Metal salt of alicyclic dicarboxylic acid having excellent dispersibility in polyolefin resin, production method for said metal salt of alicyclic dicarboxylic acid, crystal nucleator for polyolefin resin containing said metal salt of alicyclic dicarboxylic acid, crystal nucleator composition containing said crystal nucleator, polyolefin resin composition, and polyolefin resin molded article
A technology of polyolefin resin and crystallization nucleating agent, which is applied in the direction of carboxylate preparation, carboxylate preparation, carboxylic anhydride preparation, etc., can solve the problem that the crystallization nucleating agent is not easy to exert sufficient effect, and shorten the molding cycle , Excellent effect, Excellent effect of dispersibility
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Embodiment 1
[0171] Charge maleic anhydride 196g, p-tert-butylcatechol 500ppm as a radical polymerization inhibitor and diphenyl sulfide 500ppm as a polymerization inhibition improver (polymerization inhibition improver) in a pressure-resistant autoclave, and place it at 50 After melting under heating at ~55° C., the inside of the system was replaced with nitrogen gas containing 0.06% by volume of oxygen while stirring. Then, 140 g of isoprene (conjugated diene compound) was continuously added at 50 to 55° C. over 6 hours, and a Diels-Alder reaction was further performed at 70° C. for 1 hour. After completion of the reaction, volatile components were removed by distillation at 85° C. under normal pressure and then under reduced pressure to obtain 332 g of 4-methyl-4-cyclohexene-1,2-dicarboxylic anhydride.
[0172] Next, 100 g of the 4-methyl-4-cyclohexene-1,2-dicarboxylic anhydride obtained above and 0.2 g of a palladium catalyst (palladium 5% / aluminum oxide 95%) were charged into a pressu...
Embodiment 2
[0176] The 4-methylcyclohexane-1, 2- dicarboxylic anhydride obtained in Example 1 was distilled at 120 degreeC under reduced pressure, and 20 g of low boiling point fractions were distilled off. Gas chromatography analysis and NMR analysis confirmed 4-methylcyclohexane-1,2-dicarboxylic anhydride in which the molar ratio of the cis isomer of the obtained low boiling point fraction was 99%.
[0177] Next, 50 ml of water and 6.1 g (0.08 mol) of calcium hydroxide were charged into a four-necked flask equipped with a stirring device and a thermometer, and stirred at room temperature to form a slurry. To the obtained slurry, 13.6 g (0.08 mol) of the 4-methylcyclohexane-1,2-dicarboxylic anhydride obtained above was added, heated to 50° C., stirred for 5 hours, and reacted. After the reaction was finished, the slurry was filtered out, washed with a sufficient amount of water, and then dried under reduced pressure overnight at 140° C. to obtain 4-methylcyclohexane-1,2-dicarboxylic acid...
Embodiment 3
[0179] The molar ratio of the cis isomer obtained in Example 1 is 85% of 4-methylcyclohexane-1,2-dicarboxylic anhydride and the molar ratio of the cis isomer obtained in Example 2 4-methylcyclohexane-1,2-dicarboxylic anhydride with a ratio of 99% was mixed at a ratio of 36 / 64 to prepare 4-methylcyclohexane- 1,2-dicarboxylic acid anhydride.
[0180] Next, 50 ml of water and 6.1 g (0.08 mol) of calcium hydroxide were charged into a four-necked flask equipped with a stirring device and a thermometer, and stirred at room temperature to form a slurry. To the obtained slurry, 13.6 g (0.08 mol) of the 4-methylcyclohexane-1,2-dicarboxylic anhydride obtained above was added, heated to 50° C., stirred for 5 hours, and reacted. After the reaction was finished, the slurry was filtered out, washed with a sufficient amount of water, and then dried under reduced pressure overnight at 140° C. to obtain 4-methylcyclohexane-1,2-dicarboxylic acid calcium salt ( Compound 3) 15.9 g. It was conf...
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