CN104021298A - Method for predicting redox property of beta-enamine ketone group-substituted four-amino phenyl porphyrin through density functional theory (DFT) - Google Patents
Method for predicting redox property of beta-enamine ketone group-substituted four-amino phenyl porphyrin through density functional theory (DFT) Download PDFInfo
- Publication number
- CN104021298A CN104021298A CN201410267886.6A CN201410267886A CN104021298A CN 104021298 A CN104021298 A CN 104021298A CN 201410267886 A CN201410267886 A CN 201410267886A CN 104021298 A CN104021298 A CN 104021298A
- Authority
- CN
- China
- Prior art keywords
- beta
- porphyrin
- substituted
- bis
- density functional
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000034 method Methods 0.000 title claims abstract description 24
- 238000003775 Density Functional Theory Methods 0.000 title claims abstract description 23
- 230000002468 redox effect Effects 0.000 title claims abstract description 14
- 150000004032 porphyrins Chemical class 0.000 claims abstract description 21
- 238000004057 DFT-B3LYP calculation Methods 0.000 claims abstract description 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 8
- 238000005457 optimization Methods 0.000 claims abstract description 4
- TUQTZPCIOZGMCW-UHFFFAOYSA-N C1=CC(N)=CC=C1C1=CC2=CC([N]3)=CC=C3C=C(C=C3)NC3=CC([N]3)=CC=C3C=C1N2 Chemical compound C1=CC(N)=CC=C1C1=CC2=CC([N]3)=CC=C3C=C(C=C3)NC3=CC([N]3)=CC=C3C=C1N2 TUQTZPCIOZGMCW-UHFFFAOYSA-N 0.000 claims description 18
- 239000000126 substance Substances 0.000 claims description 16
- 238000006479 redox reaction Methods 0.000 claims description 8
- 239000007983 Tris buffer Substances 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 238000002484 cyclic voltammetry Methods 0.000 claims description 6
- 230000008859 change Effects 0.000 claims description 5
- 238000000605 extraction Methods 0.000 claims description 5
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims description 5
- 125000001424 substituent group Chemical group 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 2
- 238000002474 experimental method Methods 0.000 abstract description 9
- 238000012360 testing method Methods 0.000 abstract description 5
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 abstract 3
- 238000004773 frontier orbital Methods 0.000 abstract 2
- 238000004364 calculation method Methods 0.000 description 7
- 238000010586 diagram Methods 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 150000002576 ketones Chemical class 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- DLIOHRNRAIDJAW-UHFFFAOYSA-N N1C2=CC([N]3)=CC=C3C=C(N3)C=CC3=CC([N]3)=CC=C3C=C1C(N)=C2C1=CC=CC=C1 Chemical compound N1C2=CC([N]3)=CC=C3C=C(N3)C=CC3=CC([N]3)=CC=C3C=C1C(N)=C2C1=CC=CC=C1 DLIOHRNRAIDJAW-UHFFFAOYSA-N 0.000 description 2
- 238000006073 displacement reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- QCWPXJXDPFRUGF-UHFFFAOYSA-N N1C=2C=C(N=3)C=CC=3C=C(N3)C=CC3=CC(=N3)C=CC3=CC1=CC=2C1=CC=CC=C1 Chemical compound N1C=2C=C(N=3)C=CC=3C=C(N3)C=CC3=CC(=N3)C=CC3=CC1=CC=2C1=CC=CC=C1 QCWPXJXDPFRUGF-UHFFFAOYSA-N 0.000 description 1
- GFERWFAWHAQLLF-UHFFFAOYSA-N [N]1C2=CC=C1C=C(N1)C=C(N)C1=CC([N]1)=CC=C1C=C(N1)C=CC1=C2 Chemical compound [N]1C2=CC=C1C=C(N1)C=C(N)C1=CC([N]1)=CC=C1C=C(N1)C=CC1=C2 GFERWFAWHAQLLF-UHFFFAOYSA-N 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003851 biochemical process Effects 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000001212 derivatisation Methods 0.000 description 1
- 150000002081 enamines Chemical class 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- CCGKOQOJPYTBIH-UHFFFAOYSA-N ethenone Chemical compound C=C=O CCGKOQOJPYTBIH-UHFFFAOYSA-N 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000004770 highest occupied molecular orbital Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000004768 lowest unoccupied molecular orbital Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000033116 oxidation-reduction process Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 230000029553 photosynthesis Effects 0.000 description 1
- 238000010672 photosynthesis Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Landscapes
