CN110243728A - A kind of determination method of emulsion droplet particle diameter distribution and compound for demarcating lotion - Google Patents
A kind of determination method of emulsion droplet particle diameter distribution and compound for demarcating lotion Download PDFInfo
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- CN110243728A CN110243728A CN201810187727.3A CN201810187727A CN110243728A CN 110243728 A CN110243728 A CN 110243728A CN 201810187727 A CN201810187727 A CN 201810187727A CN 110243728 A CN110243728 A CN 110243728A
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- diameter
- emulsion droplet
- lotion
- compound
- emulsion
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- 239000006210 lotion Substances 0.000 title claims abstract description 75
- 239000000839 emulsion Substances 0.000 title claims abstract description 62
- 238000000034 method Methods 0.000 title claims abstract description 47
- 238000009826 distribution Methods 0.000 title claims abstract description 25
- 150000001875 compounds Chemical class 0.000 title claims abstract description 23
- 239000002245 particle Substances 0.000 title claims abstract description 23
- 230000003287 optical effect Effects 0.000 claims abstract description 37
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 14
- KRYYEHQQUCXJDI-UHFFFAOYSA-N 1,2-dibutyl-9h-fluorene Chemical class C1=CC=C2C3=CC=C(CCCC)C(CCCC)=C3CC2=C1 KRYYEHQQUCXJDI-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000004094 surface-active agent Substances 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 18
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 15
- 238000002360 preparation method Methods 0.000 claims description 14
- 238000003756 stirring Methods 0.000 claims description 13
- YNHJECZULSZAQK-UHFFFAOYSA-N tetraphenylporphyrin Chemical compound C1=CC(C(=C2C=CC(N2)=C(C=2C=CC=CC=2)C=2C=CC(N=2)=C(C=2C=CC=CC=2)C2=CC=C3N2)C=2C=CC=CC=2)=NC1=C3C1=CC=CC=C1 YNHJECZULSZAQK-UHFFFAOYSA-N 0.000 claims description 13
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 12
- 238000004458 analytical method Methods 0.000 claims description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 10
- NJYVEMPWNAYQQN-UHFFFAOYSA-N 5-carboxyfluorescein Chemical compound C12=CC=C(O)C=C2OC2=CC(O)=CC=C2C21OC(=O)C1=CC(C(=O)O)=CC=C21 NJYVEMPWNAYQQN-UHFFFAOYSA-N 0.000 claims description 8
- 239000007850 fluorescent dye Substances 0.000 claims description 7
- 229910052786 argon Inorganic materials 0.000 claims description 6
- 239000007789 gas Substances 0.000 claims description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 6
- NQMBBCLKBYLHSI-UHFFFAOYSA-N 3-chloro-1,2,4-triazine Chemical compound ClC1=NC=CN=N1 NQMBBCLKBYLHSI-UHFFFAOYSA-N 0.000 claims description 5
- 239000012046 mixed solvent Substances 0.000 claims description 5
- 239000002904 solvent Substances 0.000 claims description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- 239000011591 potassium Substances 0.000 claims description 4
- 238000007334 copolymerization reaction Methods 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- 239000003480 eluent Substances 0.000 claims description 3
- 239000005457 ice water Substances 0.000 claims description 3
- 238000002390 rotary evaporation Methods 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 3
- -1 4- (3,5- dimethyl Pyrazol-1-yl) -6- hydroxyl -1,3,4- triazine Chemical compound 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- VYXSBFYARXAAKO-WTKGSRSZSA-N chembl402140 Chemical compound Cl.C1=2C=C(C)C(NCC)=CC=2OC2=C\C(=N/CC)C(C)=CC2=C1C1=CC=CC=C1C(=O)OCC VYXSBFYARXAAKO-WTKGSRSZSA-N 0.000 claims description 2
- BFMYDTVEBKDAKJ-UHFFFAOYSA-L disodium;(2',7'-dibromo-3',6'-dioxido-3-oxospiro[2-benzofuran-1,9'-xanthene]-4'-yl)mercury;hydrate Chemical compound O.[Na+].[Na+].O1C(=O)C2=CC=CC=C2C21C1=CC(Br)=C([O-])C([Hg])=C1OC1=C2C=C(Br)C([O-])=C1 BFMYDTVEBKDAKJ-UHFFFAOYSA-L 0.000 claims description 2
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 claims description 2
- VOFUROIFQGPCGE-UHFFFAOYSA-N nile red Chemical compound C1=CC=C2C3=NC4=CC=C(N(CC)CC)C=C4OC3=CC(=O)C2=C1 VOFUROIFQGPCGE-UHFFFAOYSA-N 0.000 claims description 2
- ZDHURYWHEBEGHO-UHFFFAOYSA-N potassiopotassium Chemical compound [K].[K] ZDHURYWHEBEGHO-UHFFFAOYSA-N 0.000 claims description 2
- 239000000741 silica gel Substances 0.000 claims description 2
- 229910002027 silica gel Inorganic materials 0.000 claims description 2
- 229960001866 silicon dioxide Drugs 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 240000007594 Oryza sativa Species 0.000 claims 1
- 235000007164 Oryza sativa Nutrition 0.000 claims 1
- 238000004090 dissolution Methods 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 235000009566 rice Nutrition 0.000 claims 1
- SDXAWLJRERMRKF-UHFFFAOYSA-N 3,5-dimethyl-1h-pyrazole Chemical compound CC=1C=C(C)NN=1 SDXAWLJRERMRKF-UHFFFAOYSA-N 0.000 abstract description 8
- 238000007619 statistical method Methods 0.000 abstract description 2
- 239000003921 oil Substances 0.000 description 24
- 238000000799 fluorescence microscopy Methods 0.000 description 20
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 18
- 239000000377 silicon dioxide Substances 0.000 description 14
- 229910052681 coesite Inorganic materials 0.000 description 13
- 229910052906 cristobalite Inorganic materials 0.000 description 13
- 229910052682 stishovite Inorganic materials 0.000 description 13
- 229910052905 tridymite Inorganic materials 0.000 description 13
- 239000002585 base Substances 0.000 description 12
- 238000003384 imaging method Methods 0.000 description 12
- 238000012986 modification Methods 0.000 description 12
- 230000004048 modification Effects 0.000 description 12
- 239000007764 o/w emulsion Substances 0.000 description 9
- 239000011780 sodium chloride Substances 0.000 description 9
