CN115821637A - Preparation method of degradable engine oil filter paper - Google Patents
Preparation method of degradable engine oil filter paper Download PDFInfo
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- CN115821637A CN115821637A CN202211243739.6A CN202211243739A CN115821637A CN 115821637 A CN115821637 A CN 115821637A CN 202211243739 A CN202211243739 A CN 202211243739A CN 115821637 A CN115821637 A CN 115821637A
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Abstract
The invention belongs to the field of automobile oil filters, and mainly relates to a preparation method of degradable engine oil filter paper. The method comprises the following steps: the preparation method of the engine oil filter paper has the advantages that the paraformaldehyde and 1,3-bis (4-aminophenoxy) benzene are used as raw materials, the preparation product of the engine oil filter paper which can be degraded under mild conditions is provided, the degradable engine oil filter paper can be degraded under mild conditions, the product has high mechanical physical properties and thermal properties, and the engine oil filter paper prepared by the method is good in air permeability and high in filtering efficiency and can be degraded under mild conditions.
Description
Technical Field
The invention relates to preparation of degradable engine oil filter paper, and particularly relates to the field of automobile engine oil filters.
Background
The engine oil filter paper has the main function of filtering dust and impurities in engine air inlet, engine oil and fuel oil so as to prolong the service life of the engine. The phenolic resin impregnated on the engine oil filter paper has excellent temperature resistance, flame retardance, chemical reagent resistance and size stability, and is widely applied to the performance enhancement of the filter paper in the automobile industry. However, the phenolic resin is not easy to dissolve and melt, the cross-linked network structure is very stable, the phenolic resin is not easy to degrade by natural microorganisms, the phenolic resin is not separated in the natural environment for a long time, and the phenolic resin cannot be rotten after being buried in soil, so that the phenolic resin causes great harm to the environment.
With the increasing use amount of the phenolic resin, the phenolic resin poses great threat to human health and has great damage to the ecological environment. How to accelerate the replacement of waste phenolic resin products is particularly important for the development of the engine oil filter paper towards the healthy green direction.
For these reasons, the degradability of the engine oil filter paper is continuously studied at home and abroad. How to produce the engine oil filter paper with high mechanical property, good heat resistance, degradability and environmental protection is a great research difficulty. Under such circumstances, the present invention has developed a degradable engine oil filter paper that is chemically degraded under specific conditions.
Disclosure of Invention
Aiming at the problems or defects in the prior art, the invention aims to provide a method for preparing degradable engine oil filter paper. The invention mainly improves the mechanical property, the thermal property and the filtering property of the engine oil filter paper by soaking the PHT resin on the surface of the engine oil filter paper base paper, and simultaneously, the PHT resin can be degraded, thereby recovering filter paper fibers and improving the problem that the filter paper impregnated material made of phenolic resin is not easy to degrade in the environment.
The method mainly comprises the following steps:
(1) Preparation of HDCN resin: reacting paraformaldehyde and 1,3-bis (4-aminophenoxy) benzene which are used as raw materials according to different proportions, and obtaining the HDCN resin by using N-methylpyrrolidone as a dissolving system.
(2) Preparing degradable engine oil filter paper: and (3) carrying out ultrasonic oscillation treatment on the prepared HDCN resin in a tank type ultrasonic cleaner, controlling the impregnation time, and impregnating the resin on the filter paper base paper. And after the solvent is volatilized in a fume hood, putting the filter paper in a tray, setting the temperature of a vacuum drying oven, and curing the resin at high temperature to obtain the degradable engine oil filter paper.
(3) And (3) degrading the degradable engine oil filter paper prepared in the step (2) by using a compound system of hydrochloric acid and acetone with different volume ratios, controlling the degradation time to be 4h, and rinsing the fiber with the resin removed in a distilled water solution to obtain the recovered filter paper fiber.
Further, in the above technical scheme, the reaction ratio of paraformaldehyde to 1,3-bis (4-aminophenoxy) benzene in the step (1) is determined to be 1: 2.1,1: 1.8,1: 2.4, and preferably, the reaction ratio of paraformaldehyde to 1,3-bis (4-aminophenoxy) benzene in the above technical scheme is determined to be 1: 2.1.
