Synthesis of novel polyarylates based adamantane via phase transfer catalysis
Polymers containing adamantane moieties are a kind of high performance materials.This work concentrates primarily on the synthesis and properties of polyarylates based adamantane.New adamantylhydroxybenzene monomers, 4-(1-adamantyl)-1,3-benzenediol(ADRL) and 1,3-bis(4-hydroxyphenyl) adamantane (BHAD) were synthesized from adamantane and characterized by means of IR, 1H NMR, 13C NMR and elemental analysis.Novel polyarylates (P1,P2) were synthesized from terephthalyl chloride and ADRL, BHAD as diphenols by aqueous/organic two-phase interfacial polycondensation, using benzyltriethylammonium chloride as phase transfer catalyzer.The synthesized polyarylates containing adamantane moieties were amorphous, and dissolved in a variety of solvents such as DMSO, NMP, DMF and DEC.The thermal properties were measured by DSC and TG.The results showed that glass transition temperatures were respectively 214℃(P1) and 189℃(P2).The 10% mass loss temperatures of polyarylates were above 400℃.Investigation of reaction conditions revealed that BHAD was easier to dissolve in sodium hydroxide solution and obtain high molecular weight polyarylates than ADRL under the same conditions.Inherent viscosities were measured in NMP at 30℃.The maximum inherent viscosities of P1 and P2 were 43 ml·g-1 and 76 ml·g-1, respectively.