Table 8.

Coefficients of dependence (25) for IP by PAH [4, 7].


Table 9.

Figure 6.

Color Detection

Color characteristics (chromaticity coordinates x and y) of the individual aromatic oil components in XYZ colorimetric system: (1) perylene, (2) tetrabenzpentacene, (3) dibenzpyrene, (4) hexabenzcoronene, (5) 1,2 benzphenantrenopyrene, (6) 2,3-benzperylene, (7) dibenzpentacene, (8) phenantrenopyrene, (9) ovalen, (10)–(12) dibenzperylenes, (13) dibenzpyrene, (14) dinaphtpyrene, (15) tetrabenzheptacene, (16) benzanathtpyrene, (17) dibenzanthanthrene, (18) bisantene, (19) benzanathtpyrene, (20) benzbisantene, (21) dinathteptacene, (22) 1, 2-benzanaphtpyrene, (23) dibenzperylene, (24) dibenzanthanthrene, (25)

coefficients

ZC 0.0120 8.2188 0.90 3.10 0.23 ZD 0.0129 8.2035 0.89 3.13 0.23 BC 0.0023 8.2256 0.89 3.17 0.24 BD 0.0024 8.2110 0.89 3.20 0.24

zC 4.7985 3.7638 0.94 4.44 0.31 zD 4.5947 3.9328 0.94 4.47 0.31 bB 4.2833 3.4563 0.94 4.71 0.32 bC 5.3597 2.4476 0.94 4.52 0.31

xC 4.2636 7.8232 0.87 2.85 0.20 xD 4.2503 7.8231 0.86 2.88 0.20

(eV) <sup>А</sup><sup>1</sup> (eV) <sup>А</sup><sup>0</sup> (eV)

Variation coefficients (%)

Standard deviation

benzperylene, (26) dinaphtpyrene, and (27) tetrabenzheptacen.

Semiconductors containing three and five linear annelated

Semiconductor of bisantene series and anthanthrene

Semiconductors of pyrene

benzene rings and semiconductors of perylene

series

series

22

Organic semiconductor class CCs Coefficients for IP Correlation

Coefficients of dependence (25) for EA by PAH [4, 7].

The dependence of the IP on the chromatic coordinate-Z in the XYZ system for PAH based on three and five linear annular benzene rings and from the perilene series is shown in Figure 7.

The IP and EA values for various organic molecules obtained by the dependence (11) are confirmed by various modifications of quantum DFT and ab initio methods. In addition, the values of IP were estimated by photoelectron spectroscopy. The results are shown in Tables 10 and 11.

From the received results, it follows that the equation is distributed to substances with IP < 9.8 eV, i.e., it covers the majority of organic substances.

