Functional fluid compositions containing epoxide acid scavengers
A functional fluid and epoxy technology, applied in lubricating compositions, compounds of Group 5/15 elements of the periodic table, organic chemistry, etc., can solve the problems of undisclosed or mentioned carboxylic acids, increased carboxylic acid content, Problems such as reduced fluid life
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Embodiment 1
[0065] Preparation of EOH
[0066] A. Synthesis of 2-ethylhexyl tosylate
[0067] 78g (0.60mol) of 2-ethylhexyl alcohol and 170mL of pyridine were added to a 500mL round bottom flask equipped with a stirring bar, and the mixture was cooled to 0°C. Tosyl chloride (120.8 g, 0.63 mol) was slowly added to the above mixture at 0-5°C. The reaction was carried out for three hours. The reaction mixture was poured into 1.2 L of HCl solution (1 M), extracted with chloroform (3 x 200 mL), washed with water (3 x 200 mL), and dried over sodium sulfate. The organic layer was evaporated and the residue was vacuum distilled to give 2-ethylhexyl tosylate.
[0068] B. Synthesis of 3-(2-ethylhexyloxymethyl)cyclohexene
[0069] A 500 mL round bottom flask equipped with a mechanical stirrer was charged with 33.6 g (0.30 mol) of cyclohexene-1-methanol and 260 mL of DMSO. Sodium hydroxide (8.43 g, 95% purity; 0.334 mol) was slowly added to the above mixture in an ice bath over 40 minutes. Afte...
Embodiment 2
[0079] Preparation of BOCH
[0080] A. Synthesis of 3-benzyloxymethylcyclohexene
[0081] A 500 mL round bottom flask equipped with a mechanical stirrer was charged with 19.8 g (0.177 mol) of cyclohexene-1-methanol and 150 mL of DMSO. Sodium hydroxide (4.90 g, 95% purity; 0.194 mol) was slowly added to the above mixture in an ice bath over 20 minutes. After the above mixture was reacted at room temperature for 1 hour, 30.2 g (0.177 mol) of benzyl bromide was slowly added to the above mixture within 15 minutes. The reaction was carried out at 60°C for another 2 hours, the reaction mixture was cooled to room temperature, water (200 mL) was added, followed by extraction with chloroform (3 x 200 mL), washing with water (2 x 250 mL), and drying over sodium sulfate. The solvent was evaporated and the residue was distilled to give pure product.
[0082] 1 H NMR (CDCl 3 ): 7.28 (5H, Ph), 5.56 (2H, CH 2 Ph), 4.50 (2H, 2CH), 3.37 (2H, CH 2 O),
[0083] 1.68-2.20 (7H, ring CH 2 ...
Embodiment 3
[0094] Preparation of DOCH
[0095] A. Synthesis of 3-cyclohexene-1-methanol tosylate
[0096] Add 67.2g (0.60mol) of 3-cyclohexene-1-methanol and 170mL of pyridine into a 500mL round bottom flask equipped with a stirring bar. The mixture was cooled to 0°C. Tosyl chloride (120.8 g, 0.63 mol) was slowly added to the above mixture at 0-5°C. The reaction was carried out for three hours. The reaction mixture was poured into 1.2L HCl solution (1 M), extracted with chloroform (3 x 200 mL), washed with water (3 x 200 mL), and dried over sodium sulfate. The solvent was evaporated and the residue was distilled in vacuo to give the tosylate.
[0097] B. Synthesis of 3-decyloxymethylcyclohexene
[0098] A 500 mL round bottom flask equipped with a mechanical stirrer was charged with 23.7 g (0.15 mol) of decanol and 150 mL of DMSO. Sodium hydroxide (4.22 g, 95% purity; 0.167 mol) was slowly added to the above mixture in an ice bath over 20 minutes. After the above mixture was reacte...
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