Further, according to the technical scheme, the temperature of the vacuum drying oven in the step (2) is 130 ℃.
Further, according to the technical scheme, different volume ratios of 1M hydrochloric acid to acetone in the step (3) are 1: 0,1: 1,1: 2,1: 3,1: 4,0: 1. Preferably, in the technical scheme, the volume ratio of the 1M hydrochloric acid to the acetone is 1: 4.
Compared with the prior art, the invention relates to a preparation method of degradable engine oil filter paper, and the innovation points are as follows:
(1) Paraformaldehyde and 1,3-bis (4-aminophenoxy) benzene are used as raw materials, are relatively green and are not easy to volatilize toxic gases.
(2) According to the invention, paraformaldehyde and 1,3-bis (4-aminophenyloxy) benzene are used as raw materials to carry out condensation reaction, and the raw materials are cured at high temperature to generate PHT resin which is impregnated on base paper of the engine oil filter paper to replace phenolic resin which is not easy to degrade, so that the degradable engine oil filter paper is prepared.
(3) The modified filter paper can be degraded in a complex system of hydrochloric acid and an organic solvent, and the fiber can be recovered, so that the modified filter paper accords with the concept of green chemistry.
Drawings
FIG. 1 is an SEM image of filter paper.
Wherein X1 and X2 are respectively the surface topography of 500 times and 3000 times of the amplification of the filter paper base paper; y1 and Y2 are respectively the surface topography of 500 times and 3000 times of the degradable engine oil filter paper after PHT dipping and curing; z1 and Z2 are respectively the surface morphologies of 500 times and 3000 times of degradable engine oil filter paper when the degradable engine oil filter paper is degraded by using 1M hydrochloric acid and acetone in a volume ratio of 1: 4.
Detailed Description
Example 1
60ml of N-methylpyrrolidone is placed in a distillation flask, a stirring rotor is placed in the distillation flask, a digital display magnetic stirrer is turned on, the rotating speed is adjusted, preheating is carried out for 10min, then the temperature is raised to 80 ℃, 1.26g of paraformaldehyde is placed in the distillation flask, and stirring is carried out for 12h until the paraformaldehyde is completely dissolved in the N-methylpyrrolidone. To obtain paraformaldehyde dissolved in the solvent.
And (2) cooling the solution prepared in the step (1) to 50 ℃, adding 5.847g1, 3-bis (4-aminophenoxy) benzene, reacting for 20min, continuously stirring to react until gel is not generated, and after the reaction is finished, putting the solution into a groove type ultrasonic cleaner for ultrasonic oscillation treatment to obtain the resin suspension with the HDCN structure.
Impregnating the resin suspension with the HDCN structure prepared in the step (2) into the resin with the HDCN structure according to different sizing amount ratios, wherein the quantitative amount of the resin is 140g/m 3 Then placed in a fume hood to evaporate the solvent to obtain the HDCN filter paper.
And (4) putting the filter paper obtained in the step (3) into a vacuum drying oven, controlling the temperature at 130 ℃, curing for 20min, and weighing the mass change before and after gluing by using a tray balance to obtain the degradable engine oil filter paper with 20% gluing amount.
8.3ml of concentrated hydrochloric acid with the mass fraction of 36.5 percent is taken, 91.7ml of distilled water is poured into a beaker containing the concentrated hydrochloric acid, and the beaker is poured into a glass rod while stirring to dissipate heat, so that 1M dilute hydrochloric acid aqueous solution is obtained. Preparing 1M acetone solution, taking 12ml of dilute hydrochloric acid and 48ml of acetone solution, and enabling the volume ratio of the hydrochloric acid to the acetone to be 1: 4. Tearing the PHT filter paper fiber into pieces along the longitudinal direction of the fiber, weighing 5g by using a tray balance, degrading the PHT filter paper by using a compound system with the volume ratio of 1M hydrochloric acid to acetone being 1: 4, reacting for 1h, and obtaining the recovered filter paper fiber after the PHT resin is stripped.
