Theoretical Study on the Second-order Nonlinear Optical Properties of a Porphyrin-o-Carborane-Boron-dipyrromethene Triad Compound†

doi:10.7503/cjcu20180851

Abstract

Abstract:

The calculations of geometric structures, electronic absorption spectra, second-order nonlinear optical(NLO) properties of porphyrin-o-carborane-boron-dipyrromethene(BODIPY) triad were carried out by density functional theory(DFT). The results show that the static first hyperpolarizability(β_tot) of the V-shaped compound is larger than that of the linear-shaped compound, and the β_tot values can be enhanced by extending π-conjugate bridge. The analysis of electron density difference maps can be seen that the charge transfer pattern of the oxidized/reduced species have changed, which lead to the second-order NLO properties have significantly varied. The investigation of the frequency-dependent first hyperpolarizability shown that less dispersion effect at restrictive frequency region for all of the compounds. Therefore, second-order NLO properties can be effectively modulated by extending π-conjugate bridge and oxidized/reduced reactions.

Key words: Boron-dipyrromethene(BODIPY) triad compound, Redox, Nonlinear optical property, Density functional theory

CLC Number:

O641

TrendMD:

KANG Huimin,WANG Hongqiang,WANG Huiying,WU Lixin,QIU Yongqing. Theoretical Study on the Second-order Nonlinear Optical Properties of a Porphyrin-o-Carborane-Boron-dipyrromethene Triad Compound^†[J]. Chem. J. Chinese Universities, 2019, 40(5): 965.

Figures/Tables 10

References 32

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Compound	d(C1—C2)/ nm	d(C1—C3)/ nm	d(C2—C4)/ nm	d(Zn—N_mean)/ nm	d(B—N1)/ nm	d(B—N2)/ nm	d(B—F1)/ nm	d(B—F2)/ nm
1	0.1217	0.1424	0.1424	0.2070	0.1557	0.1557	0.1394	0.1394
1⁺	0.1217	0.1420	0.1423	0.2076	0.1561	0.1561	0.1389	0.1389
1^-	0.1221	0.1418	0.1418	0.2076	0.1549	0.1549	0.1404	0.1404
2	0.3160	0.1516	0.1516	0.2070	0.1558	0.1558	0.1394	0.1394
2⁺	0.3155	0.1515	0.1516	0.2075	0.1561	0.1561	0.1389	0.1389
2^-	0.3169	0.1514	0.1515	0.2076	0.1549	0.1549	0.1404	0.1404
3	0.1748	0.1508	0.1509	0.2069	0.1558	0.1558	0.1394	0.1393
Exp.^[25]	0.1708	0.1510	0.1509	0.2062	0.1542	0.1524	0.1439	0.1393
3⁺	0.1737	0.1510	0.1510	0.2076	0.1562	0.1560	0.1391	0.1388
3^-	0.2343	0.1466	0.1471	0.2073	0.1553	0.1553	0.1399	0.1399
4	0.1759	0.1506	0.1507	0.2070	0.1558	0.1558	0.1394	0.1394
4⁺	0.1760	0.1507	0.1506	0.2076	0.1561	0.1560	0.1391	0.1389
4^-	0.2325	0.1469	0.1468	0.2072	0.1553	0.1553	0.1398	0.1398

Compound	d(C1—C2)/ nm	d(C1—C3)/ nm	d(C2—C4)/ nm	d(Zn—N_mean)/ nm	d(B—N1)/ nm	d(B—N2)/ nm	d(B—F1)/ nm	d(B—F2)/ nm
1	0.1217	0.1424	0.1424	0.2070	0.1557	0.1557	0.1394	0.1394
1⁺	0.1217	0.1420	0.1423	0.2076	0.1561	0.1561	0.1389	0.1389
1^-	0.1221	0.1418	0.1418	0.2076	0.1549	0.1549	0.1404	0.1404
2	0.3160	0.1516	0.1516	0.2070	0.1558	0.1558	0.1394	0.1394
2⁺	0.3155	0.1515	0.1516	0.2075	0.1561	0.1561	0.1389	0.1389
2^-	0.3169	0.1514	0.1515	0.2076	0.1549	0.1549	0.1404	0.1404
3	0.1748	0.1508	0.1509	0.2069	0.1558	0.1558	0.1394	0.1393
Exp.^[25]	0.1708	0.1510	0.1509	0.2062	0.1542	0.1524	0.1439	0.1393
3⁺	0.1737	0.1510	0.1510	0.2076	0.1562	0.1560	0.1391	0.1388
3^-	0.2343	0.1466	0.1471	0.2073	0.1553	0.1553	0.1399	0.1399
4	0.1759	0.1506	0.1507	0.2070	0.1558	0.1558	0.1394	0.1394
4⁺	0.1760	0.1507	0.1506	0.2076	0.1561	0.1560	0.1391	0.1389
4^-	0.2325	0.1469	0.1468	0.2072	0.1553	0.1553	0.1398	0.1398

Compound	Functional	β_x/a.u.	β_y/a.u.	β_z/a.u.	β_tot/a.u.
1	ωB97XD	-1007.03	0	0	1007.03
	M06-2X	-1608.93	0	0	1608.93
2	ωB97XD	138.90	-11.58	-46.30	150.48
	m06-2X	-243.08	-23.15	-46.30	243.08
3	ωB97XD	-300.95	2754.85	-347.25	2801.15
	M06-2X	-601.90	2963.20	-381.98	3044.23
4	ωB97XD	-219.93	3842.90	0	3854.48
	M06-2X	-578.75	4305.90	0	4340.63

Compound	Functional	β_x/a.u.	β_y/a.u.	β_z/a.u.	β_tot/a.u.
1	ωB97XD	-1007.03	0	0	1007.03
	M06-2X	-1608.93	0	0	1608.93
2	ωB97XD	138.90	-11.58	-46.30	150.48
	m06-2X	-243.08	-23.15	-46.30	243.08
3	ωB97XD	-300.95	2754.85	-347.25	2801.15
	M06-2X	-601.90	2963.20	-381.98	3044.23
4	ωB97XD	-219.93	3842.90	0	3854.48
	M06-2X	-578.75	4305.90	0	4340.63

Compound	λ/nm	E_gm/eV	f_os	Main transition^a
1	553.6(506)^b	2.24	0.1087	H-1→L+2(32%), H→L+1(67%)
	420.0(424)^b	2.95	2.0288	H-1→L+2(45%), H→L+1(23%), H→L+3(25%)
2	548.7	2.26	0.0346	H-1→L+1(37%), H→L+2(63%)
	404.9	3.06	1.9836	H-1→L+2(63%), H→L+1(34%)
3	551.4(506)^b,(548.6)^c	2.25	0.0610	H-1→L+2(34%), H→L+1(65%)
	408.8(424)^b,(385)^c	3.03	1.6190	H-1→L+2(56%), H→L+1(30%), H→L+3(11%)
4	552.1	2.25	0.0774	H-1→L+2(34%), H→L+1(66%)
	414.7	2.99	1.3802	H-1→L+2(39%), H→L+1(21%), H→L+3(33%)