Organic semiconductor class Semiconductor

DOI: http://dx.doi.org/10.5772/intechopen.84832

New Results in the Theory and Practical Application of Color

Semiconductors of pyrene series 3,4–8.9-

Semiconductor of bisantene series

and anthanthrene

25

name

3,4-11,12- Dibenzbisantene

3,4–10.11- Dibenzbisantene

1,2-3,4-8,9-10,11- Tetrabenzbisantene

1,2-7,8- Dibenzanthanthrene

Dibenzpyrene

3,4-9,10- Dibenzpyrene

3,4-Benzanaft [2″,3″:8.9]pyrene

3,4-Benzanaft [2″,3″:9,10]pyrene

[2″,3″:9,10]pyrene

1,14-4,5- Dibenzpetacene

5,6-15,16- Dibenzhexacene

1,18-4,5-9,10-13,14- Tetrabenzheptacene

Heterocyclic semiconductors 9-Anthracentiol 0.91 0.93 0.02 2.38

1,3-Ditiolene-2-thione

4,5-Cyclohexeceno-1.3-ditiolene-2 thione

4-Phenyl-1,3 ditiolene-2-thione

Nafto[1,2-b]-1,3 ditiolene-2-thione

4,5-Cyclopenteno-1.2-ditiolene-3 thione

Naft[1<sup>0</sup> ,70 :2,16] hexacene

2,2<sup>0</sup> ;50

Dinaft[2<sup>0</sup> ,30 :3,4]-

Electron affinity, eV

> Acc. to CCs

Bisantene 1.69 1.71 0.02 1.33 1,14-Benzbisantene 1.11 1.18 0.07 6.32

Anthanthrene 1.04 0.92 0.12 11.64

Regular methods

Abs. accuracy, eV

0.88 0.93 0.05 5.44

0.99 0.95 0.04 4.27

0.89 0.97 0.08 9.03

0.95 0.95 0.00 0.02

1.08 1.03 0.04 3.91

1.01 1.02 0.02 1.59

1.02 1.02 0.00 0.36

0.97 1.03 0.06 5.93

1.00 1.01 0.01 0.97

1.10 1.04 0.07 6.02

1.06 1.04 0.03 2.65

1.40 1.40 0.00 0.16

1.02 1.02 0.00 0.15

0.83 0.90 0.07 8.78

0.85 0.91 0.06 7.26

0.94 0.90 0.04 4.23

0.97 0.90 0.07 7.48

1.18 1.12 0.06 5.12

,2"-Tertienil 0.83 0.87 0.05 5.46 2-Tiapyranthion 1.26 1.30 0.04 3.22

Rel. accuracy, %

### Figure 7.

The correlation of the first PI and the color characteristic for the compounds with three and five linear annulary benzene rings and from the perilene series. (1) 2,3-benzpizene, (2) 1,12-2,3-8,9-tribenzperylene, (3) 1,12-2,3-dibenzperylene; (4) anthracene [2<sup>0</sup> ,1<sup>0</sup> :1,2] anthracene; (5) coronene; (6) 2,3–8, 9-dibenzpizene; (7) 3,4-benzpentaphene; (8) pentaphene; (9) perilene; (10) naphtha[2<sup>0</sup> , 3<sup>0</sup> :3, 4]pentaphene; (11) 1,12–0 phenylenperilene; (12) 1,2-benzcoronene; (13) 1,2-3,4-5,6-10,11-tetrabenzanthracene; (14) 2,3-8,9 dibenzpizene; (15) 1,2-7,8-dibenzcoronene; (16) 1,12–0-phenyl-2,3-10,11-dibenzperilene; (17) naphtha [2<sup>0</sup> , 3<sup>0</sup> :1, 2] coronene; (18) 2,3–10, 11-dibenzperylene; (19) 2,3-benzperylene; (20) 1,2-3,4-5,6 tribenzcoronene; (21) anthracene [2<sup>0</sup> , 1<sup>0</sup> ,1, 2]tetraphene; (22) 1,2-benzperylene; (23) 1,2-10,11 dibenzperylene; (24) 1,2-3,4-8,9-10,11-tetrabenzpentazene; (25) 1,2-11,12-dibenzperylene; (26) 1,2-8,9 dibenzpentazene; (27) 1,2-benzpentazene; (28) pentazene; and (29) 1,2-7,8-dibenzpizene.



Figure 7.

Color Detection

[2<sup>0</sup> , 3<sup>0</sup>

24

1,12-2,3-dibenzperylene; (4) anthracene [2<sup>0</sup>

tribenzcoronene; (21) anthracene [2<sup>0</sup>

Semiconductors containing three and five linear annelated benzene rings and semiconductors of

perylene series

The correlation of the first PI and the color characteristic for the compounds with three and five linear annulary benzene rings and from the perilene series. (1) 2,3-benzpizene, (2) 1,12-2,3-8,9-tribenzperylene, (3)

phenylenperilene; (12) 1,2-benzcoronene; (13) 1,2-3,4-5,6-10,11-tetrabenzanthracene; (14) 2,3-8,9 dibenzpizene; (15) 1,2-7,8-dibenzcoronene; (16) 1,12–0-phenyl-2,3-10,11-dibenzperilene; (17) naphtha