Example 2
60ml of N-methylpyrrolidone is placed in a distillation flask, a stirring rotor is placed in the distillation flask, a digital display magnetic stirrer is turned on, the rotating speed is adjusted, and preheating is carried out for 10min. Subsequently, the temperature was raised to 80 ℃ and 2.56g of paraformaldehyde was placed in a distillation flask and stirred for 12 hours until the paraformaldehyde was completely dissolved in N-methylpyrrolidone. To obtain paraformaldehyde dissolved in the solvent. And (2) when the temperature of the solution prepared in the step (1) is reduced to 50 ℃, adding 11.694g1, 3-bis (4-aminophenoxy) benzene, reacting for 20min, continuously stirring and reacting until a gel state is not generated, and after the reaction is finished, putting the solution into a groove type ultrasonic cleaner for ultrasonic oscillation treatment to obtain the resin suspension with the HDCN structure.
Preparing the product of the step (2)Preparing resin suspension with HDCN structure, and soaking the resin with HDCN structure in a quantitative ratio of 140g/m according to different sizing amount ratios 3 Then placed in a fume hood to evaporate the solvent, to obtain an HDCN (hemiacetal dynamic network) filter paper.
And (4) putting the filter paper obtained in the step (3) into a vacuum drying oven, controlling the temperature at 130 ℃, curing for 20min, and weighing the mass change before and after sizing by using a tray balance to obtain the degradable engine oil filter paper with the sizing amount of 40%.
8.3ml of concentrated hydrochloric acid with the mass fraction of 36.5 percent is taken, 91.7ml of distilled water is poured into a beaker containing the concentrated hydrochloric acid, and a glass rod is used for stirring while pouring so as to dissipate heat, thus obtaining a 1M dilute hydrochloric acid aqueous solution. Preparing 1M acetone solution, taking 15ml of dilute hydrochloric acid and 45ml of acetone solution, and enabling the volume ratio of the hydrochloric acid to the acetone to be 1: 3. Tearing the PHT filter paper fiber into pieces along the longitudinal direction of the fiber, weighing 5g by using a tray balance, degrading the PHT filter paper by using a compound system with the volume ratio of 1M hydrochloric acid to acetone being 1: 3, reacting for 1h, and obtaining the recovered filter paper fiber after the PHT resin is stripped.
Example 3
60ml of N-methylpyrrolidone is placed in a distillation flask, a stirring rotor is placed in the distillation flask, a digital display magnetic stirrer is turned on, the rotating speed is adjusted, and preheating is carried out for 10min. Subsequently, the temperature was raised to 80 ℃ and 0.63g of paraformaldehyde was placed in a distillation flask and stirred for 12 hours until the paraformaldehyde was completely dissolved in N-methylpyrrolidone, to obtain paraformaldehyde dissolved in the solvent.
And (2) when the temperature of the solution prepared in the step (1) is reduced to 50 ℃, adding 2.92g of 1, 3-bis (4-aminophenoxy) benzene, reacting for 20min, continuously stirring to react until a gel state is not generated, and after the reaction is finished, putting the solution into a groove type ultrasonic cleaner for ultrasonic oscillation treatment to obtain the resin suspension with the HDCN structure.
Impregnating the resin suspension with HDCN structure prepared in the step (2) in a solution with a fixed quantity of 140g/m 3 Then placed in a fume hood to evaporate the solvent to obtain the HDCN filter paper.
And (4) putting the filter paper obtained in the step (3) into a vacuum drying oven, controlling the temperature at 130 ℃, curing for 20min, and weighing the mass change before and after gluing by using a tray balance to obtain the degradable engine oil filter paper with the gluing amount of 10%.
8.3ml of concentrated hydrochloric acid with the mass fraction of 36.5 percent is taken, 91.7ml of distilled water is poured into a beaker containing the concentrated hydrochloric acid, and the beaker is poured into a glass rod while stirring to dissipate heat, so that 1M dilute hydrochloric acid aqueous solution is obtained. Preparing 1M acetone solution, taking 20ml of dilute hydrochloric acid and 40ml of acetone solution, and enabling the volume ratio of the hydrochloric acid to the acetone to be 1: 2. Tearing the PHT filter paper fiber into pieces along the longitudinal direction of the fiber, weighing 5g by using a tray balance, degrading the PHT filter paper by using a compound system with the volume ratio of 1M hydrochloric acid to acetone being 1: 2, reacting for 1h, and obtaining the recovered filter paper fiber after the PHT resin is stripped.
