Dibasic acid diester
A dibasic acid diester and alkyl technology, applied in organic chemistry, lubricating compositions, base materials, etc., can solve the problems that the hydrolysis resistance cannot meet the practical requirements, and achieve the effect of excellent hydrolysis resistance
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reference example 1
[0038] 160.3 g of 2,4-diethyl-1,5-pentanediol (trade name: Kyowa Diol (キヨ-ヮジォ-ル) PD-9, manufactured by Kyowa Oil & Chemical Co., Ltd., purity 93.9%), hydrogenated 156.6 g of potassium (purity 86%), 102.2 g of a paraffin wax mixture with 12 carbon atoms (trade name: Kyowa Sol (キヨ-ヮゾ-ル) C1200-H, manufactured by Kyowa Oil Chemical Co., Ltd.) Heating and stirring were performed at 1 MPa in a 1 L nickel autoclave with a pressure control valve and an electric furnace capable of controlling the temperature. The hydrogen gas produced was measured with a gas meter to track the progress of the reaction. Gas generation was confirmed at around 230°C, and the reaction was continued at 250 to 270°C. From reaching 250°C until 3.5 hours, 89.4L of hydrogen gas was generated, and the reaction was continued for 30 minutes, during which 0.8L of hydrogen gas was generated. The amount of hydrogen gas generated was consistent with the theoretical value, and the reaction rate was 100%. After the re...
Embodiment 1
[0039] Embodiment 1: the synthesis of 2,4-diethylglutaric acid bis(2-ethylhexyl) (compound 1)
[0040]Put 2,4-diethylglutaric acid (92.50g), 2-ethylhexanol (66.00g) and toluene (157.3g) into the reaction flask, after stirring thoroughly, add p-toluenesulfonic acid monohydrate (2.67g), refluxed for 5 hours. Cool to room temperature, neutralize with 0.1% by weight aqueous sodium hydroxide solution, and distill off the solvent at 135° C. under vacuum from the water-washed reaction solution to obtain 146 g of compound 1 (yield: 98.4%). The physical properties of this compound are as follows:
[0041] 1 H-NMR (CDCl 3 , δppm): 3.98(m, 4H), 2.32(m, 2H), 1.94(m, 1H), 1.75(m, 1H), 1.59(m, 4H), 1.28(m, 18H), 0.95(m, 18H)
[0042] IR (cm -1 ): 2972, 2942, 2887(C-H), 1745(C=O), 1465, 1388, 1261, 1163(C-O)
[0043] MS (m / z): 414 (M + )
[0044] Density (kg / m 3 ): 929 (25°C)
[0045] Dynamic viscosity (cSt): 9.47 (40°C), 2.53 (100°C)
Embodiment 2
[0046] Example 2: Synthesis of 2,4-diethylglutaric acid bis[5,7,7-trimethyl-2-(1,3,3-trimethylbutyl)octyl] (compound 2)
[0047] 2,4-diethylglutaric acid (92.06g), 5,7,7-trimethyl-2-(1,3,3-trimethylbutyl) octanol (28.32g) and toluene ( 30.23 g) into the reaction flask, and after fully stirring, p-toluenesulfonic acid monohydrate (1.13 g) was added and refluxed for 4 hours. Cool to room temperature, neutralize with 0.2% by weight aqueous sodium hydroxide solution, and remove 5,7,7-trimethyl-2-(1,3,3 - Trimethylbutyl) octanol to obtain 82.9 g of compound 2 (yield: 79.0%).
[0048] The physical properties of compound 2 are as follows:
[0049] 1 H-NMR (CDCl 3 , δppm): 4.01 (m, 4H), 2.32 (m, 2H), 1.96-1.04 (m, 28H), 0.88 (m, 54H)
[0050] IR (cm -1 ): 2962, 2916, 2887(C-H), 1743(C=O), 1471, 1384, 1233, 1197, 1164(C-O)
[0051] Density (kg / m 3 ): 879 (26°C)
[0052] Dynamic viscosity (cSt): 270 (40°C), 14.3 (100°C)
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