CN115181229A - Modified urea-formaldehyde resin cross-linking agent and preparation method thereof - Google Patents
Modified urea-formaldehyde resin cross-linking agent and preparation method thereof Download PDFInfo
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- CN115181229A CN115181229A CN202211099916.8A CN202211099916A CN115181229A CN 115181229 A CN115181229 A CN 115181229A CN 202211099916 A CN202211099916 A CN 202211099916A CN 115181229 A CN115181229 A CN 115181229A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/40—Chemically modified polycondensates
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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
- C09K8/50—Compositions for plastering borehole walls, i.e. compositions for temporary consolidation of borehole walls
- C09K8/504—Compositions based on water or polar solvents
- C09K8/506—Compositions based on water or polar solvents containing organic compounds
- C09K8/508—Compositions based on water or polar solvents containing organic compounds macromolecular compounds
- C09K8/512—Compositions based on water or polar solvents containing organic compounds macromolecular compounds containing cross-linking agents
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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
- C09K8/887—Compositions based on water or polar solvents containing organic compounds macromolecular compounds containing cross-linking agents
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Abstract
The invention discloses a modified urea-formaldehyde resin cross-linking agent and a preparation method thereof, relating to the field of profile control and profile control of oil fields, wherein the modified urea-formaldehyde resin cross-linking agent comprises the following components in percentage by weight: 35-40% of formaldehyde solution, 12.3-17.3% of urea, 1.2% of ammonia water, 19-24.7% of water, 0.1% of hexamethylene tetramine, 0.5% of acetic acid, 21-26.7% of vinyl acetate and 0.2% of sodium hydroxide. The modified urea-formaldehyde resin synthesized by the invention is used as a cross-linking agent in a polyacrylamide gel profile control agent system, so that the defect that a urea-formaldehyde resin gel system prepared from fracturing flow-back fluid is easy to hydrate is overcome, and the stability of the urea-formaldehyde resin gel system is improved.
Description
Technical Field
The invention relates to the field of profile control and profile control of oil fields, in particular to a modified urea-formaldehyde resin cross-linking agent and a preparation method thereof.
Background
Along with the development of a Marhu tight conglomerate oil reservoir and a Gimba shale oil reservoir in an oilfield in Xinjiang, a newly drilled horizontal well has higher proportion, large-scale volume fracturing matched with the newly drilled horizontal well is rapidly popularized and applied, the fracturing scale and the fracturing mode are greatly changed, and the popularization of 'thousand-square sand and ten thousand-square liquid' also leads to more and more return liquid quantity. Flowback fluids are consumed primarily by recycling methods such as use as injection water, formulation of fracturing fluids, formulation of profile control flooding agents, and the like.
Polymer gel cross-linking agents such as urea-formaldehyde resin and phenolic resin are gradually applied to tertiary oil recovery measures, but when sewage such as flowback liquid is prepared, polymer gel prepared from conventional urea-formaldehyde resin and phenolic resin has poor stability and is easy to hydrate and dehydrate, so that the polymer gel loses the plugging effect. The invention provides a modified urea-formaldehyde resin cross-linking agent which can obviously improve the stability of polymer gel, so that the preparation of a profile control agent by using flowback fluid becomes possible. The fracturing flow-back fluid is prepared into a profile control and profile control flooding agent system, so that water resources are saved, the flow-back fluid sewage can be consumed, two purposes are achieved, and the method is environment-friendly and has popularization value.
Disclosure of Invention
In view of the above, the invention provides a modified urea-formaldehyde resin cross-linking agent and a preparation method thereof, which are used for complicated liquid preparation conditions such as fracturing flowback fluid and the like, and improve the stability of the urea-formaldehyde resin cross-linking agent.
In order to achieve the purpose, the technical scheme adopted by the invention is as follows:
a modified urea-formaldehyde resin cross-linking agent comprises the following components in percentage by weight: 35-40% of formaldehyde solution, 12.3-17.3% of urea, 1.2% of ammonia water, 19-24.7% of water, 0.1% of hexamethylenetetramine, 0.5% of acetic acid, 21-26.7% of vinyl acetate and 0.2% of sodium hydroxide.