- Investigating Or Analysing Biological Materials (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for predicting the redox property of beta-enamine ketone group-substituted four-amino phenyl porphyrin through the density functional theory (DFT). Structural optimization is carried out by effectively using B3LYP/6-31g pairs of four-amino phenyl porphyrin; 5-[4-(beta-keto-enamine phenyl)]-10,15-20-ter(4-amino phenyl) porphyrin; 5,10-bis[4-(beta-beta-keto-enamine phenyl)]-15,20-bis(4-amino phenyl) porphyrin; 5,15-bis[4-(beta-beta-keto-enamine phenyl)]-15,20-bis(4-amino phenyl) porphyrin; quadri[4-(beta-keto-enamine) phenyl] porphyrin. The output information such as the bond length, the bond angle, the dihedral angle, the lowest energy and the frontier molecular orbital can be obtained more conveniently and rapidly compared with a test and are not affected by other matter, the data are more accurate than those obtained from the test, magnitude of the energy of the frontier molecular orbital can be obtained, the rough peak-outlet position of the redox of the series of matter can be predicted, and the risks of an experiment in the later period are reduced.
Description
Technical Field
The invention relates to a method for predicting redox properties of beta-enaminoketo-substituted tetraaminophenylporphyrin, belonging to the field of quantum chemical computation.
Background
Porphyrins are organic compounds with macrocyclic conjugated structures. Porphyrins and their derivative compounds are widely present in nature, and they are involved in biochemical processes of plant photosynthesis and oxygen transport processes in organisms, and play an important role in our productive life. Beta-enaminone (ester) compounds are a class of compounds with conjugated structural units of N-C = C-C = O, which are used for synthesizing a series of substances with biological activity and pharmacological activity, and are also often called beta-amino-alpha, beta-unsaturated ketones or enamino ketones, have different physicochemical properties from general ketones, namely have nucleophilicity of enamine and electrophilicity of ketene, and are compounds with multiple reactive active points. Amino is a very active group, and amino compounds are very widely applied in chemical research, so that more and more applications and researches on amino porphyrin are provided, for example, in recent years, reports on functional group conversion of amino on aminophenyl porphyrin are very numerous, and in derivatization reaction of amino phenyl porphyrin, reports on beta-enamine ketophenyl porphyrin are hardly provided, and especially, theoretical research on the beta-enamine ketophenyl porphyrin is necessary, so that cost can be reduced, time and expense can be saved, and accurate results can be obtained.
Disclosure of Invention
The technical problem to be solved by the invention is to overcome the existing defects and provide a simple and feasible prediction method of the oxidation-reduction property of the tetraaminophenylporphyrin, which has high accuracy.
The purpose of the invention is realized by the following technical scheme:
a method for predicting the redox properties of beta-enaminoketo-substituted tetraaminophenylporphyrins using density functional theory, comprising the steps of:
1) selection of substances: the following five molecules were selected as the study subjects,
a: a tetra-aminophenyl porphyrin, and a pharmaceutically acceptable salt thereof,
b: 5- [4- (. beta. -enaminoketophenyl) ] -10,15, 20-tris (4-aminophenyl) porphyrin,
c: 5, 10-bis [4- (. beta. -enaminoketophenyl) ] -15, 20-bis (4-aminophenyl) porphyrin,
d: 5, 15-bis [4- (. beta. -enaminoketophenyl) ] -10, 20-bis (4-aminophenyl) porphyrin,
e: tetrakis [4- (β -enaminoketo) phenyl ] porphyrin;
2) structure optimization: selecting a B3LYP method in a density functional theory, selecting a base group of 6-31g, using a keyword opt, and then calculating by using Gaussian03 software until the required four constants are completely converged;
3) and (3) output information extraction: extracting information of the lowest energy and the front line track from an output file calculated by Gaussian 03;
4) summarizing the rule of change between energy and front line orbit when the tetraaminophenylporphyrin is gradually substituted by beta-enaminoketone group according to the information extracted in the step 3);
5) predicting the difficulty of the series of substances in oxidation-reduction reaction and the approximate peak potential of the cyclic voltammogram.
