CN114920858B - Organic silicon modified guar gum and preparation method thereof - Google Patents
Organic silicon modified guar gum and preparation method thereof Download PDFInfo
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- CN114920858B CN114920858B CN202210824238.0A CN202210824238A CN114920858B CN 114920858 B CN114920858 B CN 114920858B CN 202210824238 A CN202210824238 A CN 202210824238A CN 114920858 B CN114920858 B CN 114920858B
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/006—Heteroglycans, i.e. polysaccharides having more than one sugar residue in the main chain in either alternating or less regular sequence; Gellans; Succinoglycans; Arabinogalactans; Tragacanth or gum tragacanth or traganth from Astragalus; Gum Karaya from Sterculia urens; Gum Ghatti from Anogeissus latifolia; Derivatives thereof
- C08B37/0087—Glucomannans or galactomannans; Tara or tara gum, i.e. D-mannose and D-galactose units, e.g. from Cesalpinia spinosa; Tamarind gum, i.e. D-galactose, D-glucose and D-xylose units, e.g. from Tamarindus indica; Gum Arabic, i.e. L-arabinose, L-rhamnose, D-galactose and D-glucuronic acid units, e.g. from Acacia Senegal or Acacia Seyal; Derivatives thereof
- C08B37/0096—Guar, guar gum, guar flour, guaran, i.e. (beta-1,4) linked D-mannose units in the main chain branched with D-galactose units in (alpha-1,6), e.g. from Cyamopsis Tetragonolobus; Derivatives thereof
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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
- C09K8/60—Compositions for stimulating production by acting on the underground formation
- C09K8/62—Compositions for forming crevices or fractures
- C09K8/66—Compositions based on water or polar solvents
- C09K8/68—Compositions based on water or polar solvents containing organic compounds
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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
- C09K8/60—Compositions for stimulating production by acting on the underground formation
- C09K8/84—Compositions based on water or polar solvents
- C09K8/86—Compositions based on water or polar solvents containing organic compounds
- C09K8/88—Compositions based on water or polar solvents containing organic compounds macromolecular compounds
- C09K8/90—Compositions based on water or polar solvents containing organic compounds macromolecular compounds of natural origin, e.g. polysaccharides, cellulose
Abstract
The invention belongs to the technical field of guar gum modificationIn particular to organic silicon modified guar gum and a preparation method thereof. Firstly, carrying out an alkalization reaction on modified guar gum and inorganic base in an aprotic organic solvent to obtain an alkalization reaction solution, then adding organic silicon into the alkalization reaction solution to carry out an etherification reaction to obtain a modified solution, and neutralizing and washing the modified solution in sequence to obtain organic silicon modified guar gum; the organosilicon structure is R 1 R 2 R 3 SiX, wherein R 1 、R 2 、R 3 Is any one of methyl, ethyl and n-butyl; x is any one of chlorine, bromine and methoxy; the mass ratio of the organic silicon to the modified guar gum is (0.001-0.02) to 1. The organic silicon modified guar gum obtained by the invention has the advantages of improved dissolution speed, better dispersibility, greatly reduced water insoluble substance, improved product viscosity and better high temperature resistance.
Description
Technical Field
The invention belongs to the technical field of guar gum modification, and particularly relates to organic silicon modified guar gum and a preparation method thereof.
Background
Guar gum is a galactomannan with stable source and high purification, and the aqueous solution of the guar gum has special rheological property and can be used as a thickening agent for oil exploitation. The thickening agent is always the focus and hot spot of research in the field of fracturing fluid, and the focus is the tackifying capability, temperature resistance, salt resistance and shearing resistance of the thickening agent, and the reduction of residue amount to reduce the damage to a reservoir stratum and the like.
Because the residue content of the common guar gum is high, the common guar gum is easy to block effective gaps of supporting cracks, so that the flow conductivity is reduced, the common guar gum needs to be chemically modified, and a new chemical group is introduced to a galactomannan molecular chain to enhance the hydration capacity of the guar gum and reduce the residue content of a product.