A preparation method of a modified urea-formaldehyde resin cross-linking agent comprises the following specific steps:
s1, weighing the raw materials according to the weight percentage of the components in claim 1, preparing a urea aqueous solution, stirring, heating to 75 ℃, adding ammonia water, adjusting the pH to 8-9, dropwise adding a formaldehyde solution for reaction for 1h, and continuing the reaction for 1h after the dropwise addition is completed to generate hydroxymethyl urea NH 2 -CO-NH-CH 2 OH-OH, dimethylol urea OH-CH 2 -NH-CO-NH-CH 2 -OH and trimethylol urea, wherein the methylol urea is reacted with formaldehyde to form dimethylol urea, and the resulting mixture is based on dimethylol urea;
s2, go to step S1Adding 0.1% hexamethylene tetramine and 0.5% acetic acid into the obtained mixed product, heating to 90 ℃, adding acetic acid to adjust the pH value to 5-6, and reacting for 1h; condensation of dimethylol urea to urea-formaldehyde resin
S3, adding 0.2% of sodium hydroxide into the step S2, adjusting the pH value to 8-9, adding a condensation reflux device, heating to 160 ℃, dropwise adding vinyl acetate, reacting for 1h, and performing ester exchange on the residual dimethylol urea and the vinyl acetate to generate CH 3 -CO-O-CH 2 -NH-CO-NH-CH 2 -O-CO-CH 3 And cooling to 30 ℃ to obtain the modified urea-formaldehyde resin cross-linking agent.
Through the technical scheme, compared with the prior art, the invention has the following beneficial effects:
the invention introduces vinyl acetate and hydroxymethyl urea ester on the basis of the formula of the conventional urea resin, thereby improving the stability of the urea resin gel system. The conventional urea-formaldehyde resin is a resin with low degree of polymerization, and the residual polymerization intermediate and urea-formaldehyde resin can be further polymerized to reduce the water solubility of the urea-formaldehyde resin. Vinyl acetate and hydroxymethyl urea ester in the modified urea-formaldehyde resin can effectively reduce the self-polymerization degree of hydroxymethyl urea, so that the urea-formaldehyde resin and polyacrylamide are better crosslinked into a net structure, and the strength of a gel system is increased.
Compared with the conventional urea-formaldehyde resin cross-linking agent, the modified urea-formaldehyde resin cross-linking agent can ensure the stability of cross-linking points, thereby improving the stability of a cross-linked polymer gel network structure. The evaluation test shows that when the flowback liquid preparation liquid is used, the conventional urea resin polymer gel profile control agent is obviously dehydrated in only 15 days at 90 ℃, the polymer gel volume is reduced, and the elasticity is deteriorated, so that the plugging effect is lost. The polymer gel profile control agent prepared by using the modified urea-formaldehyde resin under the same condition can keep no obvious dehydration for 60 days at the temperature of 90 ℃, and the stability is greatly improved.
Detailed Description
The technical solutions in the embodiments of the present invention are clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1:
the embodiment 1 of the invention discloses a modified urea-formaldehyde resin cross-linking agent and a preparation method thereof, and the technical scheme is as follows:
a modified urea-formaldehyde resin cross-linking agent comprises the following components in percentage by weight: 38% of formaldehyde solution, 14.3% of urea, 1.2% of ammonia water, 19% of water, 0.1% of hexamethylenetetramine, 0.5% of acetic acid, 26.7% of vinyl acetate and 0.2% of sodium hydroxide.
The preparation method comprises the following steps:
adding water and 14.3% of urea into a four-neck flask to prepare a urea aqueous solution, heating to 75 ℃, adding 1.2% of ammonia water, adjusting the pH to 8-9, dropwise adding 38% of formaldehyde solution for 1h, and reacting for 1h; adding 0.1% hexamethylene tetramine and 0.5% acetic acid, heating to 90 ℃, adding acetic acid to adjust the pH value to 5-6, and reacting for 1h; adding 0.2% of sodium hydroxide, adjusting the pH value to 8-9, heating to 160 ℃, dropwise adding 26.7% of vinyl acetate, reacting for 1 hour, and cooling to 30 ℃ to obtain the modified urea-formaldehyde resin cross-linking agent.