:1, 2] coronene; (18) 2,3–10, 11-dibenzperylene; (19) 2,3-benzperylene; (20) 1,2-3,4-5,6-

name

Anthraceno

Anthraceno

1,2-3,4-8,9-10,11- Tetrabenzpentacene

1.2–10.11- Dibenzperylene

1.2–11.12- Dibenzperylene

1,12-2,3- Dibenzperylene

1,12-2,3-8,9- Tribenzperylene

1,2-3,4-5,6- Tribenzcoronene

:1,2]anthracene

:1,2]tetraphene

[2<sup>0</sup> ,10

[2<sup>0</sup> ,10

dibenzperylene; (24) 1,2-3,4-8,9-10,11-tetrabenzpentazene; (25) 1,2-11,12-dibenzperylene; (26) 1,2-8,9-

:1,2] anthracene; (5) coronene; (6) 2,3–8, 9-dibenzpizene;

:3, 4]pentaphene; (11) 1,12–0-

Abs. accuracy, eV

0.73 0.77 0.04 5.75

1.05 1.12 0.06 6.05

1.16 1.20 0.05 4.23

1.09 1.16 0.07 6.36

1.19 1.22 0.03 2.59

0.66 0.72 0.06 9.75

0.73 0.72 0.01 0.92

1.12 1.11 0.01 1.13

Rel. accuracy, %

, 3<sup>0</sup>

,1, 2]tetraphene; (22) 1,2-benzperylene; (23) 1,2-10,11-

Electron affinity, eV

> Acc. to CCs

Pentaphene 0.85 0.78 0.07 8.24

2,3-Benzpicene 0.62 0.70 0.08 12.81

Pentacene 1.19 1.23 0.04 3.36 1,2-Benzpentacene 1.13 1.22 0.09 7.71

1,2-Benzperylene 1.19 1.15 0.04 3.55

Regular methods

,1<sup>0</sup>

dibenzpentazene; (27) 1,2-benzpentazene; (28) pentazene; and (29) 1,2-7,8-dibenzpizene.

(7) 3,4-benzpentaphene; (8) pentaphene; (9) perilene; (10) naphtha[2<sup>0</sup>

, 1<sup>0</sup>

Organic semiconductor class Semiconductor


## Table 10.

Results of determining electron affinity of some organic semiconductors [7].


Thus, it can be concluded that the effects (21)–(25) discovered by us allow us to

estimate the energy levels of quantum systems with sufficient accuracy. This is important for the study of multi-electron systems in molecular electronics and nanotechnology and chemistry such as single molecules, atomic clusters, and highmolecular systems. From here it follows that electronic spectra and color characteristics can be applied to the definition of various characteristics of substances.

Organic semiconductor class Semiconductor

DOI: http://dx.doi.org/10.5772/intechopen.84832

New Results in the Theory and Practical Application of Color

Semiconductors of pyrene series 3,4-8,9-

Semiconductors of pyrene series 3,4-8,9-

name

1,2-3,4-8,9-10,11- Tetrabenzbisantene

1,2-7,8- Dibenzanthanthrene

Dibenzpyrene

Dibenzpyrene

3,4-9,10- Dibenzpyrene

3,4-Benzanaft [2″,3″:8,9]pyrene

3,4-Benzanaft [2″,3″:9,10]pyrene

[2″,3″:9,10]pyrene

1,14-4,5- Dibenzpetacene

5,6-15,16- Dibenzhexacene

1,18-4,5-9,10-13,14- Tetrabenzheptacene

Heterocyclic semiconductors 9-Anthracentiol 7.54 7.49 0.05 0.71

1,3-Ditiolene-2 thione

4,5-Cyclohexeceno-1,3-ditiolene-2 thione

4-Phenyl-1,3 ditiolene-2-thione

Dinaft[2<sup>0</sup> ,30 :3,4]-

Naft[1<sup>0</sup> ,70 :2,16] hexacene

2,2<sup>0</sup> ;50

Results of determining of the first ionization potentials of some organic semiconductors [7].

