85604-74-6Relevant academic research and scientific papers
Synthesis and characterization of highly fluorinated poly(phthalazinone ether)s based on AB-type monomers
Li, Xiuhua,Gao, Yan,Long, Qiang,Hay, Allan S.
, p. 1761 - 1770 (2014/05/20)
Four different fluorinated methyl- and phenyl-substituted 4-(4-hydroxyphenyl)-2-(pentafluorophenyl)-phthalazin-1(2H)-ones, AB-type phthalazinone monomers, have been successfully synthesized by nucleophilic addition-elimination reactions of methyl- and phenyl-substituted 2-((4-hydroxy)benzoyl)benzoic acid with 1-(pentafluorophenyl)hydrazine. Under mild reaction conditions, the AB-type monomers underwent self-condensation polymerization reactions successfully and gave fluorinated poly(phthalazinone ether)s with high molecular weights. Detailed structural characterization of the AB-type monomers and fluorinated polymers was determined by 1H NMR, 19F NMR, FTIR, and GPC. The solubility, thermal properties, mechanical properties, water contact angles, and optical absorption of the polymers were evaluated. The polymers had high Tgs varying from 337 to 349 °C and decomposition temperatures (Td, 25 wt %) above 409 °C. Tough, flexible films were cast from THF and chloroform solutions. The films showed excellent tensile strengths ranging from 70 to 85 MPa with good hydrophobicities with water contact angles higher than 95.5 °C. The polymers had absorption edges below 340 nm and very low absorbance per cm at higher wavelengths 500-2500 nm. These results indicate that the polymers are promising as high performance materials, for example, membranes and hydrophobic materials.
Synthesis and Reactivity of 2-Aroylbenzoic Acid, III. 2-(4-Hydroxy-3,5-dimethylbenzoyl)benzoic Acid
Ruminski, Jan K.
, p. 970 - 979 (2007/10/02)
Friedel-Crafts 2-carboxybenzoylation of 2,6-xylenol with phthalic anhydride resulted in the formation of a new p-acylphenol type compound: 2-(4-hydroxy-3,5-dimethylbenzoyl)benzoic acid (1) (74percent yield).Similar reactions of 2,6-xylenol with tetrabromo- and tetrachlorophthalic anhydride gave the benzoic acid derivatives 13 and 14, respectively.Another practical and efficient (93percent) method for preparation of compound 1 was semi-Stieglitz rearrangement of the known 3,3-bis(4-hydroxy-3,5-dimethylphenyl)phthalide (9).Reactions of the acid 1 have been investigated, leading to its derivatives 2 - 12.
