquid 99.9%
Ethyl acetate: liquid liquid 99.9%
Triethylamine: liquid liquid 99.9%
Deionized water: liquid liquid 99.9%
Nitrogen: gaseous state gas
99.8%
Oil bath oil: liquid liquid 90%
(2) anti-synthetic-2-(2-acetoxy-styrene base)-8-acetoxyl group quinoline
1. synthesize in there-necked flask and carry out, there-necked flask is placed on the oil bath cylinder, the oil bath cylinder is placed on the electric heating agitator, set gradually from left to right nitrogen tube, addition funnel, water cycle prolong on there-necked flask;
Add oil bath oil 800ml in the oil bath cylinder, oil bath oil floods 9/10 of there-necked flask volume;
2. take salicylic aldehyde 2.76g ± 0.001g;
Take 2-methyl-oxine 3.58g ± 0.001g;
Take diacetyl oxide 70 ml ± 0.1ml;
Then added in there-necked flask by addition funnel;
3. open the electric heating agitator, temperature rises to 130 ℃ ± 2 ℃ by 25 ℃, 8 ℃/min of heat-up rate, and stir;
Open nitrogen tube, to there-necked flask input nitrogen, nitrogen input speed 22 cm
3/ min;
Open water circulating condensing pipe carries out the water cycle condensation;
Limit heating, limit stirring, limit water cycle condensation, limit input nitrogen, times 2400 min fully dissolves the interior chemical substance of there-necked flask;
Become: 2-methyl-oxine+salicylic aldehyde+diacetyl oxide ternary mixing solutions;
In synthesis of ternary mixing solutions process, chemical reaction will occur, reaction formula is as follows:
In formula: O: oxygen H:
Hydrogen
C: carbon H
3C: methyl
N: nitrogen OH: hydroxyl
4. after reaction finishes, close the electric heating agitator, the water cycle prolong is cooled to 25 ℃ with there-necked flask under nitrogen protection;
5. mixture of ice and water extraction
The preparation mixture of ice and water:
Deionized water 100ml is placed in beaker, then is placed in refrigerator and cooled and freezes, make it form ice cube under-10 ℃;
Add deionized water 100ml in beaker, with the ice cube mix and blend, become: mixture of ice and water;
The ternary mixing solutions is added in beaker, and stir 720min with agitator, become: the yellow tertiary mixture aqueous solution;
6. suction filtration
The tertiary mixture aqueous solution is placed in Büchner funnel on filter flask, carries out suction filtration with two layers of fast qualitative filter paper, retain the product filter cake on filter paper, and collect, filtrate is placed in filter flask and discards;
7. the washing, suction filtration
The product filter cake is placed in beaker, adds deionized water 100ml, agitator treating 5min;
Then be placed in the Büchner funnel on filter flask, carry out suction filtration with two layers of fast qualitative filter paper, retain the product filter cake on filter paper, filtrate is evacuated in filter flask and discards;
Washing, suction filtration repeat 5 times;
8. vacuum-drying
The product filter cake is placed in quartz boat, then is placed in vacuum drying oven and carries out drying, 80 ℃ ± 2 ℃ of drying temperatures, vacuum tightness 18Pa, time of drying, 60min, became after drying: buff powder;
9. recrystallization is purified
Buff powder is placed in another there-necked flask, there-necked flask is placed on the oil bath cylinder, the oil bath cylinder is placed on the electric heating agitator, then add ethyl acetate 30ml in there-necked flask, turn on agitator, 70 ℃ ± 2 ℃ of Heating temperatures, and carry out the water cycle condensation, heated and stirred 30 min become: mixing solutions;
While hot mixing solutions is placed on filter funnel, filters with two layers of fast qualitative filter paper, solution is placed in filter flask;
Filtrate is still aging 120min in filter flask, slowly separates out white crystal;
10. vacuum-drying
Solution is placed in beaker, then is placed in vacuum drying oven and carries out drying, 80 ℃ ± 2 ℃ of drying temperatures, vacuum tightness 18Pa, time of drying, 60min, got after drying: white crystal, that is: anti--2-(2-acetoxy-styrene base)-8-acetoxyl group quinoline;
(3) anti-synthetic-2-(2-hydroxystyrene based)-oxine zinc
1. synthesize in there-necked flask and carry out, there-necked flask is placed on the oil bath cylinder, the oil bath cylinder is placed on the electric heating agitator, nitrogen tube, addition funnel, water cycle prolong are set on there-necked flask from left to right;
2. prepare zinc acetate+aqueous ethanolic solution
Zinc diacetate dihydrate 1.09g ± 0.001g is placed in beaker, adds ethanol 40ml, deionized water 2ml, stir 5min, become: zinc acetate+aqueous ethanolic solution;
3. will anti--2-(2-acetoxy-styrene base)-8-acetoxyl group quinoline 3.47g ± 0.001g crystal is placed in there-necked flask, adds ethanol 30ml, and turn on agitator stirs 5min, adds the zinc acetate of configuration+aqueous ethanolic solution 42ml ± 1ml;
Add triethylamine 3ml ± 0.1ml, open the electric heating agitator, temperature rises to 70 ℃ ± 2 ℃ by 25 ℃; To the defeated nitrogen of there-necked flask, nitrogen input speed 20cm
3/ min, open water circulating condensing pipe stirs, time 120min ± 5min;
