Thermally stable surfactants for oil based drilling fluids
A technology of surfactant, oil-based drilling fluid, applied in the directions of surface active detergent composition, drilling composition, detergent composition, etc., can solve problems such as physical blockage of drilling fluid, drilling blockage, etc.
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[0083] The following examples demonstrate one or more additional features of the disclosure previously described. It should be understood that these examples are not intended to limit the scope of the disclosure or the appended claims in any way.
[0084] Experimental procedure:
[0085] Chemicals were used without further purification unless otherwise stated. Tetrahydrofuran (THF) was distilled off before use. Nuclear magnetic resonance (NMR) spectra were recorded on a Varian-Mercury 500 MHz spectrometer operated at ambient probe temperature. Chemical shifts δ are given in parts per million (ppm) and are referenced to an external standard tetramethylsilane (TMS).
example 1
[0086] Example 1: General procedure for the preparation of polyethylene glycol amides according to formula (IV):
[0087] Method A 1 . To a flask equipped with a Dean-Stark trap (with reflux condenser on top) was added palmitic acid (5 g, 19.49 mmol), boric acid (0.06 g, 0.97 mmol) and toluene (57 mL). To the stirred reaction mixture, a portion of n-butylamine (2.10 mL, 21.44 mmol) was added. The reaction mixture was heated at reflux overnight. The mixture was allowed to cool to room temperature, and then poured into hexane with stirring, causing immediate precipitation of a solid, which was filtered off and washed with hexane to afford the desired amide (4.92 g, 15.79 mmol, 81% ).
[0088] Method B 1 .Oxalyl chloride (3.59ml) was added to a solution of palmitic acid (0.50g, 1.94mmol) in toluene (14mL) and the mixture was refluxed for 4 hours. The solvent was removed, and the residue was dissolved in toluene (10 mL). Triethylamine (3.5 mL, 25 mmol) and n-butylamine (0.57...
example 2
[0090] Example 2: General procedure for the preparation of polyethylene glycol amides according to formulas (I) and (II):
[0091] For example, according to formula (IV) (method B 1 ) from polyethylene glycol carboxylic acid (0.2 g, 0.13 mmol) and n-octylamine (0.04 mL) using oxalyl chloride (0.48 mL, 2.87 mmol) and triethylamine (0.55 mL, 3.92 mmol) as described for the amide of , 0.26 mmol) to prepare polyethylene glycol n-octylamide. Polyethylene glycol n-octylamide was obtained in 73% yield (0.16 g, 0.09 mmol).
[0092] 1 H NMR (400MHz, CDCl 3 ):δ=8.06(br,2H,2NH),4.18(s,4H,2CH 2 CO),3.67-3.65(m,128H,(CH 2 CH 2 O) 32 ),2.99-2.95(m,4H,2CH 2 NH),1.78-1.74(m,4H,2CH 2 CH 2 NH),1.34-1.22(m,20H,2(CH 2 ) 5 CH 3 ),0.90-0.85(m,6H,2CH 2 CH 3 ). 13 C NMR (100MHz, CDCl 3 ):δ=172.30(CO),71.20(COCH 2 ), 70.61 (OCH 2 CH 2 O), 40.16 (CH 2 NH), 31.75 (CH 2 ), 29.08 (CH 2 ), 29.01 (CH 2 ),27.67(CH 2 ),26.60(CH 2 ), 22.61 (CH 2 ), 14.10 (CH 3 ).
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