- 239000007788 liquid Substances 0.000 description 8
- 238000001514 detection method Methods 0.000 description 6
- 230000001804 emulsifying effect Effects 0.000 description 6
- 230000005284 excitation Effects 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 239000011521 glass Substances 0.000 description 5
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 4
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 238000000691 measurement method Methods 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 230000003213 activating effect Effects 0.000 description 2
- 238000012512 characterization method Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000000695 excitation spectrum Methods 0.000 description 2
- 238000002189 fluorescence spectrum Methods 0.000 description 2
- 239000003550 marker Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- KUXGYELTBIDRAR-UHFFFAOYSA-N 1,5-dichloro-2h-1,2,4-triazine Chemical compound ClN1NC=NC(Cl)=C1 KUXGYELTBIDRAR-UHFFFAOYSA-N 0.000 description 1
- 235000021537 Beetroot Nutrition 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 150000001924 cycloalkanes Chemical class 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002687 intercalation Effects 0.000 description 1
- 238000009830 intercalation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- HMKNFVNXDAIVOD-UHFFFAOYSA-N octylbenzene phenol Chemical compound C1(=CC=CC=C1)O.C(CCCCCCC)C1=CC=CC=C1 HMKNFVNXDAIVOD-UHFFFAOYSA-N 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229940051841 polyoxyethylene ether Drugs 0.000 description 1
- 229920000056 polyoxyethylene ether Polymers 0.000 description 1
- 238000003908 quality control method Methods 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000012916 structural analysis Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
-
- 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
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N15/00—Investigating characteristics of particles; Investigating permeability, pore-volume or surface-area of porous materials
- G01N15/02—Investigating particle size or size distribution
- G01N15/0205—Investigating particle size or size distribution by optical means
- G01N15/0227—Investigating particle size or size distribution by optical means using imaging; using holography
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
- G01N21/643—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" non-biological material
-
- 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
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1059—Heterocyclic compounds characterised by ligands containing three nitrogen atoms as heteroatoms
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N15/00—Investigating characteristics of particles; Investigating permeability, pore-volume or surface-area of porous materials
- G01N2015/0023—Investigating dispersion of liquids
- G01N2015/003—Investigating dispersion of liquids in liquids, e.g. emulsion
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
- G01N2021/6439—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" with indicators, stains, dyes, tags, labels, marks
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Immunology (AREA)
- Physics & Mathematics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Analytical Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Biochemistry (AREA)
- Pathology (AREA)
- Optics & Photonics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Molecular Biology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Dispersion Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Abstract
Compound the present invention provides a kind of determination method of emulsion droplet particle diameter distribution and for demarcating lotion.This method comprises: shooting lotion in such a way that continuous stepping changes focal plane, the optical section image of the different depth of field is obtained；According to the longitudinal pitch of the apparent diameter of same drop and every two optical section images, the calculated diameter of emulsion droplet is determined；The effective diameter of emulsion droplet is determined according to the calculated diameter of the emulsion droplet, it is for statistical analysis according to effective diameter, obtain the diameter average value and particle diameter distribution of emulsion droplet；Wherein, the calculated diameter of emulsion droplet is obtained according to following formula:The present invention also provides a kind of compound, the molecular formula of the compound is 2- (N, N diethyl) -7- (4- (3,5- dimethyl pyrazole -1- base) -6- hydroxyl -1,3,4- triazine -2- base) positive dibutyl fluorenes of -9,9-.
Description
Technical field
The present invention relates to a kind of determination method of emulsion droplet particle diameter distribution and the compound of lotion can be demarcated, belongs to stone
Oily production technique field.
Background technique
Lotion is that a kind of liquid is scattered in another immiscible liquid continuous phase in the form of fine droplet and is formed
Dispersion, wherein drop is interior phase, and continuous phase is foreign minister.
The particles size and distribution of dispersed phase drop is an important factor for influencing emulsion property, at any time and environment in lotion
Variation can also be used for evaluation emulsion intercalation method.So far, certain methods have been developed to measure emulsion dispersion phase drop in people
Partial size and particle diameter distribution.But existing method first is that be difficult to ensure at imaging focal plane it is corresponding be drop maximum cross-section；
Second is that time-consuming, and low efficiency, and there are large errors, it is difficult to the granularmetric analysis for flowable emulsion drop.