The four constants of Gaussian03 for determining whether the result is reliable are: maximum Force, RMS Force, Maximum Displacement, RMS Displacement. The calculation requires that all four of these often indicate "yes".
Wherein,
the conformation of the molecular structure of step 1) is in the lowest energy state.
The structures of the five molecules in the step 1) are all drawn by software GaussView 5.0.
The input command of the step 2) is B3LYP/6-31g opt.
And 3) extracting output information, namely extracting data of key length, key angle, dihedral angle and total energy from xx.log output files calculated by Gaussian03, and extracting information of front-line tracks from xx.chk output files, wherein the information extraction must be extracted from data with convergence results.
Two output files are generated by calculation, which are respectively: log and xx.
Data for bond length, bond angle, dihedral angle, total energy are extracted from xx.log and convergence is required. Track information is extracted from an XX.chk file, and both the track information and the xx.chk file need to be converged, so that the convergence result has higher accuracy.
Further, in the step 5), the influence of the number of the substituent groups on the porphyrin structure and the redox property is summarized according to the step 4), so that the difficulty of redox reaction of the reaction is predicted, and the approximate peak potential of the cyclic voltammetry curve of the five substances is predicted according to theoretical values
The invention has the beneficial effects that:
the invention aims to calculate beta-enamino-keto substituted tetraaminophenylporphyrin by using Density Functional Theory (DFT), provides a certain theoretical basis for experiments, obtains theoretical data of different beta-enamino-keto phenylporphyrins, summarizes the change rules of the number of different substituents and the substitution position of the beta-enamino-keto phenylporphyrin, particularly the change rule of a front line orbit, and can provide a theoretical basis for the experiments.
Compared with the experiment, the invention has the following advantages: the invention effectively utilizes the Density Functional Theory (DFT) of B3LYP/6-31g to A: a tetraaminophenyl porphyrin; b: 5- [4- (β -enaminoketophenyl) ] -10,15, 20-tris (4-aminophenyl) porphyrin; c: 5, 10-bis [4- (. beta. -enaminoketophenyl) ] -15, 20-bis (4-aminophenyl) porphyrin; d: 5, 15-bis [4- (. beta. -enaminoketophenyl) ] -10, 20-bis (4-aminophenyl) porphyrin; e: the structure of the tetra [4- (beta-enaminoketone) phenyl ] porphyrin is optimized, output information such as bond length, bond angle, dihedral angle, minimum energy, front line orbit and the like can be obtained more conveniently and rapidly than a test, the interference of other substances is avoided, data obtained by the test are more accurate than data obtained by the test, the height of the front line orbit energy can be obtained, the approximate peak position of the redox reaction of the series of substances is predicted, and the risk of later-stage experiments is reduced. Through analyzing the data, the numerical value of the energy of the front line orbit of the five molecules is obtained, the approximate peak potential of the cyclic voltammetry curves of the five substances can be predicted, and the experiment is guided. The difference in energy levels of the front orbitals of β -enaminoketo-substituted tetraaminophenylporphyrins becomes larger and larger as the number of substituents increases, and the reaction becomes more and more difficult. The conclusions obtained by the calculation method are accurate and reliable, the expenditure is saved, the time consumption is low, the calculation method has great superiority, and the calculation method has significance in guiding experiments.
