CN107304160A - A kind of biomass alcohol ether and preparation method thereof and drilling fluid - Google Patents
A kind of biomass alcohol ether and preparation method thereof and drilling fluid Download PDFInfo
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- CN107304160A CN107304160A CN201610243688.5A CN201610243688A CN107304160A CN 107304160 A CN107304160 A CN 107304160A CN 201610243688 A CN201610243688 A CN 201610243688A CN 107304160 A CN107304160 A CN 107304160A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/04—Saturated ethers
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/02—Well-drilling compositions
- C09K8/04—Aqueous well-drilling compositions
- C09K8/14—Clay-containing compositions
- C09K8/18—Clay-containing compositions characterised by the organic compounds
- C09K8/22—Synthetic organic compounds
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Abstract
The invention provides a kind of biomass alcohol ether, with the structure shown in Formulas I, in Formulas I, n is that 10~20, R is alkyl.The invention provides a kind of preparation method of biomass alcohol ether, including：In the presence of catalyst, biomass alcohol, alkyl reagent and alkali compounds are reacted, biomass alcohol ether is obtained.The invention provides a kind of drilling fluid, including the biomass alcohol ether described in above-mentioned technical proposal.The biomass alcohol ether that the present invention is provided has excellent inhibition, lubricity, viscosity-temperature characteristics, hydrolytic stability and biodegradable, can be used as the basal liquid of biomass synthetic base drilling fluid.The preparation method for the biomass alcohol ether that the present invention is provided, reaction yield is high, good product quality, and this preparation method technique is easy, mild condition, and preparation process is nontoxic, efficient, environmental protection, can be applied in catalyst etherifying reaction.
Description
Technical field
The present invention relates to technical field of petroleum industry, more particularly to a kind of biomass alcohol ether and preparation method thereof
And drilling fluid.
Background technology
Synthetic base drilling fluid combines water base and oil base drilling fluid advantage, is mainly used in sea and some are quick
The drilling well project in perceptual region.Base fluid in drilling fluid is also referred to as continuous phase, be make drilling fluid it is main into
Point, its performance indications decides most performance indications of drilling fluid, such as flash-point, viscosity, freezing point
With bio-toxicity etc..However, currently used for mainly mineral oil, the alkene that prepare synthetic base drilling fluid base fluid
, there is certain environmental toxicity, and biological degradability in the chemical products such as hydrocarbon, alkylbenzene, linear paraffin
Can be poor, it has been restricted in the application of some environmentally sensitive areas.With national requirements for environmental protection increasingly
Strictly, develop the drilling fluid of environment-friendly type, the green drilling fluid base fluid of exploitation, have become drilling fluid research and
The Main way of application.
At present, in the market is badly in need of the drilling wells such as a kind of inhibition, lubricity, viscosity-temperature characteristics, hydrolytic stability
Liquid good performance indexes and biodegradable product.
The content of the invention
In view of this, it is an object of the invention to provide a kind of biomass alcohol ether and preparation method thereof and drilling well
Liquid, the biomass alcohol ether that provides of the present invention at the same have preferable inhibition, lubricity, viscosity-temperature characteristics,
Hydrolytic stability and biodegradable.
The invention provides a kind of biomass alcohol ether, with the structure shown in Formulas I：
In Formulas I, n is that 10~20, R is that carbon number is 1~10 alkyl.
It is preferred that, in the Formulas I, n is 12~18.
It is preferred that, in the Formulas I, n is 13,15 or 17.
It is preferred that, in the Formulas I, R is the alkyl that carbon number is 1~5.
In the present invention, the biomass alcohol ether includes saturation long chain fatty groups and alkyl ether in structure
Group, without unsaturated bond (ester bond and carbon-carbon double bond), with good inhibition, lubricity, glues
Temperature characteristics, hydrolytic stability and biodegradable.
The invention provides a kind of preparation method of the biomass alcohol ether described in above-mentioned technical proposal, including：
In the presence of catalyst, biomass alcohol, alkyl reagent and alkali compounds are reacted, obtained
To biomass alcohol ether；
The biomass alcohol is the alcohol compound that carbon number is 11~21；
Alkyl number in the alkyl reagent is 1~10.
It is preferred that, the biomass alcohol is tetradecyl alchohol, hexadecanol or octadecyl alcolol.
It is preferred that, the alkyl reagent be chloroethanes, chloropropane, chlorobutane, bromoethane, N-Propyl Bromide,
NBB, dimethyl suflfate, dithyl sulfate, dimethyl carbonate or diethyl carbonate.
It is preferred that, the catalyst is polyethylene glycol or TBAB.
It is preferred that, the alkali compounds is alkali metal hydroxide.
The biomass alcohol ether that the method that the present invention is provided is prepared is while have good inhibition, lubrication
Property, viscosity-temperature characteristics, hydrolytic stability and biodegradable.In addition, the biomass that the present invention is provided
The preparation method of alcohol ether, reaction yield is high, good product quality, and this preparation method technique is easy, condition
Gently, preparation process is nontoxic, efficient, environmental protection, can be applied in catalyst etherifying reaction.
The invention provides a kind of drilling fluid, including the biomass alcohol ether described in above-mentioned technical proposal.
The biomass alcohol ether described in drilling fluid techniques described above scheme that the present invention is provided is this as base fluid
Drilling fluid has good inhibition, lubricity, viscosity-temperature characteristics, hydrolytic stability and can be biological simultaneously
Degradability.