The related properties of guar gum are generally improved by hydrophilic or hydrophobic modification of guar gum, such as hydroxypropyl guar, carboxymethylhydroxypropyl guar, and hydroxyethyl guar, among others. Compared with guar gum, the modified guar gum has the advantages that the hydrophilicity is improved, the content of water insoluble substances is reduced, the branching degree of molecules is increased, the water dissolving speed is increased, the low-thickening capacity of the hydration temperature is enhanced, the mass fraction of residues is 0.5 to 3 percent and is much lower than the mass fraction of residues 7 to 10 percent after the guar gum is broken, the flow conductivity is strong, and the corrosion resistance and the storage property are improved. However, hydrophilic modification has limited performance improvement on guar.
At present, the hydrophobic modification of guar is mainly achieved by three classes of reagents: brominated long chain alkanes, long chain alkenyl succinic anhydrides or long chain alkyl/alkenyl amides, long linear alkyl glycidyl ethers are reacted with guar gum or hydroxypropyl guar gum to graft long linear alkyl groups onto the hydroxyl groups of the guar gum. For example, patent CN109517082A discloses a non-long linear alkyl hydrophobically modified hydroxyethyl guar thickener, and patent CN109517179A discloses a long chain alkyl polyoxyethylene based hydrophobically modified guar thickener. However, the existing hydrophobic modification method introduces long-chain grafting monomers, so that the grafting difficulty is high, the grafting rate is difficult to control, and the product performance is unstable.
Disclosure of Invention
The technical problem to be solved by the invention is as follows: the organic silicon modified guar gum has the advantages that the dissolving speed is greatly improved, the dispersibility is better, the generation of fish eyes is reduced, water-insoluble substances are greatly reduced, the product viscosity is improved, and the high-temperature resistance is better; the invention also provides a preparation method of the composition.
The invention aims at providing a preparation method of organic silicon modified guar gum, which comprises the steps of firstly carrying out alkalization reaction on modified guar gum and inorganic base in an aprotic organic solvent to obtain alkalization reaction solution, then adding organic silicon into the alkalization reaction solution to carry out etherification reaction to obtain modified solution, and neutralizing and washing the modified solution in sequence to obtain the organic silicon modified guar gum;
the modified guar gum is hydroxypropyl guar gum or carboxymethyl hydroxypropyl guar gum;
the organosilicon structure is R 1 R 2 R 3 SiX, as follows:
wherein R is 1 、R 2 、R 3 Is any one of methyl, ethyl and n-butyl; x is any one of chlorine, bromine and methoxy;
the mass ratio of the organic silicon to the modified guar gum is (0.001-0.02) to 1.
Preferably, the preparation method of the silicone modified guar gum comprises the following steps:
(1) Alkalization reaction: adding an aprotic organic solvent and an inorganic base into the modified guar gum, and carrying out an alkalization reaction at the temperature of 45 to 75 ℃ for 10 to 90min to obtain an alkalization reaction solution;
(2) Organic silicon modification: dropwise adding an organic silicon solution into the alkalization reaction solution, and carrying out etherification reaction for 80-200min at the temperature of 45-75 ℃ to obtain a modified solution;
(3) And (3) post-treatment: and neutralizing and washing the modified solution in sequence to obtain the organic silicon modified guar gum.
Preferably, in the alkalization reaction, the aprotic organic solvent used is one or more of tetrahydrofuran, dioxane, dichloromethane, toluene, xylene, acetone, butanone.
Preferably, the mass ratio of the aprotic organic solvent to the modified guar gum is (3 to 18): 2.
Preferably, in the alkalization reaction, the inorganic base used is sodium hydroxide or potassium hydroxide.
Preferably, the mass ratio of the inorganic base to the modified guar gum is (0.01 to 0.1): 1.
Preferably, a quaternary ammonium salt phase transfer catalyst is also added in the alkalization reaction process, and the mass ratio of the quaternary ammonium salt phase transfer catalyst to the inorganic base is 1 (10-400).