Summary of the invention
The purpose of the present invention is to provide a kind of determination sides of emulsion droplet particle diameter distribution with good measurement accuracy
Method.
In order to achieve the above technical purposes, present invention firstly provides a kind of determination method of emulsion droplet particle diameter distribution,
The determination method the following steps are included:
Using Laser Scanning Confocal Microscope, lotion is shot in such a way that continuous stepping changes focal plane, obtains the different depth of field
Optical section image；
According to the longitudinal pitch of the apparent diameter of same drop and every two optical section images, the meter of emulsion droplet is determined
Calculate diameter；
According to the calculated diameter of emulsion droplet determine the effective diameter of emulsion droplet, statistical is carried out according to effective diameter
Analysis, obtains the average diameter and particle diameter distribution of emulsion droplet；
Wherein, the calculated diameter of emulsion droplet is obtained according to following formula:
Wherein, DCalculate 1-2Calculated diameter for certain drop calculated using the 1st chosen and the 2nd optical section image；
DApparent 1Apparent diameter for the drop measured in the 1st optical section image of selection；
DApparent 2Apparent diameter for the same drop measured in the 2nd optical section image of selection；
δZFor the 1st of selection and the longitudinal pitch of the 2nd optical section.
Specific embodiment according to the present invention, δZVertical range between the focal plane of as two optical section images,
As shown in Figure 1.
In the method for the invention, it is preferable that according to the calculated diameter of emulsion droplet, determine lotion liquid as follows
The effective diameter of drop:
Selection apparent diameter increases continuously or the optical section image of continuous reduction, definition: (by what is chosen in N images
The difference of the calculated diameter of any two emulsion droplets)/(calculating of any two emulsion droplets by choosing in N images is straight
The average value of diameter)=X%, if 0≤X≤15 are (it is highly preferred that 0≤X≤10；Most preferably, 0≤X≤5), then emulsion droplet
Calculated diameter be the emulsion droplet effective diameter.
Specific embodiment according to the present invention chooses the equal adjacent two optical section images of apparent diameter, and its
Value is greater than or equal to the apparent diameter of same drop in remaining optical section image, then equal apparent diameter is having for the drop
Imitate partial size.
For example, choosing in 3 optical section images certain drop apparent diameter from the 1st to the 3rd to be increased continuously or passing
When subtracting, by formula:
Calculate liquid-drop diameter DCalculate 1-2, then press formula:
Calculate liquid-drop diameter DCalculate 2-3。
(DCalculate 1-2-DCalculate 2-3)/[(DCalculate 1-2+DCalculate 2-3)/2]=X% if 0≤X≤15 takes the average value to be surveyed liquid
The effective grain size of drop.
For example, when in 3 optical section images certain drop apparent diameter be filled from the 1st to the 3rd sufficient DApparent 1=DApparent 2≥
DApparent 3Or DApparent 1≤DApparent 2=DApparent 3When, then take equal apparent diameter by survey drop effective grain size.
In the method for the invention, it is preferable that before the step of carrying out shooting lotion, lotion is first demarcated using fluorescent dye
The foreign minister of drop.
The foreign minister of specific embodiment according to the present invention, lotion can be water phase, one kind of oil phase and surfactant
Or several combination.For example, oil mutually can be at least one of alkane, cycloalkane and aromatic hydrocarbons, surfactant is common table
Face activating agent or nano modification surfactant.
In the method for the invention, it is preferable that using the foreign minister of at least one fluorochrome label lotion.
Specific embodiment according to the present invention selects suitable fluorescent dye to lotion according to the specific type of lotion
Foreign minister is marked.
In the method for the invention, it is preferable that the fluorescent dye of use selects 5-carboxyfluorescein, rhodamine 6G, tetraphenyl
Porphyrin tetrasulfonic acid, fluorescein isothiocynate, tetraphenylporphyrin, Nile red, 2- (N, N diethyl) -7- (chloro- 1,3,4- of 4,6- bis-
At least one of triazine -2- base) -9,9- di-n-butyl fluorenes；
It is highly preferred that the fluorescent dye used for 5-carboxyfluorescein, tetraphenylporphyrin, 2- (N, N diethyl) -7- (4,
At least one of the chloro- 1,3,4- triazine -2- base of 6- bis-) -9,9- di-n-butyl fluorenes.
In the method for the invention, it is preferable that lotion is placed in the burnt ware of copolymerization, microfluid pool or microchannel.
It is highly preferred that the internal diameter of the microfluid pool and microchannel that use is 10 μm of -2mm.
Specific embodiment according to the present invention, the microfluid pool used, microchannel are with glass, quartz or poly dimethyl
Siloxanes is made of material.
The present invention also provides a kind of compound, the molecular formula of the compound is 2- (N, N diethyl) -7- (4- (3,5- bis-
Methylpyrazole -1- base) -6- hydroxyl -1,3,4- triazine -2- base) the positive dibutyl fluorenes (DFTO) of -9,9-.
The molecular weight of the compound of the present invention is 538.