Drawings
The accompanying drawings, which are included to provide a further understanding of the invention and are incorporated in and constitute a part of this specification, illustrate embodiments of the invention and together with the description serve to explain the principles of the invention and not to limit the invention. In the drawings:
FIG. 1 is a diagram of the structure of tetraaminophenylporphyrins in five selected molecules of the present invention;
FIG. 2 is a diagram showing the structure of 5- [4- (. beta. -enaminoketophenyl) ] -10,15, 20-tris (4-aminophenyl) porphyrin in five selected molecules according to the present invention;
FIG. 3 is a schematic representation of the structure of 5, 10-bis [4- (. beta. -enaminoketophenyl) ] -15, 20-bis (4-aminophenyl) porphyrin in five selected molecules according to the present invention;
FIG. 4 is a structural diagram of 5, 15-bis [4- (. beta. -enaminoketophenyl) ] -10, 20-bis (4-aminophenyl) porphyrin in five selected molecules according to the present invention;
FIG. 5 is a structural diagram of 5 tetrakis [4- (. beta. -enaminoketo) phenyl ] porphyrin in five selected molecules according to the present invention;
FIG. 6 is a front-line orbital energy diagram of five materials of the invention.
Detailed Description
The preferred embodiments of the present invention will be described in conjunction with the accompanying drawings, and it will be understood that they are described herein for the purpose of illustration and explanation and not limitation.
A method for predicting the redox properties of beta-enaminoketo-substituted tetraaminophenylporphyrins using Density Functional Theory (DFT), comprising the steps of:
1. selection of substances: the following five molecules were selected as study subjects, a: a tetraaminophenyl porphyrin; b: 5- [4- (β -enaminoketophenyl) ] -10,15, 20-tris (4-aminophenyl) porphyrin; c: 5, 10-bis [4- (. beta. -enaminoketophenyl) ] -15, 20-bis (4-aminophenyl) porphyrin; d: 5, 15-bis [4- (. beta. -enaminoketophenyl) ] -10, 20-bis (4-aminophenyl) porphyrin; e: tetrakis [4- (beta-enaminoketo) phenyl ] porphyrin, the structures of the above five beta-enaminoketo phenyl porphyrin molecules were plotted using computer software gauss view5.0, see fig. 1-5. From the energy output information of table 1, the conformations of these five molecular structures are in the lowest energy state.
TABLE 1 lowest energy output information for five molecules
。
2. The method comprises the following steps: selecting a method of B3LYP in the Density Functional Theory (DFT), namely DFT → B3 LYP; the B3LYP is one of the most widely used functional functions so far, the applicability is wide, and the calculation result is reliable. Selecting base group 6-31g, using keyword opt (optimization), inputting format B3LYP/6-31g opt as follows. And then calculated with Gaussian03 software until the required four constants fully converge.
3. And (3) output information extraction: extracting data of key length, key angle, dihedral angle, total energy and the like from xx.log (xx-name) output files calculated by Gaussian03, extracting information of front line orbits and the like from xx.chk output files, and extracting the information of front line orbits and the like from the data with convergence results, wherein the results cannot be used.
4. According to the information extracted in step 3), the rule of the lowest energy and the change of the front line orbit when the tetraaminophenylporphyrin is gradually substituted by the beta-enaminoketone group is summarized, and particularly, the energy values of the highest occupied orbital HOMO and the lowest vacant orbital LUMO are extracted, so that the approximate peak position of the substance in the redox reaction is predicted, a theoretical basis is provided for the five substances to carry out cyclic voltammetry curve scanning, and the difficulty degree of the reaction can be judged.
4.1 Effect on the energy of the stabilizing structure: as the tetraaminophenylporphyrin is progressively substituted, the energy decreases in turn, a: a tetraaminophenyl porphyrin; b: 5- [4- (β -enaminoketophenyl) ] -10,15, 20-tris (4-aminophenyl) porphyrin; c: 5, 10-bis [4- (. beta. -enaminoketophenyl) ] -15, 20-bis (4-aminophenyl) porphyrin; d: 5, 15-bis [4- (. beta. -enaminoketophenyl) ] -10, 20-bis (4-aminophenyl) porphyrin; e: the lowest energy of the four [4- (beta-enamine ketone) phenyl ] porphyrin five substances is-2134.6396 A.U., -2403.9224 A.U., -2673.2473 A.U., -2673.2473 A.U., -3212.6749 A.U. It can be seen that the more substituents, the smaller the value of the lowest energy. When the beta-enaminoketo group is substituted at the ortho and para positions of the porphyrin ring, the lowest energy is unaffected and the values are the same.