Embodiment
The technical scheme in the embodiment of the present invention will be clearly and completely described below, it is clear that institute
The embodiment of description is only a part of embodiment of the invention, rather than whole embodiments.Based on this hair
Embodiment in bright, those of ordinary skill in the art it is improved or retouching all other example, belong to
The scope of protection of the invention.
The invention provides a kind of biomass alcohol ether, with the structure shown in Formulas I：
In Formulas I, n is that 10~20, R is that carbon number is 1~10 alkyl.
In the present invention, the biomass alcohol ether is a kind of light yellow liquid, and it is the life with natural origin
Material alcohol be raw material, the class low viscosity lipophile alcohol ether material synthesized by alkyl etherified modification, its
There is no unsaturated bond (ester bond and carbon-carbon double bond) in structure, thus with excellent inhibition, lubricity,
Viscosity-temperature characteristics, hydrolytic stability and biodegradable, these characteristics make biomass alcohol ether can be used as life
The base fluid of material synthetic base drilling fluid.
In the present invention, n is preferably 12~18 in the Formulas I, more preferably 13,15 or 17.At this
In invention, in the Formulas I R be preferably carbon number be 1~5 alkyl, more preferably methyl, ethyl,
Propyl group or butyl.In the present invention, the biomass alcohol ether can for tetradecyl alchohol methyl ether (have Formulas I structure,
Wherein n be 13, R be methyl), tetradecyl alchohol ether (have Formulas I structure, wherein n be 13, R be
Ethyl), tetradecyl alchohol propyl ether (have Formulas I structure, wherein n be 13, R be propyl group), tetradecyl alchohol fourth
Ether (have Formulas I structure, wherein n be 13, R be butyl), hexadecanol methyl ether (have Formulas I structure,
Wherein n be 15, R be methyl), hexadecanol ether (have Formulas I structure, wherein n be 15, R be
Ethyl), hexadecanol propyl ether (have Formulas I structure, wherein n be 15, R be propyl group), hexadecanol fourth
Ether (have Formulas I structure, wherein n be 15, R be butyl), octadecyl alcolol methyl ether (have Formulas I structure,
Wherein n be 17, R be methyl), octadecyl alcolol ether (have Formulas I structure, wherein n be 17, R be
Ethyl), octadecyl alcolol propyl ether (there is Formulas I structure, wherein n is that 17, R is propyl group) or octadecyl alcolol fourth
Ether (has Formulas I structure, wherein n is that 17, R is butyl).
In the present invention, the molecular weight of the biomass alcohol ether is preferably 208~326, and more preferably 240~300,
Most preferably 260~280.In the present invention, the lubricating coefficient of the biomass alcohol ether is preferably 0.05~0.10,
More preferably 0.07~0.08.In the present invention, kinematic viscosity of the biomass alcohol ether at 40 DEG C is preferred
For 1.96mm2/ s~2.81mm2/ s, more preferably 2.2mm2/ s~2.6mm2/ s, most preferably 2.3mm2/s
~2.5mm2/s.In the present invention, the outward appearance of the biomass alcohol ether is preferably colourless transparent liquid or yellowish
Color transparency liquid.
In the present invention, the biomass alcohol ether is the green non-poisonous material of a class, itself and decompose
Product afterwards has no stimulation to human body and environment, possesses good ecological security.Meanwhile, the life
The features such as material alcohol ether has good lubricity, inhibition and intermiscibility, can meet making drilling well liquid-based
The performance requirement of liquid.
The invention provides a kind of preparation method of the biomass alcohol ether described in above-mentioned technical proposal, including：
In the presence of catalyst, biomass alcohol, alkyl reagent and alkali compounds are reacted, obtained
To biomass alcohol ether；
The biomass alcohol is the alcohol compound that carbon number is 11~21；
Alkyl number in the alkyl reagent is 1~10.
In the present invention, the temperature of the reaction is preferably 60 DEG C~120 DEG C, more preferably 80 DEG C~100 DEG C,
Most preferably 85 DEG C~95 DEG C.In the present invention, the time of the reaction is preferably 18 hours~24 hours,
More preferably 20 hours~22 hours.In the present invention, it is preferred to by biomass alcohol, alkyl reagent, alkalescence
Compound and catalyst are added in reactor, are reacted after mixing, obtain biomass alcohol ether.In this hair
In bright, the reactor is preferably the reactor with stirring, condensation and firing equipment.The present invention preferably exists
The reaction is carried out under conditions of stirring.In the present invention, the speed of the stirring is preferably
200rpm~300rpm, more preferably 220rpm~280rpm, most preferably 240rpm~260rpm.
In the present invention, the catalyst is preferably polyethylene glycol or TBAB.In the present invention,
The polyethylene glycol is preferably PEG-4000 or Macrogol 600.In the present invention, the catalyst
Preferably above-mentioned phase transfer catalyst, this catalyst has compatibility to mutual exclusive two-phase, can
Promote reaction, promote transfer rate of the reactant in two-phase, improve product yield.Existing skill
It is general in art to be led to using sulfuric acid, p-methyl benzenesulfonic acid, boron trifluoride, ether as catalyst by biomass alcohol
Cross alkylation synthesising biological matter alcohol ether, using these catalyst preparation biomass alcohol ether side reactions it is many, reaction
Active low, product colour is deep, and later-period purification is difficult.