The quaternary ammonium salt phase transfer catalyst may be a mixture of one or more of tetramethylammonium chloride, tetramethylammonium bromide, tetraethylammonium chloride, tetraethylammonium bromide, tetrabutylammonium chloride, tetrabutylammonium bromide, dodecyltrimethylammonium chloride, dodecyltrimethylammonium bromide, tetradecyltrimethylammonium chloride, tetradecyltrimethylammonium bromide, hexadecyltrimethylammonium chloride, hexadecyltrimethylammonium bromide, octadecyltrimethylammonium chloride, and octadecyltrimethylammonium bromide.
Preferably, in the etherification reaction, organic silicon is dissolved in an aprotic solvent to obtain an organic silicon solution, and then the organic silicon solution is added into the alkalization reaction solution to carry out the etherification reaction; the aprotic solvent is one or more of tetrahydrofuran, dioxane, dichloromethane, toluene, xylene, acetone and butanone.
Further preferably, the mass ratio of the aprotic solvent to the silicone is (0.1 to 20): 1.
In the post-treatment, acetic acid is added into the modified solution during the neutralization operation until the pH value is 6-7, then the temperature is reduced to 20-40 ℃, and the mixed solution of one or more of ethanol, methanol and isopropanol and water is used for washing, filtering, drying and crushing to obtain the organosilicon modified guar gum product.
The second purpose of the invention is to provide the organic silicon modified guar gum prepared by the preparation method.
The guar gum has the following molecular structural formula:
the main chain of the guar gum is mannose, and the side chain is galactose; hydroxypropyl guar is-CH on the main or side chain 2 OH and epoxypropane react and graft to obtain the product; the carboxymethyl hydroxypropyl guar gum is-CH on the main chain or side chain 2 OH, epoxypropane and sodium chloroacetate are subjected to a grafting reaction to obtain the product; the organic silicon reagent in the invention is-CH residual with guar gum side chain 2 OH is grafted, so that a proper amount of organosilicon hydrophobic groups are introduced into the hydrophilic molecular chain of the guar gum.
Compared with the prior art, the invention has the following beneficial effects:
(1) According to the invention, organic silicon modification is carried out on hydroxypropyl guar gum or carboxymethyl hydroxypropyl guar gum which is a common thickening agent for oilfield fracturing, and after a proper amount of organic silicon hydrophobic groups are introduced into hydrophilic molecular chains of guar gum, the hydrogen bonding effect among the molecular chains is weakened, the product dissolution speed is greatly improved, the product has better dispersibility, the generation of fish eyes is reduced, the water insoluble substances are greatly reduced, and the product viscosity is improved;
(2) The invention adopts the organosilicon modified guar gum, and the silicon-containing compound has better high temperature resistance due to high bond energy of silicon-oxygen bonds, so that the high temperature resistance of the organosilicon modified guar gum molecule is greatly improved, and the organosilicon modified guar gum has wide application prospect in ultrahigh temperature well fracturing.
Detailed Description
The present invention is further illustrated by the following examples, but the scope of the present invention is not limited thereto, and modifications of the technical solutions of the present invention by those skilled in the art should be within the scope of the present invention.
The starting materials used in the examples are, unless otherwise specified, commercially available conventional starting materials; the processes used in the examples, unless otherwise specified, are conventional in the art.
Example 1
The preparation method of the invention is adopted to prepare the organic silicon modified guar gum, and comprises the following steps:
(1) Alkalization reaction: adding 300g of dioxane and 2g of sodium hydroxide into 200g of hydroxypropyl guar gum, adding 0.2g of tetramethylammonium chloride, and carrying out alkalization reaction for 10min at the temperature of 75 ℃ to obtain an alkalization reaction solution;
(2) Organic silicon modification: dissolving 4g of trimethylchlorosilane in 0.4g of dioxane to obtain an organic silicon solution; dropwise adding the organic silicon solution into the alkalization reaction solution, and carrying out etherification reaction for 110min at the temperature of 75 ℃ to obtain a modified solution;
(3) And (3) post-treatment: adding acetic acid into the modified solution until the pH value is 6-7, then cooling to 30 ℃, filtering, washing a filter cake by using 85% ethanol water solution, then filtering, drying and crushing to obtain the organic silicon modified guar gum product.