4.2 Effect on front line trajectory: referring to FIG. 3, as the tetraaminophenylporphyrins are progressively substituted, their difference in front orbital levels becomes greater, with a very poor energy of 2.4809eV when the two β -enaminones are substituted in the para position, less than the value of 2.4914eV in the ortho position, which correlates with the high degree of symmetry of the para position substitution. The maximum energy level difference of tetrakis [4- (. beta. -enaminoketo) phenyl ] porphyrin is 2.5584 eV, and it is found that the more substituted the highest occupied orbital becomes, the more difficult the electron is lost, and the more difficult the redox reaction occurs.
4.3 prediction of experimental values: according to the data of the front line orbit listed in table 2, it can be predicted that the peak positions of the five molecules undergoing redox reactions are approximately near the theoretical calculation values, which provides a theoretical basis for setting a potential window and the like for experiments, so that the experiments are easier to perform, more time-saving and less expensive.
TABLE 2 front line orbital energy and energy level Difference for five molecules
。
Although the present invention has been described in detail with reference to the foregoing embodiments, it will be apparent to those skilled in the art that changes may be made in the embodiments and/or equivalents thereof without departing from the spirit and scope of the invention. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (6)
1. A method for predicting the redox properties of beta-enaminoketo-substituted tetraaminophenylporphyrins using density functional theory, comprising: the method comprises the following steps:
1) selection of substances: the following five molecules were selected as the study subjects,
a: a tetra-aminophenyl porphyrin, and a pharmaceutically acceptable salt thereof,
b: 5- [4- (. beta. -enaminoketophenyl) ] -10,15, 20-tris (4-aminophenyl) porphyrin,
c: 5, 10-bis [4- (. beta. -enaminoketophenyl) ] -15, 20-bis (4-aminophenyl) porphyrin,
d: 5, 15-bis [4- (. beta. -enaminoketophenyl) ] -10, 20-bis (4-aminophenyl) porphyrin,
e: tetrakis [4- (β -enaminoketo) phenyl ] porphyrin;
2) structure optimization: selecting a B3LYP method in a density functional theory, selecting a base group of 6-31g, using a keyword opt, and then calculating by using Gaussian03 software until the required four constants are completely converged;
3) and (3) output information extraction: extracting information of the lowest energy and the front line track from an output file calculated by Gaussian 03;
4) summarizing the rule of change between energy and front line orbit when the tetraaminophenylporphyrin is gradually substituted by beta-enaminoketone group according to the information extracted in the step 3);
5) predicting the difficulty of the series of substances in oxidation-reduction reaction and the approximate peak potential of the cyclic voltammogram.
2. The method of claim 1, wherein the density functional theory is used to predict the redox properties of β -enaminoketo-substituted tetraaminophenylporphyrins, and the method comprises the steps of: the conformation of the molecular structure of step 1) is in the lowest energy state.
3. The method of claim 1, wherein the density functional theory is used to predict the redox properties of β -enaminoketo-substituted tetraaminophenylporphyrins, and the method comprises the steps of: the structures of the five molecules in the step 1) are all drawn by software GaussView 5.0.
4. The method of claim 1, wherein the density functional theory is used to predict the redox properties of β -enaminoketo-substituted tetraaminophenylporphyrins, and the method comprises the steps of: the input command of the step 2) is B3LYP/6-31g opt.
5. The method of claim 1, wherein the density functional theory is used to predict the redox properties of β -enaminoketo-substituted tetraaminophenylporphyrins, and the method comprises the steps of: and 3) extracting output information, namely extracting data of key length, key angle, dihedral angle and total energy from xx.log output files calculated by Gaussian03, and extracting information of front-line tracks from xx.chk output files, wherein the information extraction must be extracted from data with convergence results.