In the present invention, the biomass alcohol is preferably tetradecyl alchohol, hexadecanol or octadecyl alcolol.
In the present invention, the alkyl reagent be preferably chloroethanes, chloropropane, chlorobutane, bromoethane,
N-Propyl Bromide, NBB, dimethyl suflfate, dithyl sulfate, dimethyl carbonate or diethyl carbonate.
In the present invention, the alkali compounds is preferably alkali metal hydroxide, more preferably hydroxide
Potassium or sodium hydroxide.
In the present invention, the mol ratio of the biomass alcohol, alkyl reagent, alkali compounds and catalyst
Preferably 6:(0.5~1.5):(0.5~1.5):(0.025~0.25), more preferably 6:(0.8~1.2):
(0.8~1.2):(0.05~0.15), most preferably 6:1:1:(0.08~0.12).
In the present invention, separated after preferably obtained reaction product is extracted after the completion of the reaction,
Obtain upper organic phase and lower floor's solid phase；The upper organic phase is evaporated processing, biology is obtained
Matter alcohol ether.In the present invention, the reagent of the extraction is preferably n-hexane, hexamethylene or carbon tetrachloride,
More preferably n-hexane.In the present invention, the method for the extraction is preferably by the reaction product and extraction
Taking reagent to be stood after mixing makes reaction product be divided into two layers, is separated by separatory funnel, obtains upper strata
Organic phase and lower floor's solid phase.In the present invention, the mol ratio of the biomass alcohol and extraction agent is preferred
For 6:(1~1.5), more preferably 6:(1.2~1.3).In the present invention, isolated by evaporation process
Above-mentioned extraction agent.In the present invention, the method for the evaporation process is preferably rotary evaporation.
The invention provides a kind of drilling fluid, including the biomass alcohol ether described in above-mentioned technical proposal.At this
In invention, the biomass alcohol ether can as drilling fluid base fluid.Composition of the present invention to the drilling fluid
There is no a special limitation, the biomass alcohol ether is as the base fluid of drilling fluid, other in drilling fluid
Composition uses drilling fluid composition well known to those skilled in the art.In the present invention, the drilling fluid
Preferably include in parts by weight：
100 parts of biomass alcohol ether；
2 parts~4 parts of bentonite；
3 parts~7 parts of emulsifying agent；
2 parts~6 parts of epoxy resin；
2 parts~4 parts of calcium oxide；
120 parts~145 parts of barite.
In the present invention, the biomass alcohol ether is the biomass alcohol ether described in above-mentioned technical proposal.At this
In invention, the bentonitic parts by weight are preferably 2.5 parts~3.5 parts, more preferably 3 parts.In this hair
In bright, the bentonite is preferably organobentonite, more preferably quaternary ammonium salt-modified organobentonite.
In the present invention, the parts by weight of the emulsifying agent are preferably 4 parts~6 parts, more preferably 5 parts.At this
In invention, the emulsifying agent is preferably Arlacel-80.In the present invention, the parts by weight of the epoxy resin
Preferably 3 parts~5 parts, more preferably 4 parts.In the present invention, the epoxy resin is preferably oil-soluble
Epoxy resin.In the present invention, the parts by weight of the calcium oxide are preferably 2.5 parts~3.5 parts, more preferably
For 3 parts.In the present invention, the parts by weight of the barite are preferably 125 parts~140 parts, more preferably
For 130 parts~135 parts, most preferably 133 parts.
In the present invention, the biomass alcohol ether as drilling fluid base fluid, with good chemical stability,
Lubricity, inhibition, viscosity-temperature characteristics, hydrolytic stability and biodegradable are that a kind of performance is excellent
Good drilling fluid base fluid.In the present invention, when the biomass alcohol ether is as drilling fluid base fluid, not only have
Standby ethers base fluid viscosity is influenceed small advantage by temperature change, and with good chemical stability, lubrication
Property, inhibition, hydrolytic stability, function admirable；In addition, the biomass alcohol ether can be by natural origin
Biomass alcohol synthesized for raw material, with preferable biodegradability, environmental protection.
According to standard GB/T/T 16783.2-2012《Industrial gas oil drilling fluid on-the-spot test
2 parts：Oil base drilling fluid》The molecular weight of biomass alcohol ether that the test present invention is provided, lubricating coefficient and
Kinematic viscosity at 40 DEG C；Test result is that the molecular weight for the biomass alcohol ether that the present invention is provided is
208~326, lubricating coefficient is 0.05~0.10, and the kinematic viscosity at 40 DEG C is 1.96mm2/s
~2.81mm2/s.The biomass alcohol ether that the present invention is provided has good lubricity and inhibition.
Using the Ministry of Public Health《Disinfection technology standard》Acute oral toxicity experimental method in (version in 2002),
The bio-toxicity of biomass alcohol ether that the detection present invention is provided, testing result is, the biology that the present invention is provided
Matter alcohol ether LD is more than 5000mg/kg, and product is nontoxic, with preferable biodegradable.
According to standard GB/T/T 16783.2-2012《Industrial gas oil drilling fluid on-the-spot test the 2nd
Part：Oil base drilling fluid》Method, the performance of drilling fluid that the test present invention is provided, testing result is,
The drilling fluid that the present invention is provided is when temperature is 135 DEG C, and density is in 1.6g/cm3In the range of, apparent viscosity is small
In 80mPas, filter loss is less than 1.0mL, the drilling fluid that the present invention is provided have good rheological characteristic and
Suspension stability, disclosure satisfy that the use requirement of exploration and development.