The structural formula of the compound of the present invention are as follows:
Invention further provides the preparation method of the compound, preparation method the following steps are included:
Under protection of argon gas, the metallic potassium potassium of 1.0mmol is added in the tetrahydrofuran of 25mL, adds 1.0mmol
3,5- dimethyl pyrazole, stirring, be heated to reflux to metallic potassium dissolve；
It after being cooled to room temperature, is placed in ice-water bath, under protection of argon gas, 2- (N, N diethyl) -7- of 1.0mmol is added
(the chloro- 1,3,4- triazine -2- base of 4,6- bis-) positive dibutyl fluorenes of -9,9- is (according to M.X.Tang et al., Dalton
It is prepared by the method for Trans.2015,44:7449) tetrahydrofuran solution, stirring 1h-2h (it is highly preferred that stirring 1h)；
10h or more (more preferably 12h) is reacted under 80 DEG C -90 DEG C (more preferably 85 DEG C), 1mL water, stirring is added；
Solvent is removed, purifies and dry, obtains compound.
In the above preparation method, it is preferable that solvent is removed by the way of rotary evaporation.
In the above preparation method, it is preferable that using the mixed solvent of methylene chloride and ethyl acetate as eluent, using silicon
Rubber column gel column separation method is purified.
2- (N, N diethyl) -7- (4,6- bis- chloro- 1,3,4- triazine -2- are added in specific embodiment according to the present invention
Base) the positive dibutyl fluorenes of -9,9- tetrahydrofuran solution when, with as quickly as possible speed be added.
In the above preparation method, it is preferable that the volume ratio of the in the mixed solvent methylene chloride and ethyl acetate that use for
3:1-1:3。
The compound of the present invention can be used as the fluorescent dye of label external phase of emulsion, can be used for distinguishing general surface activity
Agent and nano modification surfactant are formed by emulsion interface.
When marking lotion using fluorescent molecule DFTO of the invention, which can be in surfactant (such as octyl benzene
Phenol polyethenoxy ether OP-10, glycine betaine etc.) it is enriched on the emulsion droplet interface that is formed, to clearly mark emulsion droplet
Interface.DFTO will not be in nano modification surfactant (such as OP-10-SiO2) formed emulsion droplet interface on be enriched with, because
This, can use DFTO and distinguish the emulsion droplet that conventional surfactants molecule and nano modification surfactant are formed.
The determination method of emulsion droplet particle diameter distribution of the invention only needs 3 optical sections of about 150 milliseconds of used time shootings i.e.
The diameter of drop can be accurately measured, result finds the measurement of maximum gauge with being continuously shot within the used time 3 seconds after 60 optical sections
The result of method is consistent, shows that method of the invention has good measurement accuracy and very high efficiency, can be used for in flowing
Sample carry out imaging analysis.
The determination method of emulsion droplet particle diameter distribution of the invention can be used for stability of emulsion and surfactant-dispersed
The characterization of property, is with a wide range of applications.
Fluorescent molecule DFTO of the invention in emulsion droplet structural analysis, nano modification surfactant product quality control
System etc. has application value.
Detailed description of the invention
Fig. 1 is emulsion droplet effective grain size calculation method schematic diagram of the invention.
Fig. 2 is 3 optical section figures of lotion I in embodiment 1.
Fig. 3 is the particle diameter distribution of the dispersed phase drop of lotion I in embodiment 1.
Fig. 4 is 3 optical section figures of lotion II in embodiment 2.
Fig. 5 is the particle diameter distribution of the dispersed phase drop of lotion II in embodiment 2.
Fig. 6 is 3 optical section figures of lotion III in embodiment 3.
Fig. 7 is the particle diameter distribution of the dispersed phase drop of lotion III in embodiment 3.
Fig. 8 is the visible absorption spectra figure of DFTO in embodiment 5.
Fig. 9 is the excitation spectrum (λ em=470nm) of DFTO in embodiment 5.
Figure 10 is the fluorescence emission spectrum (λ ex=400nm) of DFTO in embodiment 5.
The 1H spectrum that Figure 11 is DFTO in embodiment 5.
Figure 12 is the fluorescence imaging figure of lotion V in embodiment 6.
Figure 13 is the fluorescence imaging figure of lotion VI in embodiment 7.
Figure 14 is the fluorescence imaging figure of lotion VII in embodiment 8.
Figure 15 is fluorescent image after the sodium chloride solution of the addition of lotion VIII different quality concentration in embodiment 9.
Figure 16 is VIII mean drop diameter of lotion in embodiment 9 with salinity variation diagram.
Figure 17 is fluorescent image after the sodium chloride solution of the addition of lotion Ⅸ different quality concentration in embodiment 10.
Figure 18 is Ⅸ mean drop diameter of lotion in embodiment 10 with salinity variation diagram.
Specific embodiment
In order to which technical characteristic of the invention, purpose and beneficial effect are more clearly understood, now to skill of the invention
Art scheme carries out described further below, but should not be understood as that limiting the scope of the invention.
