Effect of Light Source on the Photocatalytic Performance of Dihydroxynaphthalene by Water-soluble Sulfonated Porphyrins

doi:10.7503/cjcu20200727

Abstract

Abstract:

Water-soluble sulfonated porphyrins（TPPS， TMPPS and FeTPPS） were synthesized. Taking hydrogen peroxide as the oxidant and iodine-tungsten lamp as the light source， these porphyrins can photo-catalyze the oxidation of 1，5-dihydroxynaphthalene efficiently， the product is 5-hydroxy-1，4-naphthalene-diquinone. The fluorescence quantum yield and lifetime were measured， and the catalytic mechanism was analyzed. The effect of light sources under different wavelength range（350―650 nm） and power range（0―20 W） on the photo-catalytic activities by different porphyrins were investigated. It is shown that light sources with different wave bands have a certain effect on the photocatalytic performance of porphyrin catalysts. The order of the reactant conversion rate is： λ_380―385>λ_360―370>λ_580―585>λ_620―630>λ_492―577>λ_450―470， which has close correlation with the ultraviolet-visible absorption of porphyrins. For free base porphyrins， when the same wavelength band of the light source was used， the reaction rate constants show fine linear relation with the power of the light source. For iron porphyrin FeTPPS， because of its photolysis， its catalytic activities are greatly depending on the catalyst stabilities at different power of the light sources.

Key words: Porphyrin, 1, 5-Dihydroxynaphthalene, meso-Tetrakis-（4-methoxyphenyl-3-surfophenyl）-porphine iron（Ⅲ） chloride, Photolysis

CLC Number:

O644

TrendMD:

ZHU Qichen, XIONG Ming, TAO Siyu, TANG Siwei, REN Qizhi. Effect of Light Source on the Photocatalytic Performance of Dihydroxynaphthalene by Water-soluble Sulfonated Porphyrins[J]. Chem. J. Chinese Universities, 2021, 42(6): 1933.

Figures/Tables 15

References 28

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Elemental analysis(%)		Mass spectrum, m/z	¹H NMR(CDCl₃, TMS), δ
C	H	Mass spectrum, m/z	¹H NMR(CDCl₃, TMS), δ
69.11(68.96)^*	3.55(3.45)^*	173[M-1]^-	6.95(2H, s, H?2, 3), 7.30(1H, d, H?6), 7.63(2H, m, H?7,8), 11.90(1H, s, —OH)

Elemental analysis(%)		Mass spectrum, m/z	¹H NMR(CDCl₃, TMS), δ
C	H	Mass spectrum, m/z	¹H NMR(CDCl₃, TMS), δ
69.11(68.96)^*	3.55(3.45)^*	173[M-1]^-	6.95(2H, s, H?2, 3), 7.30(1H, d, H?6), 7.63(2H, m, H?7,8), 11.90(1H, s, —OH)

Entry	Catalyst	λ/nm	Power/W	Reaction time/min	Conversion(%)	10³k^*_obs/s^-1	R²
1	TPPS	340—2500	100	90	92.3	80.7	0.995
2	TMPPS	340—2500	100	90	95.4	64.6	0.997
3	TMPPS	360—370	10	60	19.7	3.66	0.999
4		380—385	10	60	37.9	7.91	0.999
5		450—470	10	60	4.2	0.702	0.991
6		492—577	10	60	5.8	1.02	0.974
7		580—585	10	60	10.4	2.01	0.987
8		620—630	10	60	7.4	1.39	0.990
9	TMPPS	360—370	5	90	10.4	1.20	0.999
10			10	90	28.0	3.66	1.000
11			15	90	35.9	4.91	0.999
12			20	90	47.9	7.37	0.999
13		380—385	5	90	25.9	3.35	0.999
14			10	90	50.2	7.91	0.999
15			15	90	64.5	11.6	0.999
16			20	90	75.0	15.6	0.999
17	FeTPPS	380—385	5	120	10.4	3.65	0.957
18			10	120	28.1	4.67	0.995
19			15	120	35.9	5.43	0.992
20			20	120	47.9	6.44	0.966

Entry	Catalyst	λ/nm	Power/W	Reaction time/min	Conversion(%)	10³k^*_obs/s^-1	R²
1	TPPS	340—2500	100	90	92.3	80.7	0.995
2	TMPPS	340—2500	100	90	95.4	64.6	0.997
3	TMPPS	360—370	10	60	19.7	3.66	0.999
4		380—385	10	60	37.9	7.91	0.999
5		450—470	10	60	4.2	0.702	0.991
6		492—577	10	60	5.8	1.02	0.974
7		580—585	10	60	10.4	2.01	0.987
8		620—630	10	60	7.4	1.39	0.990
9	TMPPS	360—370	5	90	10.4	1.20	0.999
10			10	90	28.0	3.66	1.000
11			15	90	35.9	4.91	0.999
12			20	90	47.9	7.37	0.999
13		380—385	5	90	25.9	3.35	0.999
14			10	90	50.2	7.91	0.999
15			15	90	64.5	11.6	0.999
16			20	90	75.0	15.6	0.999
17	FeTPPS	380—385	5	120	10.4	3.65	0.957
18			10	120	28.1	4.67	0.995
19			15	120	35.9	5.43	0.992
20			20	120	47.9	6.44	0.966

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