Raw material used in following examples of the present invention is commercial goods.
Embodiment 1
By 6mol tetradecyl alchohols, 0.5mol chloroethanes, 0.5mol sodium hydroxides and 0.025mol PEG-4000s
Add in the reactor with stirring, condensation and heater, be uniformly mixed, in 60 DEG C, 200rpm
Under the conditions of react 18h, obtain thick solution；
1mol n-hexane extraction agent is added into the thick solution, after being well mixed, is stood, resulting solution
It is divided into two layers；The separatory funnel for being 1000mL with capacity is separated, and obtains upper strata tetradecyl alchohol ether-just
Hexane solution and lower floor's solid phase；The tetradecyl alchohol ether-hexane solution is subjected to rotary evaporation, separation
Go out n-hexane extraction agent, obtain tetradecyl alchohol ether.
The tetradecyl alchohol ether outward appearance that the embodiment of the present invention 1 is prepared is colourless transparent liquid, and yield is
81.2%.The tetradecyl alchohol ether that the embodiment of the present invention 1 is prepared carries out infrared spectrum detection, detection knot
Fruit is, in 2925cm-1、2854cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1377cm-1Place
Strong absworption peak is-CH3In-plane bending vibration absworption peak, 1466cm-1And 721cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1116cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that the tetradecyl alchohol second that the embodiment of the present invention 1 is prepared
Ether has the structure shown in Formulas I, wherein, n=13, R is ethyl.
According to the method described in above-mentioned technical proposal, the tetradecyl alchohol that the detection embodiment of the present invention 1 is prepared
Molecular weight, kinematic viscosity, lubricating coefficient and the biodegradable of ether, testing result are as shown in table 1,
Table 1 is the performance test results for the biomass alcohol ether that the embodiment of the present invention 1~14 is prepared.
Embodiment 2
By 6mol hexadecanols, 1.5mol chloropropanes, 1.5mol potassium hydroxide and 0.25mol polyethylene glycol -600
Add in the reactor with stirring, condensation and heater, be uniformly mixed, in 120 DEG C, 300rpm
Under the conditions of react 24h, produce thick solution；
1.5mol hexamethylene extractants are added into the thick solution, after being well mixed, are stood, gained is molten
Liquid is divided into two layers；The separatory funnel for being 1000mL with capacity is separated, obtain upper strata hexadecanol propyl ether-
Cyclohexane solution and lower floor's solid phase；The hexadecanol propyl ether-cyclohexane solution is subjected to rotary evaporation, point
Hexamethylene extractant is separated out, hexadecanol propyl ether is obtained.
The hexadecanol propyl ether prepared to the embodiment of the present invention 2 carries out infrared spectrum detection, testing result
For in 2937cm-1、2856cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1380cm-1Place is strong
Absworption peak is-CH3In-plane bending vibration absworption peak, 1430cm-1And 720cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1200cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that the hexadecanol third that the embodiment of the present invention 2 is prepared
Ether has the structure shown in Formulas I, wherein, n=15, R is propyl group.
The hexadecanol propyl ether prepared according to the method described in embodiment 1 to the embodiment of the present invention 2 is carried out
Performance detection, testing result is as shown in table 1.
Embodiment 3
6mol octadecyl alcolols, 1mol chlorobutanes, 1mol sodium hydroxides and 0.1mol TBABs are added
Enter in the reactor with stirring, condensation and heater, be uniformly mixed, in 90 DEG C, 250rpm bars
21h is reacted under part, thick solution is obtained；
1.2mol carbon tetrachloride extraction agent is added into the thick solution, after being well mixed, is stood, gained
Solution is divided into two layers；The separatory funnel for being 1000mL with capacity is separated, and obtains upper strata octadecyl alcolol butyl ether
- carbon tetrachloride solution and lower floor's solid phase；The octadecyl alcolol butyl ether-carbon tetrachloride solution is subjected to rotation steaming
Hair, isolates carbon tetrachloride extraction agent, obtains octadecyl alcolol butyl ether.
The octadecyl alcolol butyl ether prepared to the embodiment of the present invention 3 carries out infrared spectrum detection, testing result
For in 2925cm-1、2861cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1380cm-1Place is strong
Absworption peak is-CH3In-plane bending vibration absworption peak, 1428cm-1And 725cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1200cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that the octadecyl alcolol fourth that the embodiment of the present invention 3 is prepared
Ether has Formulas I structure, wherein n=17, and R is butyl.
According to the method described in embodiment 1, the octadecyl alcolol butyl ether that the embodiment of the present invention 3 is prepared is entered
Row performance detection, testing result is as shown in table 1.
Embodiment 4
By 6mol tetradecyl alchohols, 0.8mol dimethyl suflfates, 0.8mol potassium hydroxide and the poly- second two of 0.05mol
Alcohol -400 add band stirring, condense and heater reactor in, be uniformly mixed, 100 DEG C,
20h is reacted under the conditions of 220rpm, thick solution is obtained；
1.3mol n-hexane extraction agent is added into the thick solution, after being well mixed, is stood, gained
Solution is divided into two layers；The separatory funnel for being 1000mL with capacity is separated, and obtains upper strata tetradecyl alchohol methyl ether
- hexane solution and lower floor's solid phase；The tetradecyl alchohol methyl ether-hexane solution is subjected to rotary evaporation, point
N-hexane extraction agent is separated out, tetradecyl alchohol methyl ether is obtained.