Example 2
The preparation method of the invention is adopted to prepare the organic silicon modified guar gum, and comprises the following steps:
(1) Alkalization reaction: adding a mixed solvent of 1000g of tetrahydrofuran and 800g of dichloromethane and 20g of potassium hydroxide into 200g of hydroxypropyl guar gum, adding 0.05g of tetrabutylammonium bromide, and carrying out alkalization reaction for 90min at the temperature of 45 ℃ to obtain an alkalized reaction solution;
(2) Organic silicon modification: dissolving 0.6g of triethylchlorosilane in 6g of dichloromethane to obtain an organosilicon solution; dropwise adding the organic silicon solution into the alkalization reaction solution, and carrying out etherification reaction for 200min at the temperature of 45 ℃ to obtain a modified solution;
(3) And (3) post-treatment: and adding acetic acid into the modified solution until the pH value is between 6 and 7, then cooling to 30 ℃, filtering, washing a filter cake by using 85% ethanol water solution, then filtering, drying and crushing to obtain the organic silicon modified guar gum product.
Example 3
The preparation method of the invention is adopted to prepare the organic silicon modified guar gum, and comprises the following steps:
(1) Alkalization reaction: adding a mixed solvent of 400g butanone and 400g toluene and 3g sodium hydroxide into 200g hydroxypropyl guar gum, adding 0.1g dodecyl trimethyl ammonium chloride, and carrying out alkalization reaction at 65 ℃ for 35min to obtain an alkalized reaction solution;
(2) Organic silicon modification: dissolving 0.2g of trimethylmethoxysilane in 4g of toluene to obtain an organic silicon solution; dropwise adding the organic silicon solution into the alkalization reaction solution, and carrying out etherification reaction for 80min at the temperature of 65 ℃ to obtain a modified solution;
(3) And (3) post-treatment: and adding acetic acid into the modified solution until the pH value is between 6 and 7, then cooling to 30 ℃, filtering, washing a filter cake by using 85% ethanol water solution, then filtering, drying and crushing to obtain the organic silicon modified guar gum product.
Example 4
The preparation method of the invention is adopted to prepare the organic silicon modified guar gum, and comprises the following steps:
(1) Alkalization reaction: adding a mixed solvent of 600g of xylene and 100g of acetone and 5g of potassium hydroxide into 200g of carboxymethyl hydroxypropyl guar gum, adding 0.15g of hexadecyl trimethyl ammonium chloride, and carrying out alkalization reaction at 56 ℃ for 55min to obtain an alkalized reaction solution;
(2) Modification of organic silicon: dissolving 0.27g of trimethylmethoxysilane in 5g of xylene to obtain an organic silicon solution; dropwise adding the organic silicon solution into the alkalization reaction solution, and carrying out etherification reaction for 95min at the temperature of 56 ℃ to obtain a modified solution;
(3) And (3) post-treatment: adding acetic acid into the modified solution until the pH value is 6-7, then cooling to 30 ℃, filtering, washing a filter cake by using 85% ethanol water solution, then filtering, drying and crushing to obtain the organic silicon modified guar gum product.
Example 5
The preparation method of the invention is adopted to prepare the organic silicon modified guar gum, and comprises the following steps:
(1) Alkalization reaction: adding 300g of dioxane and 500g of butanone mixed solvent, 8g of sodium hydroxide and 0.45g of octadecyl trimethyl ammonium chloride into 200g of carboxymethyl hydroxypropyl guar gum, and carrying out alkalization reaction at 50 ℃ for 85min to obtain an alkalized reaction solution;
(2) Modification of organic silicon: dissolving 3.5g of trimethylmethoxysilane in 50g of butanone to obtain an organic silicon solution; dropwise adding the organic silicon solution into the alkalization reaction solution, and carrying out etherification reaction for 160min at the temperature of 50 ℃ to obtain a modified solution;
(3) And (3) post-treatment: adding acetic acid into the modified solution until the pH value is 6-7, then cooling to 30 ℃, filtering, washing a filter cake by using 85% ethanol water solution, then filtering, drying and crushing to obtain the organic silicon modified guar gum product.