Embodiment 1
Present embodiments provide a kind of determination of the size droplet diameter distribution of oil-in-water emulsion I that oil phase volume concentration is 50%
Method, specifically includes the following steps:
0.020g Octylphenol polyoxyethylene ether (OP-10) is placed in 20mL sample bottle, 5mL water is added, keeps OP-10 complete
Be dissolved in water entirely, add the prepared oily phase of 5mL (oily phase composition: n-decane 94%, percentage by volume, similarly hereinafter, naphthalene 3%, decahydro
Naphthalene 3%)；Using high-speed emulsifying homogeneous machine, 2min is stirred under the conditions of revolving speed 6.0Kr/min, lotion I is made, is added thereto
The foreign minister of the 5-carboxyfluorescein dye marker lotion I of 2.4mg.
Marked lotion I is placed in the burnt ware of copolymerization, above-mentioned sample is carried out using laser scanning co-focusing microscope
Continuous stepped optical section fluorescence imaging analysis.Image-forming condition: microscope model Axio Observer Z1；Object lens are
Plan-Apochromat 65×/1.40Oil M27；View mode is fluorescence imaging；The intensity of light source is 22.3%；Excitation wavelength
For 488nm；Detection wavelength is 517nm；Focal plane spacing δ z is 0.5 μm, and 3 captured optical sections are as shown in Figure 2.
Apparent diameter characterization is carried out to the drop in above-mentioned 3 optical section images.Choose certain in 3 optical section images
When drop apparent diameter is increased continuously or is successively decreased from the 1st to the 3rd, by formula:
Calculate liquid-drop diameter DCalculate 1-2, then press formula:
Calculate liquid-drop diameter DCalculate 2-3。
DCalculate 1-2With DCalculate 2-3Difference be less than DCalculate 1-2With DCalculate 2-3The 15% of average value, take the average value by survey drop
Effective grain size.When certain drop apparent diameter is filled the apparent 2 >=D of the apparent 1=D of sufficient D from the 1st to the 3rd in 3 optical section images
The apparent 3 or apparent 2=D of the apparent 1≤D of D it is apparent 3 when, then take equal apparent diameter by survey drop effective grain size.
The average diameter for measuring drop in lotion I according to the above method is 9.2 μm, and particle diameter distribution is as shown in Figure 3.
Embodiment 2
Present embodiments provide a kind of size droplet diameter distribution of oil-in-water emulsion II that oil phase volume concentration is 60% really
Determine method, specifically includes the following steps:
By the modified nano silica OP-10-SiO of the OP-10 of 0.020g2It is placed in 20mL sample bottle, 4mL is added
Water makes OP-10-SiO2It is completely dispersed in water, the 5-carboxyfluorescein of 0.5mg is added thereto and is stirred with glass bar, made
5-carboxyfluorescein is completely dissolved in spare in above-mentioned water phase.0.6mg tetraphenylporphyrin (TPP) is weighed to be placed in 25mL beaker, to
The prepared oil Xiang Bingyong glass bar stirring of 6mL is wherein added, TPP is made to be completely dissolved in oily phase, oily phase composition, will with embodiment 1
Oil containing TPP is added to above-mentioned containing OP-10-SiO2In the water phase of 5-carboxyfluorescein, using high-speed emulsifying homogeneous machine,
2min is stirred under the conditions of revolving speed 6.0Kr/min, lotion II is made.
Fluorescent microscopic imaging condition: microscope model Axio Observer Z1；Object lens are Plan-Apochromat
20×/0.8M27；View mode is fluorescence imaging；05 intensity of light source of sense channel Isosorbide-5-Nitrae is 4.1%；Excitation wavelength is 488nm；
Detection wavelength is 517nm；2,488 intensity of light source of sense channel is 7.8%；Excitation wavelength is 405m；Detection wavelength is 603nm；
Focal plane spacing δ z is 1.0 μm.Fluorescence imaging analysis, shooting 3 are carried out to lotion II using imaging method described in embodiment 1
Optical section is opened, 150 milliseconds when sharing, 3 captured optical sections are as shown in Figure 4.
According to emulsion droplet particle diameter distribution characterizing method described in embodiment 1, the flat of dispersed phase oil droplet in lotion II is measured
Equal diameter is 32.3 μm, and particle diameter distribution is as shown in Figure 5.
Comparative example 1
Lotion is prepared by 2 condition of embodiment, and is continuously shot 60 in a stepwise manner using the imaging analysis condition of embodiment 2
Optical section is opened, 3 seconds when sharing.Taking each drop maximum cross-section radius is that effective diameter is for statistical analysis, measures the lotion liquid
Dripping average diameter is 31.8 μm.
Compared with comparative example 1, embodiment 2 only needs 150 milliseconds of used time shootings, 3 optical sections that can accurately measure lotion liquid
The diameter of drop, result find the result one of the measurement method of maximum gauge with being continuously shot within the used time 3 seconds after 60 optical sections
It causes, shows that method of the invention has good measurement accuracy and very high efficiency.