The tetradecyl alchohol methyl ether prepared to the embodiment of the present invention 4 carries out infrared spectrum detection, testing result
For in 2935cm-1、2855cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1380cm-1Place is strong
Absworption peak is-CH3In-plane bending vibration absworption peak, 1430cm-1And 720cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1116cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that the tetradecyl alchohol first that the embodiment of the present invention 4 is prepared
Ether has the structure shown in Formulas I, wherein n=13, and R is methyl.
According to the method described in embodiment 1, the tetradecyl alchohol methyl ether progressive prepared to the embodiment of the present invention 4
It can detect, testing result is as shown in table 1.
Embodiment 5
By 6mol hexadecanols, 1.2mol diethyl carbonates, 1.2mol sodium hydroxides and the poly- second two of 0.15mol
Alcohol -600 add band stirring, condense and heater reactor in, be uniformly mixed, 80 DEG C,
23h is reacted under the conditions of 240rpm, thick solution is obtained；
0.8mol hexamethylene extractant is added into the thick solution, after being well mixed, is stood, gained
Solution is divided into two layers；The separatory funnel for being 1000mL with capacity is separated, and obtains upper strata hexadecanol ether
- cyclohexane solution and lower floor's solid phase；By the rotated evaporation of hexadecanol ether-cyclohexane solution, separation
Go out hexamethylene extractant, obtain hexadecanol ether.
The hexadecanol ether prepared to the embodiment of the present invention 5 carries out infrared spectrum detection, testing result
For in 2925cm-1、2850cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1380cm-1Place is strong
Absworption peak is-CH3In-plane bending vibration absworption peak, 1460cm-1And 720cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1200cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that the hexadecanol second that the embodiment of the present invention 5 is prepared
Ether has the structure shown in Formulas I, wherein n=15, and R is ethyl.
According to the method described in embodiment 1, the hexadecanol ether that the embodiment of the present invention 5 is prepared is entered
Row performance detection, testing result is as shown in table 1.
Embodiment 6
By 6mol octadecyl alcolols, 1.4mol N-Propyl Bromides, 1.4mol potassium hydroxide and 0.03mol tetrabutyl phosphonium bromides
Ammonium is added in the reactor with stirring, condensation and heater, is uniformly mixed, in 110 DEG C, 280rpm
Under the conditions of react 19h, obtain thick solution；
0.9mol carbon tetrachloride extraction agent is added into the thick solution, after being well mixed, is stood, institute
Solution is obtained to be divided into two layers；The separatory funnel for being 1000mL with capacity is separated, and obtains upper strata octadecyl alcolol third
Ether-carbon tetrachloride solution and lower floor's solid phase；The octadecyl alcolol propyl ether-carbon tetrachloride solution is subjected to rotation steaming
Hair, isolates carbon tetrachloride extraction agent, obtains octadecyl alcolol propyl ether.
The octadecyl alcolol propyl ether that the embodiment of the present invention 6 is prepared carries out infrared spectrum detection, testing result
For in 2930cm-1、2850cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1380cm-1Place is strong
Absworption peak is-CH3In-plane bending vibration absworption peak, 1450cm-1And 720cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1116cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that the octadecyl alcolol third that the embodiment of the present invention 6 is prepared
Ether has structure shown in Formulas I, wherein n=17, and R is propyl group.
According to the method described in embodiment 1, the octadecyl alcolol propyl ether that the embodiment of the present invention 6 is prepared is entered
Row performance detection, testing result is as shown in table 1.
Embodiment 7
By 6mol tetradecyl alchohols, 0.6mol N-Propyl Bromides, 0.6mol sodium hydroxides and 0.2mol polyethylene glycol -600
Add in the reactor with stirring, condensation and heater, be uniformly mixed, in 70 DEG C, 210rpm
Under the conditions of react 22h, obtain thick solution；
1.4mol n-hexane extraction agent is added into the thick solution, after being well mixed, is stood, gained is molten
Liquid is divided into two layers；The separatory funnel for being 1000mL with capacity is separated, and obtains upper strata life tetradecyl alchohol propyl ether
- hexane solution and lower floor's solid phase；The tetradecyl alchohol propyl ether-hexane solution is subjected to rotary evaporation, point
N-hexane extraction agent is separated out, tetradecyl alchohol propyl ether is obtained.
The tetradecyl alchohol propyl ether prepared to the embodiment of the present invention 7 carries out infrared spectrum detection, testing result
For in 2925cm-1、2855cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1377cm-1Place is strong
Absworption peak is-CH3In-plane bending vibration absworption peak, 1430cm-1And 720cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1200cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that the tetradecyl alchohol third that the embodiment of the present invention 7 is prepared
Ether has the structure shown in Formulas I, wherein n=13, and R is propyl group.
According to the method described in embodiment 1, the tetradecyl alchohol propyl ether prepared to embodiment 7 carries out performance
Detection, testing result is as shown in table 1.
