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Citation: REN Yuan-Lin, CHENG Bo-Wen, ZHANG Jin-Shu. Synthesis and Fire Retardance of N,N'-Bis(2-thio-5,5-dimethyl-1,3,2-dioxaphosphorinane) ethane[J]. Chinese Journal of Applied Chemistry, ;2007, 24(11): 1314-1317. shu

Synthesis and Fire Retardance of N,N'-Bis(2-thio-5,5-dimethyl-1,3,2-dioxaphosphorinane) ethane

1.
Tianjin Municipal Key Laboratory of Fiber Modification and Functional Fiber, Tianjin Polytechnic University, Tianjin 300160

Corresponding author: REN Yuan-Lin,
Received Date: 8 November 2006
Available Online: 26 January 2007

A novel phosphorus, nitrogen and sulfur containing fire retardant, N,N'-bis(2-thio-5,5-dimethyl-1,3,2-dioxaphosphorinane) ethane(DDPSN) was synthesized by reacting neopentyl glycol with thiophosphoryl chloride to get 2-thio-2-chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane(DDSP), which was then reacted with ethylenediamine. The title compound was characterized by elemental analysis, IR, ¹H NMR and MS. The thermal properties of the title compound were researched by TG, and the factors that influence the yield of DDPSN, such as molar ratio, acid acceptor, reaction temperature, were also studied. The results show that the structure of the product was consistent with what we anticipated. The initial thermal decomposition temperature was over 290℃, and at 1 000℃, there was 24.5% char residue left, indicating that the title compound has a good thermal stability and a char forming capability. The yield of DDSP was 85% when the molar ratio of neopentyl glycol to thiophosphoryl chloride was 1.75:1, and the yield of DDPSN was 89% when the molar ratio of DDSP to ethylenediamine was 1:1.25. 4-Dimethylaminopyridine(DMAP) was a better acid acceptor than pyridine and triethylamine, and when the mass amount of DMAP was 1% that of neopentyl glycol, the yield of DDPSN was up to 92%. The optimal reaction temperature was 0~5℃. The fire retarded viscose film with 18% DDPSN exhibited a limited oxygen index(LOI) of 28%, indicating that DDPSN is a fire retardant with good char forming capability. The scanning electron micrographs(SEM) of the char produced from burnt fire retarded viscose film showed that the surface of the char had many lump pulp, and the section of the char had honeycomb structure, which indicated that the fire retardant is intumescent.
- neopentyl glycol,
- thiophosphoryl chloride,
- DDPSN,
- char forming capability,
- fire retardance
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