Embodiment 3
Present embodiments provide a kind of determination that III size droplet diameter of oil-in-water emulsion that oil phase volume concentration is 70% is distributed
Method, specifically includes the following steps:
By the OP-10-SiO of 0.015g2Nano modification surfactant is placed in 20mL sample bottle, and 3mL water is added, makes
OP-10-SiO2It is completely dispersed spare in water.Weigh 2- (N, N diethyl) -7- (chloro- 1,3,4- triazine-of 4,6- bis- of 2.1mg
2- yl) -9,9- di-n-butyl fluorenes (YLSQNDCW) is (according to M.X.Tang et al., Dalton Trans.2015,44:7449
Method preparation), be placed in 25mL beaker, the prepared oil Xiang Bingyong glass bar of 7mL be added thereto and stirs, makes YLSQNDCW
It is completely dissolved in oily phase, oily phase composition is the same as embodiment 1.Oil by 7mL containing YLSQNDCW is added to above-mentioned containing OP-10-SiO2Water
Xiang Zhong.Using high-speed emulsifying homogeneous machine, 2min is stirred under the conditions of revolving speed 6.0Kr/min, lotion III is made.
Fluorescent microscopic imaging condition: microscope model Axio Observer Z1；Object lens are Plan-Apochromat
20×/0.8M27；View mode is fluorescence imaging；The intensity of light source is 16.1%；Excitation wavelength is 405nm；Detection wavelength is
517nm；Focal plane spacing δ z is 1.0 μm.Fluorescence imaging point is carried out to lotion III using imaging method described in embodiment 1
Analysis, 3 captured optical sections are as shown in Figure 6.
According to emulsion droplet particle diameter distribution characterizing method described in embodiment 1, the flat of dispersed phase drop in lotion III is measured
Equal diameter is 32.8 μm, and particle diameter distribution is as shown in Figure 7.
Embodiment 4
Present embodiments provide a kind of determination that IV size droplet diameter of oil-in-water emulsion that oil phase volume concentration is 60% is distributed
Method, specifically includes the following steps:
By OP-10-SiO2Nano modification surfactant is placed in 20mL sample bottle, and 4mL water is added, makes OP-10-SiO2
It is completely dispersed in water, adds the prepared oily phase of 6mL, oily phase composition is the same as embodiment 1.Using high-speed emulsifying homogeneous machine,
2min is stirred under the conditions of revolving speed 6.0Kr/min, lotion IV is made, with outside the 5-carboxyfluorescein dye marker lotion IV of 0.8mg
Phase.
Above-mentioned marked lotion IV is placed in microchannel, microchannel material is dimethyl silicone polymer, miniflow
200 μm of channel width.Fluorescence imaging analysis is carried out to lotion IV using image-forming condition described in embodiment 1 and method.It is required that 3
≤ X≤5 measure being averaged for dispersed phase oil droplet in lotion IV according to emulsion droplet particle diameter distribution characterizing method described in embodiment 1
Diameter is 28.4 μm.
Embodiment 5
Present embodiments provide 2- (N, N diethyl) -7- (4- (3,5- dimethyl pyrazole -1- base) -6- hydroxyl -1,3,4-
Triazine -2- base) the positive dibutyl fluorenes (DFTO) of -9,9-, it is prepared according to the following steps to obtain:
In the mono- cervical branch mouth bottle of 100mL, the metallic potassium 0.039g (1.0mmol) of fresh cut is added to four under protection of argon gas
In hydrogen furans (25mL), 3,5- dimethyl pyrazole 0.096g (1.0mmol) is added, is stirred, is heated to reflux to metallic potassium and dissolves.
It after being cooled to room temperature, is placed in ice-water bath, under protection of argon gas, 2- (N, N diethyl) -7- is quickly added thereto
(the chloro- 1,3,4- triazine -2- base of 4,6- bis-) positive dibutyl fluorenes 0.497g (1.0mmol) of -9,9- (according to M.X.Tang etal.,
It is prepared by the method for Dalton Trans.2015,44:7449) tetrahydrofuran solution.After stirring 1h at room temperature, in 85 DEG C of oil
1mL water is added into system and stirs by heating reflux reaction 12h in bath.
Solvent is removed by rotary evaporation, (the two volume ratio is 1:3- with the mixed solvent of methylene chloride and ethyl acetate
It 3:1) is eluent, it is after being purified using silicagel column separation method and dry, obtain a yellow product.
Elemental analysis (C:H:N=33:42:6), mass spectral analysis (M+1=539), nuclear magnetic resonance spectroscopy (chemical shift 6.2
For the hydrogen on 3,5- dimethyl pyrazole aromatic ring；3.5 be N, the hydrogen in N- diethyl on ethyl；2.9 is on 3,5- dimethyl pyrazoles
Hydrogen corresponding with methyl on the adjacent C of 1-N, their integral area ratio is about 1:4:3) show that synthesized compound is 2- (N, N
Diethyl) -7- (4- (3,5- dimethyl pyrazole -1- base) -6- hydroxyl -1,3,4- triazine -2- base) positive dibutyl fluorenes of -9,9-
(DFTO), structure is shown in formula I.
The visible absorption spectra of DFTO is shown in Fig. 8, and excitation spectrum is shown in that Fig. 9, fluorescence emission spectrum are shown in Figure 10, and the 1H spectrum of DFTO is shown in figure
11。
Embodiment 6
Present embodiments provide a kind of label side of V droplet interfaces layer of oil-in-water emulsion that oil phase volume concentration is 50%
Formula:
The OP-10 surfactant of 0.025g is placed in 20mL sample bottle, 5mL water is added, keeps OP-10 completely soluble
In it is spare.Weigh 2- (N, N diethyl) -7- (4- (3,5- dimethyl pyrazole -1- base) -6- hydroxyl -1,3,4- triazine-of 1.0mg
2- yl) the positive dibutyl fluorenes (DFTO) of -9,9-, it is placed in 25mL beaker, the prepared oil of 5mL is added thereto mutually and stirs, makes
DFTO is dissolved in oily phase, oily phase composition: n-decane (94%), naphthalene (3%), decahydronaphthalene (3%).Oil by 5mL containing DFTO is added
Enter into the above-mentioned water phase containing OP-10.Using high-speed emulsifying homogeneous machine, 2min is stirred under the conditions of revolving speed 6.0Kr/min, is made
Lotion V.