Embodiment 8
By 6mol hexadecanols, 1.5mol NBBs, 1.5mol sodium hydroxides and 0.15mol PEG-4000s
Add in the reactor with stirring, condensation and heater, be uniformly mixed, in 110 DEG C, 230rpm
Under the conditions of react 20h, obtain thick solution；
1.1mol hexamethylene extractants are added into the thick solution, after being well mixed, are stood, gained is molten
Liquid is divided into two layers；The separatory funnel for being 1000mL with capacity is separated, obtain upper strata hexadecanol butyl ether-
Hexane solution and lower floor's solid phase；The hexadecanol butyl ether-cyclohexane solution is subjected to rotary evaporation, point
Hexamethylene extractant is separated out, hexadecanol butyl ether is obtained.
The hexadecanol butyl ether prepared to the embodiment of the present invention 8 carries out infrared spectrum detection, testing result
For in 2925cm-1、2850cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1380cm-1Place is strong
Absworption peak is-CH3In-plane bending vibration absworption peak, 1430cm-1And 725cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1200cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that the hexadecanol fourth that the embodiment of the present invention 8 is prepared
Ether has structure shown in Formulas I, wherein n=15, and R is butyl.
According to the method described in embodiment 1, the hexadecanol butyl ether that the embodiment of the present invention 8 is prepared is entered
Row performance detection, testing result is as shown in table 1.
Embodiment 9
By 6mol octadecyl alcolols, 0.5mol dithyl sulfates, 0.5mol potassium hydroxide and 0.25mol tetramethyls
Ammonium bromide add band stirring, condense and heater reactor in, be uniformly mixed, 100 DEG C,
22h is reacted under the conditions of 260rpm, thick solution is obtained；
1.5mol carbon tetrachloride extraction agent is added into the thick solution, after being well mixed, is stood, institute
Solution is obtained to be divided into two layers；The separatory funnel for being 1000mL with capacity is separated, and obtains upper strata octadecyl alcolol second
Ether-carbon tetrachloride solution and lower floor's solid phase；The octadecyl alcolol ether-carbon tetrachloride solution is subjected to rotation steaming
Hair, isolates carbon tetrachloride extraction agent, obtains octadecyl alcolol ether.
The octadecyl alcolol ether prepared to the embodiment of the present invention 9 carries out infrared spectrum detection, testing result
For in 2925cm-1、2854cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1380cm-1Place is strong
Absworption peak is-CH3In-plane bending vibration absworption peak, 1430cm-1And 720cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1118cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that the octadecyl alcolol fourth that the embodiment of the present invention 9 is prepared
Ether has structure shown in Formulas I, wherein n=17, and R is ethyl.
According to the method described in embodiment 1, the octadecyl alcolol ether that the embodiment of the present invention 9 is prepared is entered
Row performance detection, testing result is as shown in table 1.
Embodiment 10
By 6mol tetradecyl alchohol, 1.5mol chlorobutane, 1.5mol sodium hydroxide and 0.025mol
Polyethylene glycol -600 is added in the reactor with stirring, condensation and heater, is uniformly mixed,
90 DEG C, react 24h under the conditions of 270rpm, obtain thick solution；
1mol n-hexane extraction agent is added into the thick solution, after being well mixed, is stood, resulting solution
It is divided into two layers；The separatory funnel for being 1000mL with capacity is separated, obtain upper strata for tetradecyl alchohol butyl ether-
Hexane solution and lower floor's solid phase；The tetradecyl alchohol butyl ether-hexane solution is subjected to rotary evaporation, point
N-hexane extraction agent is separated out, tetradecyl alchohol butyl ether is obtained.
The tetradecyl alchohol butyl ether prepared to the embodiment of the present invention 10 carries out infrared spectrum detection, testing result
For in 2925cm-1、2850cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1380cm-1Place is strong
Absworption peak is-CH3In-plane bending vibration absworption peak, 1430cm-1And 720cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1200cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that tetradecyl alchohol butyl ether tool prepared by the embodiment of the present invention 10
There are Formulas I structure, wherein n=13, R is butyl.
According to the method described in embodiment 1, the tetradecyl alchohol butyl ether that the embodiment of the present invention 10 is prepared is entered
Row performance detection, testing result is as shown in table 1.
Embodiment 11
By 6mol hexadecanol, 1mol chlorobutane, 1mol sodium hydroxide and 0.5mol polyethylene glycol
- 600 add band stirring, condense and heater reactors in, be uniformly mixed, 110 DEG C,
20h is reacted under the conditions of 210rpm, thick solution is obtained；
1.5mol n-hexane extraction agent is added into the thick solution, after being well mixed, is stood, gained
Solution is divided into two layers；The separatory funnel for being 1000mL with capacity is separated, and obtains upper strata for hexadecanol fourth
Ether-hexane solution and lower floor's solid phase；The hexadecanol butyl ether-hexane solution is subjected to rotary evaporation,
N-hexane extraction agent is isolated, hexadecanol butyl ether is obtained.
The hexadecanol butyl ether prepared to the embodiment of the present invention 11 carries out infrared spectrum detection, testing result
For in 2925cm-1、2850cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1380cm-1Place is strong
Absworption peak is-CH3In-plane bending vibration absworption peak, 1430cm-1And 725cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1200cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that the tetradecyl alchohol second that the embodiment of the present invention 11 is prepared
Ether has Formulas I structure, wherein n=15, and R is butyl.