Table 11.

27

Ionization potential, eV

Anthanthrene 7.24 7.53 0.29 4.06

Acc. to CCs

Regular methods

Abs. accuracy, eV

7.60 7.41 0.19 2.56

7.46 7.46 0.00 0.02

7.14 7.25 0.10 1.44

7.14 7.25 0.10 1.44

7.32 7.28 0.04 0.54

7.29 7.28 0.01 0.13

7.40 7.25 0.14 1.90

7.33 7.31 0.02 0.32

7.08 7.24 0.16 2.28

7.17 7.24 0.07 0.98

6.35 6.36 0.01 0.10

7.29 7.28 0.00 0.07

7.76 7.58 0.18 2.27

7.69 7.54 0.15 1.95

7.48 7.58 0.10 1.29

,2"-Tertienil 7.75 7.64 0.11 1.40 2-Tiapyranthion 6.69 6.60 0.10 1.46

Rel. accuracy, %


Organic semiconductor class Semiconductor

Results of determining electron affinity of some organic semiconductors [7].

Organic semiconductor class Semiconductor

Semiconductors containing three and five linear annelated benzene rings and semiconductors of

Semiconductor of bisantene series

and anthanthrene

26

perylene series

Table 10.

Color Detection

name

4,5-Cyclohexeceno-1,2-ditiolene-3 thione

4,5-Cyclohepteno-1,2-ditiolene-3 thione

> Thiolane-3,4 dithion

> > name

Anthraceno

Anthraceno

1,2-3,4-8,9-10,11- Tetrabenzpentacene

> 1.2–10,11- Dibenzperylene

> 1,2-11,12- Dibenzperylene

> 1,12-2,3- Dibenzperylene

1,12-2,3-8,9- Tribenzperylene

1,2-3,4-5,6- Tribenzcoronene

3,4-11,12- Dibenzbisantene

3,4–10.11- Dibenzbisantene

:1,2]anthracene

:1,2]tetraphene

[2<sup>0</sup> ,10

[2<sup>0</sup> ,10

Electron affinity, eV

Ionization potential, eV

Pentaphene 7.70 7.87 0.17 2.22

2,3-Benzpicene 8.26 8.07 0.19 2.34

Pentacene 6.87 6.77 0.10 1.41 1,2-Benzpentacene 7.01 6.80 0.21 3.01

1,2-Benzperylene 6.87 6.97 0.10 1.48

Bisantene 5.66 5.60 0.05 0.96 1,14-benzbisantene 7.06 6.89 0.17 2.42

Acc. to CCs

Regular methods Acc. to CCs

Regular methods

Abs. accuracy, eV

1.12 1.12 0.00 0.21

1.18 1.13 0.06 4.75

1.01 1.00 0.01 1.47

Abs. accuracy, eV

7.99 7.88 0.10 1.26

7.20 7.04 0.15 2.14

6.95 6.83 0.12 1.72

7.12 6.95 0.17 2.38

6.87 6.79 0.08 1.10

8.16 8.00 0.16 1.92

7.99 8.00 0.02 0.20

7.03 7.06 0.03 0.42

7.61 7.50 0.12 1.53

7.35 7.46 0.10 1.40

Rel. accuracy, %

Rel. accuracy, %

Table 11.

Results of determining of the first ionization potentials of some organic semiconductors [7].

Thus, it can be concluded that the effects (21)–(25) discovered by us allow us to estimate the energy levels of quantum systems with sufficient accuracy. This is important for the study of multi-electron systems in molecular electronics and nanotechnology and chemistry such as single molecules, atomic clusters, and highmolecular systems. From here it follows that electronic spectra and color characteristics can be applied to the definition of various characteristics of substances.