Fluorescent microscopic imaging condition: microscope model Axio Observer Z1；Object lens are Plan-Apochromat
63×/1.40Oil M27；View mode is fluorescence imaging；The intensity of light source is 64.9%；Excitation wavelength is 405nm；Detection wavelength
For 517nm.Fluorescence imaging is carried out to lotion V using imaging method described in embodiment 1, captured fluorescence imaging figure is such as
Shown in Figure 12.As seen from Figure 12, DFTO fluorescent molecule can be enriched on V droplet interfaces of lotion, be realized to emulsion droplet boundary layer
Label.
Embodiment 7
Present embodiments provide a kind of label side of VI droplet interfaces layer of oil-in-water emulsion that oil phase volume concentration is 50%
Method:
Garden beet alkali surfactant replaces OP-10 surfactant described in embodiment 6, and using in embodiment 6
Lotion VI is made in the emulsion preparation method.Fluorescence imaging is carried out to lotion VI according to 6 image-forming conditions and method is implemented,
Captured fluorescence imaging figure is as shown in figure 13.As seen from Figure 13, DFTO fluorescent molecule can be enriched on VI droplet interfaces of lotion,
Realize the label to emulsion droplet boundary layer.
Embodiment 8
Present embodiments provide a kind of analysis of VII fluorescent microscopic imaging of oil-in-water emulsion that oil phase volume concentration is 50%
Mode, specifically includes the following steps:
Use OP-10-SiO2Nano modification surfactant replaces OP-10 surfactant described in embodiment 6, and adopts
Lotion VII is made in the emulsion preparation method described in embodiment 6.Lotion VII is carried out according to 6 image-forming conditions and method is implemented
Fluorescence imaging, captured fluorescence imaging figure are as shown in figure 14.As seen from Figure 14, DFTO fluorescent molecule can in lotion VII size
It is enriched on lesser droplet interfaces, such drop size is suitable with drop size in lotion V described in embodiment 6.And DFTO is glimmering
Optical molecule will not be enriched on larger-size droplet interfaces in lotion VII, lotion described in such drop size and embodiment 3
Drop size is suitable in III.The phenomenon shows OP-10-SiO2There are some common OP- in nano modification surfactant product
10 molecules, the interface for the emulsion droplet that DFTO fluorescent molecule can clearly mark OP-10 to be formed, without in OP-10-SiO2
It is enriched on the interface for the emulsion droplet that nano modification surfactant is formed.
Embodiment 9
VIII salt stability of oil-in-water emulsion that oil phase volume concentration is 60% is present embodiments provided to test
By 0.020g nano modification Surfactant OP -10-SiO2It is placed in 20mL sample bottle, 4mL water is added, makes OP-
10-SiO2It is completely dispersed spare in water.0.6mg tetraphenylporphyrin (TPP) is weighed, is placed in 25mL beaker, is added thereto
The prepared oil Xiang Bingyong glass bar stirring of 6mL, makes TPP be completely dissolved in oily phase.Oily phase composition is the same as embodiment 1.6mL is contained into TPP
Oil be added to it is above-mentioned containing OP-10-SiO2Water phase in.Using high-speed emulsifying homogeneous machine, under the conditions of revolving speed 6.0Kr/min
2min is stirred, lotion VIII is made.
The sodium chloride solution that 5mL mass concentration is 0%, 3%, 5%, 7% and 9% is separately added into 10mL lotion VIII,
After placing 2 hours, fluorescence imaging analysis is carried out to it using imaging method described in embodiment 1.Fluorescent microscopic imaging condition:
Microscope model Axio Observer Z1；Object lens are Plan-Apochromat 20 ×/0.8M27；View mode is fluorescence
Imaging；The intensity of light source is 36.3%；Excitation wavelength is 405nm；Detection wavelength is 603nm；Focal plane spacing δ z is 1.0 μm.Cream
Fluorescent image is as shown in figure 15 after the sodium chloride solution of the addition different quality concentration of liquid VIII.According to lotion liquid described in embodiment 1
Average diameter measurement method is dripped, it is as shown in figure 16 with the variation of sodium chloride concentration to measure VIII dispersed phase oil droplet average diameter of lotion.
As seen from Figure 16, the average diameter of VIII dispersed phase oil droplet of lotion is significantly increased with the increase of sodium chloride concentration, shows such table
The lotion that face activating agent is formed is more sensitive to salinity.