According to the method described in embodiment 1, the hexadecanol butyl ether that the embodiment of the present invention 11 is prepared is entered
Row performance detection, testing result is as shown in table 1.
Embodiment 12
6mol octadecyl alcolols, 1mol NBBs, 1mol potassium hydroxide and 1.5mol PEG-4000s are added
Enter in the reactor with stirring, condensation and heater, be uniformly mixed, in 100 DEG C, 250rpm
Under the conditions of react 20h, obtain thick solution；
1.5mol n-hexane extraction agent is added into the thick solution of the octadecyl alcolol, after being well mixed, is stood,
Resulting solution is divided into two layers；The separatory funnel for being 1000mL with capacity is separated, and it is 18 to obtain upper strata
Alcohol butyl ether-hexane solution and lower floor's solid phase；The octadecyl alcolol butyl ether-hexane solution is subjected to rotation steaming
Hair, isolates n-hexane extraction agent, obtains octadecyl alcolol butyl ether.
The octadecyl alcolol butyl ether prepared to the embodiment of the present invention 12 carries out infrared spectrum detection, testing result
For in 2925cm-1、2861cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1380cm-1Place is strong
Absworption peak is-CH3In-plane bending vibration absworption peak, 1428cm-1And 725cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1200cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that the octadecyl alcolol fourth that the embodiment of the present invention 12 is prepared
Ether has Formulas I structure, wherein n=17, and R is butyl.
According to the method described in embodiment 1, the octadecyl alcolol butyl ether that the embodiment of the present invention 12 is prepared is entered
Row performance detection, testing result is as shown in table 1.
Embodiment 13
By 6mol hexadecanols, 1.5mol dimethyl carbonates, 1.5mol potassium hydroxide and the poly- second two of 0.15mol
Alcohol -400 add band stirring, condense and heater reactor in, be uniformly mixed, 100 DEG C,
24h is reacted under the conditions of 250rpm, thick solution is obtained；
1.5mol n-hexane extraction agent is added into the thick solution, after being well mixed, is stood, gained is molten
Liquid is divided into two layers；The separatory funnel for being 1000mL with capacity is separated, obtain upper strata hexadecanol methyl ether-
Hexane solution and lower floor's solid phase；The hexadecanol methyl ether-hexane solution is subjected to rotary evaporation, point
N-hexane extraction agent is separated out, hexadecanol methyl ether is obtained.
The hexadecanol methyl ether prepared to the embodiment of the present invention 13 carries out infrared spectrum detection, testing result
For in 2920cm-1、2850cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1380cm-1Place is strong
Absworption peak is-CH3In-plane bending vibration absworption peak, 1430cm-1And 720cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1200cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that the hexadecanol first that the embodiment of the present invention 13 is prepared
Ether has Formulas I structure, wherein n=15, and R is methyl.
According to the method described in embodiment 1, the hexadecanol methyl ether that the embodiment of the present invention 13 is prepared is entered
Row performance detection, testing result is as shown in table 1.
Embodiment 14
By 6mol octadecyl alcolols, 1.5mol dimethyl suflfates, 1.5mol potassium hydroxide and the poly- second two of 0.15mol
Alcohol -600 add band stirring, condense and heater reactor in, be uniformly mixed, 100 DEG C,
24h is reacted under the conditions of 250rpm, thick solution is obtained；
1.5mol n-hexane extraction agent is added into the thick solution, after being well mixed, is stood, gained is molten
Liquid is divided into two layers；The separatory funnel for being 1000mL with capacity is separated, obtain upper strata octadecyl alcolol methyl ether-
Hexane solution and lower floor's solid phase；The octadecyl alcolol methyl ether-hexane solution is subjected to rotary evaporation, point
N-hexane extraction agent is separated out, octadecyl alcolol methyl ether is obtained.
The octadecyl alcolol methyl ether prepared to the embodiment of the present invention 14 carries out infrared spectrum detection, testing result
For in 2925cm-1、2850cm-1There are saturation C-H stretching vibration absworption peaks at place；In 1380cm-1Place is strong
Absworption peak is-CH3In-plane bending vibration absworption peak, 1430cm-1And 720cm-1Locate strong absworption peak, be
—(CH2)n- in-plane bending vibration absworption peak, and n ＞ 4；1200cm-1Place's absworption peak is C-O-C bones
Frame asymmetric stretching vibration absworption peak.As can be seen that the octadecyl alcolol first that the embodiment of the present invention 14 is prepared
Ether has Formulas I structure, wherein n=17, and R is methyl.
According to the method described in embodiment 1, the octadecyl alcolol methyl ether that the embodiment of the present invention 14 is prepared is entered
Row performance detection, testing result is as shown in table 1.
The performance test results for the biomass alcohol ether that the embodiment of the present invention 1~14 of table 1 is prepared
Embodiment 15
A kind of drilling fluid is provided, the drilling fluid includes in parts by weight：
The biomass alcohol ether that 100 parts of embodiment 1 is prepared；
3 parts of quaternary ammonium salt-modified organobentonite；
5 parts of Arlacel-80；
4 parts of oil-soluble epoxy resin；
3 parts of calcium oxide；
133 parts of barite.
Above-mentioned substance is well mixed, that is, obtains drilling fluid.
According to the method described in above-mentioned technical proposal, the drilling fluid that the detection embodiment of the present invention 15 is prepared
Performance, as shown in table 2, table 2 is the drilling fluid that the embodiment of the present invention 15~28 is provided to testing result
Performance test results.