6. The method of claim 1, wherein the density functional theory is used to predict the redox properties of β -enaminoketo-substituted tetraaminophenylporphyrins, and the method comprises the steps of: in the step 5), the influence of the number of the substituent groups on the porphyrin structure and the redox property is summarized according to the step 4), so that the difficulty of redox reaction of the reaction is predicted, and the approximate peak potential of the cyclic voltammetry curves of the five substances is predicted according to theoretical values.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410267886.6A CN104021298B (en) | 2014-06-17 | 2014-06-17 | Method for predicting redox property of beta-enamine ketone group-substituted four-amino phenyl porphyrin through density functional theory (DFT) |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410267886.6A CN104021298B (en) | 2014-06-17 | 2014-06-17 | Method for predicting redox property of beta-enamine ketone group-substituted four-amino phenyl porphyrin through density functional theory (DFT) |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104021298A true CN104021298A (en) | 2014-09-03 |
| CN104021298B CN104021298B (en) | 2017-05-03 |
Family
ID=51438050
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410267886.6A Expired - Fee Related CN104021298B (en) | 2014-06-17 | 2014-06-17 | Method for predicting redox property of beta-enamine ketone group-substituted four-amino phenyl porphyrin through density functional theory (DFT) |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104021298B (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107391959A (en) * | 2017-09-15 | 2017-11-24 | 西北师范大学 | The Forecasting Methodology of the tetracarboxylic phenyl porphyrin catalytic property of different metal atom substitution |
| CN107563121A (en) * | 2017-09-15 | 2018-01-09 | 西北师范大学 | The Forecasting Methodology of the tetraphenylporphyrin compound property of different substituents substitution |
| CN109180969A (en) * | 2018-07-06 | 2019-01-11 | 三峡大学 | Salt crosslinked polyethylene molecular structure and the method for analyzing salt crosslinked polyethylene molecular structure building under external electric field under external electric field |
| CN109637593A (en) * | 2018-11-14 | 2019-04-16 | 辽宁石油化工大学 | A kind of prediction technique of the anthraquinone Diamines conjugated compound oxidation-reduction quality based on density functional theory |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7553556B2 (en) * | 2005-04-08 | 2009-06-30 | Eastman Kodak Company | Organometallic materials and electroluminescent devices |
| CN102675324A (en) * | 2012-05-16 | 2012-09-19 | 西北师范大学 | Symmetrical beta-enaminone group porphyrin and preparation method thereof |
| CN102680558A (en) * | 2011-11-09 | 2012-09-19 | 西北师范大学 | An electrochemical detection method for the ion pair formation between Cu2+and TPB-in water ︳ 1, 2-dichloroethane system |
| US20120323015A1 (en) * | 2009-03-20 | 2012-12-20 | Semiconductor Energy Laboratory Co., Ltd. | Oxadiazole Derivative, Light-Emitting Element Material, Light-Emitting Element, Light-Emitting Device, and Electronic Device |
-
2014
- 2014-06-17 CN CN201410267886.6A patent/CN104021298B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7553556B2 (en) * | 2005-04-08 | 2009-06-30 | Eastman Kodak Company | Organometallic materials and electroluminescent devices |
| US20120323015A1 (en) * | 2009-03-20 | 2012-12-20 | Semiconductor Energy Laboratory Co., Ltd. | Oxadiazole Derivative, Light-Emitting Element Material, Light-Emitting Element, Light-Emitting Device, and Electronic Device |
| CN102680558A (en) * | 2011-11-09 | 2012-09-19 | 西北师范大学 | An electrochemical detection method for the ion pair formation between Cu2+and TPB-in water ︳ 1, 2-dichloroethane system |
| CN102675324A (en) * | 2012-05-16 | 2012-09-19 | 西北师范大学 | Symmetrical beta-enaminone group porphyrin and preparation method thereof |
Non-Patent Citations (2)
| Title |
|---|
| 崔俐丽: "1,8-萘酰亚胺类Cu（Ⅱ）离子比率荧光探针的ICT机理", 《中国优秀硕士学位论文全文数据库（工程科技I辑）》 * |