The performance test of each example and organosilicon modified substrates (hydroxypropyl guar and carboxymethyl hydroxypropyl guar) is carried out according to the technical requirement of Q/SH1020 2477-2016 instant guar gum, the number of fish eyes is observed by naked eyes, and the specific test results are shown in Table 1.
Table 1 examples and results of various property tests of the substrate before modification
The data in table 1 show that the organic silicon modification is carried out on hydroxypropyl guar gum or carboxymethyl hydroxypropyl guar gum which is a thickening agent commonly used for oil field fracturing, after a proper amount of organic silicon hydrophobic groups are introduced into hydrophilic molecular chains of the guar gum, the hydrogen bonding effect among the molecular chains is weakened, the product dissolution speed is greatly improved, the dispersibility is better, the generation of fish eyes is reduced, water insoluble substances are greatly reduced, the product viscosity is improved, and the high temperature resistance is greatly improved.
Claims (8)
1. A preparation method of organic silicon modified guar gum is characterized by comprising the following steps: the method comprises the following steps:
(1) Alkalization reaction: adding an aprotic organic solvent and an inorganic base into the modified guar gum, adding a quaternary ammonium salt phase transfer catalyst, and carrying out an alkalization reaction at the temperature of 45-75 ℃ for 10-90min to obtain an alkalization reaction solution;
(2) Modification of organic silicon: dropwise adding an organic silicon solution into the alkalization reaction solution, and carrying out etherification reaction for 80-200min at the temperature of 45-75 ℃ to obtain a modified solution;
(3) And (3) post-treatment: neutralizing and washing the modified solution in sequence to obtain the organic silicon modified guar gum;
the modified guar gum is hydroxypropyl guar gum or carboxymethyl hydroxypropyl guar gum;
the organosilicon structure is R 1 R 2 R 3 SiX, wherein R 1 、R 2 、R 3 Is any one of methyl, ethyl and n-butyl; x is any one of chlorine, bromine and methoxy;
the mass ratio of the organic silicon to the modified guar gum is (0.001-0.02) to 1;
the mass ratio of the quaternary ammonium salt phase transfer catalyst to the inorganic base is 1 (10 to 400).
2. Process for the preparation of silicone-modified guar according to claim 1, characterized in that: in the alkalization reaction, the aprotic organic solvent used is one or more of tetrahydrofuran, dioxane, dichloromethane, toluene, xylene, acetone and butanone.
3. Process for the preparation of silicone-modified guar according to claim 2, characterized in that: the mass ratio of the aprotic organic solvent to the modified guar gum is (3 to 18) to 2.
4. The process for the preparation of silicone-modified guar according to claim 1, characterized in that: in the alkalization reaction, the inorganic base used is sodium hydroxide or potassium hydroxide.
5. The process for the preparation of silicone-modified guar according to claim 4, characterized in that: the mass ratio of the inorganic base to the modified guar gum is (0.01-0.1): 1.
6. Process for the preparation of silicone-modified guar according to claim 1, characterized in that: in the etherification reaction, organic silicon is dissolved in an aprotic organic solvent to obtain an organic silicon solution, and the organic silicon solution is added into an alkalization reaction solution to carry out the etherification reaction; the mass ratio of the aprotic organic solvent to the organic silicon is (0.1 to 20): 1.
7. Process for the preparation of silicone-modified guar according to claim 6, characterized in that: in the etherification reaction, the aprotic organic solvent is one or more of tetrahydrofuran, dioxane, dichloromethane, toluene, xylene, acetone and butanone.
8. An organosilicon modified guar gum is characterized in that: prepared by the preparation method of any one of claims 1 to 7.
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