Embodiment 16~28
Drilling fluid is prepared according to the method described in embodiment 15, as different from Example 15, is adopted
The biomass alcohol ether that the biomass alcohol ether alternative embodiment 1 prepared with embodiment 2~14 is prepared.
According to the method described in above-mentioned technical proposal, the brill that the detection embodiment of the present invention 16~28 is prepared
The performance of well liquid, testing result is as shown in table 2.
The performance test results for the drilling fluid that the embodiment 15~28 of table 2 is provided
| Embodiment | Drilling fluid ρ/(g/cm3) | AV/mPa·s | PV/mPa·s | YP/Pa | FL/mL |
| 15 | 1.6 | 53 | 41 | 12 | 0.2 |
| 16 | 1.6 | 72 | 52 | 20 | 0.2 |
| 17 | 1.6 | 56 | 44 | 12 | 0.1 |
| 18 | 1.6 | 80 | 61 | 19 | 0.1 |
| 19 | 1.6 | 52 | 39 | 13 | 0.2 |
| 20 | 1.6 | 64 | 46 | 18 | 0.1 |
| 21 | 1.6 | 51 | 42 | 9 | 0.3 |
| 22 | 1.6 | 65 | 45 | 20 | 0.2 |
| 23 | 1.6 | 66 | 45 | 21 | 0.2 |
| 24 | 1.6 | 77 | 57 | 20 | 0.2 |
| 25 | 1.6 | 56 | 46 | 10 | 0.2 |
| 26 | 1.6 | 52 | 41 | 11 | 0.2 |
| 27 | 1.6 | 54 | 42 | 12 | 0.3 |
| 28 | 1.6 | 61 | 52 | 9 | 0.2 |
Note：ρ is density；AV is apparent viscosity；PV is plastic viscosity；YP is yield value.
As shown in Table 2, in performance, the drilling well that the biomass alcohol ether provided using the present invention is prepared
Liquid, when temperature is 135 DEG C, density is in 1.6g/cm3In the range of, apparent viscosity is less than 80mPas, filter
Vector is less than 1.0mL；Show that the drilling fluid that provides of the present invention has good rheological characteristic and suspension stability,
The need for disclosure satisfy that exploration and development.Also, this drilling fluid is using biomass alcohol ether as base fluid environmental protection.
As seen from the above embodiment, the invention provides a kind of biomass alcohol ether, with the structure shown in Formulas I,
In Formulas I, n is that 10~20, R is alkyl.The invention provides a kind of preparation method of biomass alcohol ether,
Including：In the presence of catalyst, biomass alcohol, alkyl reagent and alkali compounds are reacted,
Obtain biomass alcohol ether.A kind of drilling fluid of body of the present invention, including biomass described in above-mentioned technical proposal
Alcohol ether.The biomass alcohol ether that the present invention is provided has excellent inhibition, lubricity, viscosity-temperature characteristics, water
Numerical solution and biodegradable, can be used as the basal liquid of biomass synthetic base drilling fluid.The present invention
The preparation method of the biomass alcohol ether of offer, reaction yield is high, good product quality, this preparation method work
Skill is easy, mild condition, and preparation process is nontoxic, efficient, environmental protection, can be applied to catalyst etherifying anti-
Ying Zhong.
Above-described is only the preferred embodiment of the present invention, it is noted that for the art
For those of ordinary skill, under the premise without departing from the principles of the invention, can also make it is some improvement and
Retouching, these improvements and modifications also should be regarded as protection scope of the present invention.
Claims (10)
1. a kind of biomass alcohol ether, with the structure shown in Formulas I：
In Formulas I, n is that 10~20, R is that carbon number is 1~10 alkyl.
2. biomass alcohol ether according to claim 1, it is characterised in that in the Formulas I, n is
12~18.
3. biomass alcohol ether according to claim 2, it is characterised in that in the Formulas I, n is
13rd, 15 or 17.
4. biomass alcohol ether according to claim 1, it is characterised in that in the Formulas I, R is
Carbon number is 1~5 alkyl.
5. a kind of preparation method of the biomass alcohol ether in Claims 1 to 4 described in any one, including：
In the presence of catalyst, biomass alcohol, alkyl reagent and alkali compounds are reacted, obtained
To biomass alcohol ether；
The biomass alcohol is the alcohol compound that carbon number is 11~21；
Alkyl number in the alkyl reagent is 1~10.
6. method according to claim 5, it is characterised in that the biomass alcohol be tetradecyl alchohol,
Hexadecanol or octadecyl alcolol.
7. method according to claim 5, it is characterised in that the alkyl reagent be chloroethanes,
Chloropropane, chlorobutane, bromoethane, N-Propyl Bromide, NBB, dimethyl suflfate, dithyl sulfate, carbon
Dimethyl phthalate or diethyl carbonate.
8. method according to claim 5, it is characterised in that the catalyst be polyethylene glycol or
TBAB.
9. method according to claim 5, it is characterised in that the alkali compounds is alkali metal
Hydroxide.
10. a kind of drilling fluid, including the biomass alcohol ether in Claims 1 to 4 described in any one.
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| CN110872497A (en) * | 2018-08-30 | 2020-03-10 | 中石化石油工程技术服务有限公司 | Biomass alcohol ether-based drilling fluid and preparation method thereof |
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