Example 2:
the embodiment 2 of the invention discloses a modified urea-formaldehyde resin cross-linking agent and a preparation method thereof, and the technical scheme is as follows:
the modified urea-formaldehyde resin cross-linking agent comprises the following components in percentage by weight: 35% of formaldehyde solution, 17.3% of urea, 1.2% of ammonia water, 19% of water, 0.1% of hexamethylenetetramine, 0.5% of acetic acid, 26.7% of vinyl acetate and 0.2% of sodium hydroxide.
The preparation method comprises the following steps:
adding water and 17.3% of urea into a four-neck flask to prepare a urea aqueous solution, heating to 75 ℃, adding 1.2% of ammonia water, adjusting the pH to 8-9, dropwise adding 35% of formaldehyde solution for 1h, and reacting for 1h; adding 0.1% hexamethylene tetramine and 0.5% acetic acid, heating to 90 ℃, adding acetic acid to adjust the pH value to 5-6, and reacting for 1h; adding 0.2% of sodium hydroxide, adjusting the pH value to 8-9, heating to 160 ℃, dropwise adding 26.7% of vinyl acetate, reacting for 1h, and cooling to 30 ℃ to obtain the modified urea-formaldehyde resin cross-linking agent.
Example 3:
the embodiment 3 of the invention discloses a modified urea-formaldehyde resin cross-linking agent and a preparation method thereof, and the technical scheme is as follows:
a modified urea-formaldehyde resin cross-linking agent comprises the following components in percentage by weight: 40% of formaldehyde solution, 12.3% of urea, 1.2% of ammonia water, 19% of water, 0.1% of hexamethylenetetramine, 0.5% of acetic acid, 26.7% of vinyl acetate and 0.2% of sodium hydroxide.
The preparation method comprises the following steps:
adding water and 12.3% of urea into a four-neck flask to prepare a urea aqueous solution, heating to 75 ℃, adding 1.2% of ammonia water, adjusting the pH to 8-9, dropwise adding 40% of formaldehyde solution for 1h, and reacting for 1h; adding 0.1% hexamethylene tetramine and 0.5% acetic acid, heating to 90 ℃, adding acetic acid to adjust the pH value to 5-6, and reacting for 1h; adding 0.2% of sodium hydroxide, adjusting the pH value to 8-9, heating to 160 ℃, dropwise adding 26.7% of vinyl acetate, reacting for 1h, and cooling to 30 ℃ to obtain the modified urea-formaldehyde resin cross-linking agent.
Example 4:
the embodiment 4 of the invention discloses a modified urea-formaldehyde resin cross-linking agent and a preparation method thereof, and the technical scheme is as follows:
a modified urea-formaldehyde resin cross-linking agent comprises the following components in percentage by weight: 38% of formaldehyde solution, 14.3% of urea, 1.2% of ammonia water, 24.7% of water, 0.1% of hexamethylenetetramine, 0.5% of acetic acid, 21% of vinyl acetate and 0.2% of sodium hydroxide.
The preparation method comprises the following steps:
adding water and 14.3% of urea into a four-neck flask to prepare a urea aqueous solution, heating to 75 ℃, adding 1.2% of ammonia water, adjusting the pH to 8-9, dropwise adding 38% of formaldehyde solution for 1h, and reacting for 1h; adding 0.1% hexamethylene tetramine and 0.5% acetic acid, heating to 90 ℃, adding acetic acid to adjust the pH value to 5-6, and reacting for 1h; adding 0.2% of sodium hydroxide, adjusting the pH value to 8-9, heating to 160 ℃, dropwise adding 21% of vinyl acetate, reacting for 1 hour, and cooling to 30 ℃ to obtain the modified urea-formaldehyde resin cross-linking agent.
Comparative example 1
The invention discloses a urea-formaldehyde resin cross-linking agent and a preparation method thereof in a comparative example 1, and the adopted technical scheme is as follows:
a urea-formaldehyde resin cross-linking agent comprises the following components in percentage by weight: 42.2% of formaldehyde solution, 22% of urea, 1.2% of ammonia water, 33.8% of water and 0.8% of acetic acid.