In reaction process, chemical reaction will occur, reaction formula is as follows:
In formula: O: oxygen Zn:
Zinc
C: carbon H
3C: methyl
N: nitrogen OH: hydroxyl
Become after reaction: mixing solutions;
4. close the electric heating agitator, stop stirring, water cycle condensation, stop inputting nitrogen, make mixing solutions with 25 ℃ of there-necked flask naturally cooling;
5. vacuum-drying
Mixing solutions is placed in beaker, then is placed in vacuum drying oven and carries out drying, 80 ℃ ± 2 ℃ of drying temperatures, vacuum tightness 18Pa, time of drying, 30min ± 2min, got product powder, that is: yellow powder after drying;
6. washing with alcohol
Yellow powder is placed in beaker, stirs 5min with stirring rod, make its precipitation, retain yellow solid product, outwell the ethanol waste liquid;
Washing with alcohol repeats 5 times;
After washing: yellow solid product;
7. vacuum-drying
Yellow solid product after washing with alcohol is placed in quartz boat, then is placed in vacuum drying oven and carries out drying, 80 ℃ ± 2 ℃ of drying temperatures, vacuum tightness 10Pa, time of drying, 20min ± 1min, got after drying: yellow powder;
8. vacuum thermal evaporation is purified
Yellow powder is placed in quartz boat, then is placed in the vacuum-evaporation stove, 340 ℃ ± 2 ℃ of Heating temperatures, vacuum tightness 8.5Pa, heat-up time, 240min ± 5min, got end product: yellow powder after evaporation is purified;
That is: anti--2-(2-hydroxystyrene based)-oxine zinc yellow powder;
(4) detect, chemically examine, analyze, characterize
To preparation anti--the 2-(2-hydroxystyrene based)-pattern, color and luster, chemical composition, the luminescent properties of oxine zinc product detect, chemically examine, analyze, characterize;
Carry out Infrared spectroscopy with infrared absorption spectrometer;
Carry out ultraviolet absorption spectroscopy with ultraviolet-visible spectrometer;
Carry out the photoluminescence spectra analysis with fluorescence spectrophotometer;
Conclusion: anti--2-(2-hydroxystyrene based)-oxine zinc product is yellow powder, jaundice green glow, chromaticity coordinates: X=0.4312, Y=0.4861
(5) product stores
Yellow powder product to preparation is stored in brown transparent Glass Containers, and airtight lucifuge stores, and is placed in cool place, clean environment, waterproof, protection against the tide, sun-proof, anti-acid-alkali salt to corrode, 20 ℃ ± 2 ℃ of storing temps, relative humidity≤10%.
according to claim 1 a kind of anti--the 2-(2-hydroxystyrene based)-synthetic method of oxine zinc, it is characterized in that: described anti--the 2-(2-hydroxystyrene based)-preparation of oxine zinc carries out in there-necked flask, to stir at electric heating, the water cycle condensation, complete under oil bath, be oil bath cylinder (5) on the top of agitator (1), be oil bath oil (16) in oil bath cylinder (5), be there-necked flask (6) on oil bath cylinder (5) top, insert successively from left to right nitrogen tube (7) on there-necked flask (6), addition funnel (8), water cycle prolong (9) and air outlet (10), rising pipe (11), water inlet pipe (12), be mixing solutions (13) in there-necked flask (6), be provided with display screen (2) on electric heating agitator (1), pilot lamp (3), trip switch (4), nitrogen tube (7) connects nitrogengas cylinder (14) and is controlled by valve (15).
According to claim 1 a kind of anti--the 2-(2-hydroxystyrene based)-synthetic method of oxine zinc, it is characterized in that: described anti--the 2-(2-hydroxystyrene based)-oxine zinc photoluminescence spectra maximum emission wavelength is 551nm, halfwidth is 78nm.
According to claim 1 a kind of anti--the 2-(2-hydroxystyrene based)-synthetic method of oxine zinc, it is characterized in that: anti--2-(2-hydroxystyrene based)-oxine zinc begins to decompose at 320 ℃, and in the time of 800 ℃, weightless total residual heavy rate is 64.3%.
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|---|---|---|---|---|
| CN101041667A (en) * | 2007-04-30 | 2007-09-26 | 中国科学院广州化学研究所 | Bipolar compound containing 8-hydroxyquinoline metal complex and preparation method thereof |
| CN101899002A (en) * | 2010-07-22 | 2010-12-01 | 浙江海正化工股份有限公司 | Method for preparing oxine copper, and product of oxine copper |
-
2011
- 2011-01-28 CN CN 201110034882 patent/CN102153570B/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101041667A (en) * | 2007-04-30 | 2007-09-26 | 中国科学院广州化学研究所 | Bipolar compound containing 8-hydroxyquinoline metal complex and preparation method thereof |
| CN101899002A (en) * | 2010-07-22 | 2010-12-01 | 浙江海正化工股份有限公司 | Method for preparing oxine copper, and product of oxine copper |
Non-Patent Citations (2)
| Title |
|---|
| 《8-羟基喹啉金属配合物的制备与提纯》;卫芳芳等;《人工晶体学报》;20090630;第38卷(第3期);756－760，776 * |
| 卫芳芳等.《8-羟基喹啉金属配合物的制备与提纯》.《人工晶体学报》.2009,第38卷(第3期),756-760，776. |
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| CN102153570A (en) | 2011-08-17 |
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