Example 4
60ml of N-methylpyrrolidone is placed in a distillation flask, a stirring rotor is placed in the distillation flask, a digital display magnetic stirrer is turned on, the rotating speed is adjusted, and preheating is carried out for 10min. Subsequently, the temperature was raised to 80 ℃ and 0.84g of paraformaldehyde was placed in a distillation flask and stirred for 12 hours until the paraformaldehyde was completely dissolved in N-methylpyrrolidone. To obtain paraformaldehyde dissolved in the solvent.
And (2) when the temperature of the solution prepared in the step (1) is reduced to 50 ℃, adding 3.89g of 1, 3-bis (4-aminophenoxy) benzene, reacting for 20min, continuously stirring to react until a gel state is not generated, and after the reaction is finished, putting the solution into a groove type ultrasonic cleaner for ultrasonic oscillation treatment to obtain the resin suspension with the HDCN structure.
Impregnating the resin suspension with the HDCN structure prepared in the step (2) into the resin with the HDCN structure according to different sizing amount ratios, wherein the quantitative amount of the resin is 140g/m 3 Then placed in a fume hood to evaporate the solvent to obtain the HDCN filter paper.
And (4) putting the filter paper obtained in the step (3) into a vacuum drying oven, controlling the temperature at 130 ℃, curing for 20min, and weighing the mass change before and after gluing by using a tray balance to obtain the degradable engine oil filter paper with 15% gluing amount.
8.3ml of concentrated hydrochloric acid with the mass fraction of 36.5 percent is taken, 91.7ml of distilled water is poured into a beaker containing the concentrated hydrochloric acid, and a glass rod is used for stirring while pouring so as to dissipate heat, thus obtaining a 1M dilute hydrochloric acid aqueous solution. Preparing 1M acetone solution, taking 30ml of dilute hydrochloric acid and 30ml of acetone solution, and enabling the volume ratio of the hydrochloric acid to the acetone to be 1: 1. Tearing the PHT filter paper fiber into pieces along the longitudinal direction of the fiber, weighing 5g of the PHT filter paper by using a tray balance, degrading the PHT filter paper by using a compound system with the volume ratio of 1M hydrochloric acid to 1: 1, reacting for 1h, and obtaining the recovered filter paper fiber after the PHT resin is stripped.
Example 5
60ml of N-methylpyrrolidone is placed in a distillation flask, a stirring rotor is placed in the distillation flask, a digital display magnetic stirrer is turned on, the rotating speed is adjusted, and preheating is carried out for 10min. Subsequently, the temperature was raised to 80 ℃ and 1.89g of paraformaldehyde was placed in a distillation flask and stirred for 12 hours until the paraformaldehyde was completely dissolved in N-methylpyrrolidone. To obtain paraformaldehyde dissolved in the solvent.
And (2) when the temperature of the solution prepared in the step (1) is reduced to 50 ℃, adding 8.77g of 1, 3-bis (4-aminophenyloxy) benzene, reacting for 20min, continuously stirring to react until gel is not generated right, and after the reaction is finished, putting the solution into a groove type ultrasonic cleaner for ultrasonic oscillation treatment to obtain the resin suspension with the HDCN structure.
Impregnating the resin suspension with the HDCN structure prepared in the step (2) into the resin with the HDCN structure according to different sizing amount ratios, wherein the quantitative amount of the resin is 140g/m 3 Then placed in a fume hood to evaporate the solvent to obtain the HDCN filter paper.
And (4) putting the filter paper obtained in the step (3) into a vacuum drying oven, controlling the temperature at 130 ℃, curing for 20min, and weighing the mass change before and after gluing by using a tray balance to obtain the degradable engine oil filter paper with the gluing amount of 30%.
8.3ml of concentrated hydrochloric acid with the mass fraction of 36.5 percent is taken, 91.7ml of distilled water is poured into a beaker containing the concentrated hydrochloric acid, the beaker is poured into a glass rod while stirring to dissipate heat, so that 1M dilute hydrochloric acid aqueous solution is obtained, and 60ml of dilute hydrochloric acid is taken for later use. Tearing the PHT filter paper fiber into pieces along the longitudinal direction of the fiber, weighing 5g by using a tray balance, degrading the PHT filter paper by using a 1M hydrochloric acid single system, reacting for 1h, and obtaining the recovered filter paper fiber after the PHT resin is stripped.
