Synthesis, Stability, and Kinetics of Hydrogen Sulfide Release of Dithiophosphates

被引:0
作者
Brown, Eric M. [1 ]
Arachchige, Nimesh P. R. Ranasinghe [1 ]
Paudel, Arjun [1 ]
Bowden, Ned B. [1 ]
机构
[1] Univ Iowa, Dept Chem, Iowa City, IA 52242 USA
关键词
hydrogen sulfide; maize; dithiophosphates; fertilizer; hydrolysis; harvest yield; kinetics; OXIDATIVE STRESS; HEAT TOLERANCE; NITRIC-OXIDE; PHOSPHATE; HYDROLYSIS; H2S; MAIZE; INVOLVEMENT; GLUTATHIONE; MECHANISM;
D O I
10.1021/acs.jafc.1c04655
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
The development of chemicals to slowly release hydrogen sulfide would aid the survival of plants under environmental stressors as well as increase harvest yields. We report a series of dialkyldithiophosphates and disulfidedithiophosphates that slowly degrade to release hydrogen sulfide in the presence of water. Kinetics of the degradation of these chemicals were obtained at 85 degrees C and room temperature, and it was shown that the identity of the alkyl or sulfide group had a large impact on the rate of hydrolysis, and the rate constant varied by more than 10(4)x. For example, using tert-butanol as the nucleophile yielded a dithiophosphate (8) that hydrolyzed 13,750x faster than the dithiophosphate synthesized from n-butanol (1), indicating that the rate of hydrolysis is structure-dependent. The rates of hydrolysis at 85 degrees C varied from a low value of 6.9 x 10(-4) h(-1) to a high value of 14.1 h(-1). Hydrogen sulfide release in water was also quantified using a hydrogen sulfide-sensitive electrode. Corn was grown on an industrial scale and dosed with dibutyldithiophosphate to show that these dithiophosphates have potential applications in agriculture. At a loading of 2 kg per acre, a 6.4% increase in the harvest yield of corn was observed.
引用
收藏
页码:12900 / 12908
页数:9
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