| 李志锋等: "CBr2与CH2O插入反应机理的密度泛函理论研究", 《科学通报》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107391959A (en) * | 2017-09-15 | 2017-11-24 | 西北师范大学 | The Forecasting Methodology of the tetracarboxylic phenyl porphyrin catalytic property of different metal atom substitution |
| CN107563121A (en) * | 2017-09-15 | 2018-01-09 | 西北师范大学 | The Forecasting Methodology of the tetraphenylporphyrin compound property of different substituents substitution |
| CN109180969A (en) * | 2018-07-06 | 2019-01-11 | 三峡大学 | Salt crosslinked polyethylene molecular structure and the method for analyzing salt crosslinked polyethylene molecular structure building under external electric field under external electric field |
| CN109637593A (en) * | 2018-11-14 | 2019-04-16 | 辽宁石油化工大学 | A kind of prediction technique of the anthraquinone Diamines conjugated compound oxidation-reduction quality based on density functional theory |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104021298B (en) | 2017-05-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Wilbraham et al. | High-throughput screening approach for the optoelectronic properties of conjugated polymers | |
| Janet et al. | Designing in the face of uncertainty: exploiting electronic structure and machine learning models for discovery in inorganic chemistry | |
| CN104021298B (en) | Method for predicting redox property of beta-enamine ketone group-substituted four-amino phenyl porphyrin through density functional theory (DFT) | |
| O’Boyle et al. | Computational design and selection of optimal organic photovoltaic materials | |
| Lee et al. | Calculation from first-principles of golden rule rate constants for photoinduced subphthalocyanine/fullerene interfacial charge transfer and recombination in organic photovoltaic cells | |
| Danyal et al. | Electron transfer within nitrogenase: evidence for a deficit-spending mechanism | |
| Futera et al. | Electronic couplings for charge transfer across molecule/metal and molecule/semiconductor interfaces: Performance of the projector operator-based diabatization approach | |
| Chaur et al. | Trimetallic nitride endohedral fullerenes: experimental and theoretical evidence for the M3N6+@ C2n6− model | |
| Wilcox et al. | Ultrafast charge-transfer dynamics at the boron subphthalocyanine chloride/C60 heterojunction: comparison between experiment and theory | |
| Malrieu et al. | A recipe for geometry optimization of diradicalar singlet states from broken-symmetry calculations | |
| Bonin et al. | Water (in water) as an intrinsically efficient proton acceptor in concerted proton electron transfers | |
| Borhade et al. | Preclinical characterization of acyl sulfonimidamides: potential carboxylic acid bioisosteres with tunable properties | |
| Xu et al. | Ordered solvents and ionic liquids can be harnessed for electrostatic catalysis | |
| Yang et al. | Sc2O@ Td (19151)‐C76: Hindered Cluster Motion inside a Tetrahedral Carbon Cage Probed by Crystallographic and Computational Studies | |
| Dance | The hydrogen chemistry of the FeMo-co active site of nitrogenase | |
| Zhang et al. | Facile Synthesis of an Extensive Family of Sc2O@ C2 n (n= 35–47) and Chemical Insight into the Smallest Member of Sc2O@ C 2 (7892)–C70 | |
| Spicher et al. | Efficient calculation of small molecule binding in metal–organic frameworks and porous organic cages | |
| Hao et al. | Isomeric Sc2O@ C78 related by a single-step stone–wales transformation: key links in an unprecedented fullerene formation pathway | |
| Ulmer et al. | Iodine (III)‐Catalyzed Rearrangements of Imides: A Versatile Route to α, α‐Dialkylated α‐Hydroxy Carboxylamides | |
| Markle et al. | Probing quantum and dynamic effects in concerted proton–electron transfer reactions of phenol–base compounds | |
| Kim et al. | MultiDK: a multiple descriptor multiple kernel approach for molecular discovery and its application to organic flow battery electrolytes | |
| Osborn Popp et al. | Sequence-dependent materials | |
| Rice et al. | Hydrogen coupling on platinum using artificial neural network potentials and DFT | |
| Ji et al. | β‐Cyclodextrin inclusive interaction driven separation of organic compounds | |
| Saito et al. | Reparameterization of PM6 applied to organic Diradical molecules |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20170503 Termination date: 20180617 |