The preparation method comprises the following steps:
adding water and 22% urea into a four-neck flask to prepare a urea aqueous solution, heating to 80 ℃, adding 1.2% ammonia water, adjusting the pH to 8-9, dropwise adding 42.2% formaldehyde solution for 1h, and reacting for 1h; adding 0.8% acetic acid, heating to 90 ℃, adding acetic acid to adjust the pH value to 5-6, and reacting for 1h to obtain the urea-formaldehyde resin cross-linking agent.
Comparative evaluation experiment:
the modified urea-formaldehyde resin cross-linking agent obtained in the examples 1 to 4 is compared and evaluated with the conventional urea-formaldehyde resin cross-linking agent obtained in the comparative example 1, the experimental water is 60 ten thousand square pool return drainage liquid water in the Jiqing oil field, the molecular weight is 2500 ten thousand polyacrylamide concentration is 2000mg/L, the cross-linking agent is 3000mg/L, 200mL polymer gel samples are prepared, the polymer gel samples are placed in a 90 ℃ oven for observation, the dehydrated water is poured out and weighed, and the more the dehydrated water is, the more the gel is hydrated.
TABLE 1 evaluation systems test results
The polymer gel profile control agent prepared by the modified urea-formaldehyde resin cross-linking agent in the embodiments 1 to 4 is prepared by using flowback fluid water, and under the condition of simulating the temperature of 90 ℃ of a stratum, the gel dehydration amount in 60 days is obviously lower than that of a comparative example, so that the stability of the polymer gel profile control agent of the polymer gel is greatly improved, and the possibility of preparing the flowback fluid is provided.
In the present specification, the embodiments are described in a progressive manner, each embodiment focuses on differences from other embodiments, and the same and similar parts among the embodiments are referred to each other.
The previous description of the disclosed embodiments is provided to enable any person skilled in the art to make or use the present invention. Various modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments without departing from the spirit or scope of the invention. Thus, the present invention is not intended to be limited to the embodiments shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.
Claims (2)
1. The modified urea-formaldehyde resin cross-linking agent is characterized by comprising the following components in percentage by weight: 35-40% of formaldehyde solution, 12.3-17.3% of urea, 1.2% of ammonia water, 19-24.7% of water, 0.1% of hexamethylenetetramine, 0.5% of acetic acid, 21-26.7% of vinyl acetate and 0.2% of sodium hydroxide.
2. The preparation method of the modified urea-formaldehyde resin cross-linking agent is characterized by comprising the following specific steps of:
s1, weighing the raw materials according to the weight percentage of the components in the claim 1, preparing a urea aqueous solution, stirring, heating to 75 ℃, adding ammonia water, adjusting the pH to 8-9, dropwise adding a formaldehyde solution for reaction, wherein the dropwise adding time is 1h, and continuing the reaction for 1h after the dropwise adding is finished to generate hydroxymethyl urea NH 2 -CO-NH-CH 2 OH, dimethylol urea OH-CH 2 -NH-CO-NH-CH 2 -OH and trimethylol urea, wherein the methylol urea reacts with formaldehyde to form dimethylol urea, and the resulting mixture is based on dimethylol urea;
s2, adding 0.1% hexamethylene tetramine and 0.5% acetic acid into the mixed product obtained in the step S1, heating to 90 ℃, adding acetic acid to adjust the pH value to 5-6, and reacting for 1h; condensation of dimethylol urea to urea-formaldehyde resin
S3, adding 0.2% of sodium hydroxide into the step S2, adjusting the pH value to 8-9, adding a condensation reflux device, heating to 160 ℃, dropwise adding vinyl acetate, reacting for 1h, and performing ester exchange on the residual dimethylol urea and the vinyl acetate to generate CH 3 -CO-O-CH 2 -NH-CO-NH-CH 2 -O-CO-CH 3 And cooling to 30 ℃ to obtain the modified urea-formaldehyde resin cross-linking agent.
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