Embodiment 10
Ⅸ salt stability of oil-in-water emulsion that oil phase volume concentration is 60% is present embodiments provided to test
Nano modification Surfactant OP -10-SiO described in embodiment 9 is replaced with Surfactant OP -102, use
Lotion Ⅸ is made in emulsion preparation method described in embodiment 1.Be separately added into 10mL lotion Ⅸ 5mL mass concentration be 0%,
3%, 5%, 7% and 9% sodium chloride solution, after placing 2 hours, according to image-forming condition described in embodiment 9 and method to it
Fluorescence imaging analysis is carried out, captured fluorescent image is as shown in figure 17.According to emulsion droplet average diameter described in embodiment 1
It is as shown in figure 18 with the variation of sodium chloride concentration to measure Ⅸ dispersed phase drop average diameter of lotion for measurement method.As seen from Figure 18,
With the increase of sodium chloride concentration, less, it is preferable that this shows that lotion Ⅸ has for the average diameter variation of Ⅸ dispersed phase drop of lotion
Salt stability.
Claims (15)
1. a kind of determination method of emulsion droplet particle diameter distribution, which is characterized in that the determination method the following steps are included:
Using Laser Scanning Confocal Microscope, lotion is shot in such a way that continuous stepping changes focal plane, obtains the optics of the different depth of field
Sectioning image；
According to the longitudinal pitch of the apparent diameter of same drop and every two optical section images, determine that the calculating of emulsion droplet is straight
Diameter；
The effective diameter that emulsion droplet is determined according to the calculated diameter of the emulsion droplet carries out statistical according to effective diameter
Analysis, obtains the average diameter and particle diameter distribution of emulsion droplet；
Wherein, the calculated diameter of emulsion droplet is obtained according to following formula:
Wherein, DCalculate 1-2Calculated diameter for certain drop calculated using the 1st chosen and the 2nd optical section image；
DApparent 1Apparent diameter for the drop measured in the 1st optical section image of selection；
DApparent 2Apparent diameter for the same drop measured in the 2nd optical section image of selection；
δZFor the 1st of selection and the longitudinal pitch of the 2nd optical section.
2. determining method according to claim 1, which is characterized in that according to the calculated diameter of emulsion droplet, according to as follows
Mode determines the effective diameter of emulsion droplet:
Selection apparent diameter increases continuously or the optical section image of continuous reduction, definition: (any by choosing in N images
The difference of the calculated diameter of two emulsion droplets)/(calculated diameter for any two emulsion droplets chosen in image is opened by N
Average value)=X%, if 0≤X≤15, the calculated diameter of emulsion droplet is the effective diameter of the emulsion droplet.
3. determining method according to claim 1, which is characterized in that before the step of carrying out the shooting lotion, first adopt
With the foreign minister of fluorescent dye calibration emulsion droplet.
4. determining method according to claim 3, which is characterized in that using the outer of at least one fluorochrome label lotion
Phase.
5. determining method according to claim 3 or 4, which is characterized in that the fluorescent dye be selected from 5-carboxyfluorescein,
Rhodamine 6G, tetraphenylporphyrin tetrasulfonic acid, fluorescein isothiocynate, tetraphenylporphyrin, Nile red, 2- (N, N diethyl) -7-
At least one of (the chloro- 1,3,4- triazine -2- base of 4,6- bis-) -9,9- di-n-butyl fluorenes.
6. determining method according to claim 1, which is characterized in that the lotion is placed in copolymerization burnt ware, microfluid pool or micro-
In circulation road.
7. determining method according to claim 6, which is characterized in that the microfluid pool, microchannel internal diameter be 10 μm-
2mm。
8. a kind of compound, which is characterized in that the molecular formula of the compound is 2- (N, N diethyl) -7- (4- (3,5- dimethyl
Pyrazol-1-yl) -6- hydroxyl -1,3,4- triazine -2- base) the positive dibutyl fluorenes of -9,9-.
9. compound according to claim 8, which is characterized in that the structural formula of the compound are as follows:
10. the preparation method of compound described in claim 8 or 9, which is characterized in that the preparation method the following steps are included:
Under protection of argon gas, the metallic potassium potassium of 1.0mmol is added in the tetrahydrofuran of 25mL, adds the 3 of 1.0mmol,
5- dimethyl pyrazole stirs, and metallic potassium dissolution is back at 80 DEG C -90 DEG C；
It after being cooled to room temperature, is placed in ice-water bath, under protection of argon gas, 2- (N, N diethyl) -7- (4,6- of 1.0mmol is added
Two chloro- 1,3,4- triazine -2- bases) the positive dibutyl fluorenes of -9,9- tetrahydrofuran solution, stir 1h-2h；
10h or more is reacted at 80 DEG C -90 DEG C, and 1mL water, stirring is added；
Solvent is removed, purifies and dry, obtains the compound.
11. preparation method according to claim 10, which is characterized in that remove solvent by the way of rotary evaporation.
12. preparation method according to claim 10, which is characterized in that with the mixed solvent of methylene chloride and ethyl acetate
For eluent, purified using silicagel column separation method.
13. preparation method according to claim 12, which is characterized in that the in the mixed solvent methylene chloride and acetic acid second
The volume ratio of ester is 3:1-1:3.
14. the application of compound described in claim 8 or 9, which is characterized in that the compound is glimmering as label external phase of emulsion
Photoinitiator dye.
15. application according to claim 14, which is characterized in that the compound is for distinguishing conventional surfactants and receiving
Rice modified surface active's agent is formed by emulsion interface.
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