Example 6
60ml of N-methylpyrrolidone is placed in a distillation flask, a stirring rotor is placed in the distillation flask, a digital display magnetic stirrer is turned on, the rotating speed is adjusted, and preheating is carried out for 10min. Subsequently, the temperature was raised to 80 ℃ and 1.89g of paraformaldehyde was placed in a distillation flask and stirred for 12 hours until the paraformaldehyde was completely dissolved in N-methylpyrrolidone, to obtain paraformaldehyde dissolved in the solvent.
And (2) when the temperature of the solution prepared in the step (1) is reduced to 50 ℃, adding 8.77g of 1, 3-bis (4-aminophenoxy) benzene, reacting for 20min, continuously stirring to react until a gel state is not generated, and after the reaction is finished, putting the solution into a groove type ultrasonic cleaner for ultrasonic oscillation treatment to obtain the resin suspension with the HDCN structure.
Impregnating the resin suspension with the HDCN structure prepared in the step (2) into the resin with the HDCN structure according to different sizing amount ratios, wherein the quantitative amount of the resin is 140g/m 3 Then placed in a fume hood to evaporate the solvent to obtain the HDCN filter paper.
And (4) putting the filter paper obtained in the step (3) into a vacuum drying oven, controlling the temperature at 130 ℃, curing for 20min, and weighing the mass change before and after gluing by using a tray balance to obtain the degradable engine oil filter paper with the gluing amount of 30%.
Preparing 1M acetone solution, taking 60ml acetone solution, and enabling the volume ratio of hydrochloric acid to acetone to be 0: 1. Tearing the PHT filter paper fiber into pieces along the longitudinal direction of the fiber, weighing 5g by using a tray balance, degrading the PHT filter paper by using an acetone single system, reacting for 1h, and obtaining the recovered filter paper fiber after the PHT resin falls off.
Claims (6)
1. A preparation method of degradable engine oil filter paper takes paraformaldehyde and 1,3-di (4-aminophenoxy) benzene as raw materials, and N-methyl pyrrolidone is used as a dissolving system to obtain the resin with the HDCN structure. And (3) impregnating HDCN (covalent cross-linked network dynamic structure) structural resin on the base paper of the filter paper by controlling reaction conditions, controlling impregnation time, and then putting the base paper of the filter paper into a vacuum drying oven to obtain the degradable engine oil filter paper. The filter paper has good mechanical property, thermal property and filtering property, and good degradation property, and realizes the purpose of recycling fibers. The method comprises the following steps:
(1) Putting N-methylpyrrolidone into a reaction vessel, stirring at a constant speed, preheating in a water bath at 50 ℃ for 10min, raising the temperature to 80 ℃, putting paraformaldehyde into the reaction vessel, and stirring at the constant speed for 12h until the paraformaldehyde is completely dissolved in the N-methylpyrrolidone.
(2) And (2) when the temperature of the solution prepared in the step (1) is reduced to 50 ℃, adding 1,3-bis (4-aminophenoxy) benzene, reacting for 20min, continuously stirring until the reaction just does not generate a gel state, and carrying out ultrasonic oscillation treatment after the reaction is finished to obtain the resin suspension with the HDCN structure.
(3) And (3) impregnating the resin suspension with the HDCN structure prepared in the step (2) on the base paper of the filter paper according to different sizing amount ratios, and controlling the impregnation time to be 10s to obtain the HDCN filter paper.
(4) And (4) placing the filter paper obtained in the step (3) into a vacuum drying oven for curing reaction for 20min to obtain the degradable engine oil filter paper.
2. The method for preparing degradable engine oil filter paper according to claim 1, wherein the method comprises the following steps: in the step (1), the adding amount of the N-methyl pyrrolidone is 60ml, and the adding amount of the paraformaldehyde is 0.63 g-2.56 g.
3. The method for preparing degradable engine oil filter paper according to claim 1, characterized in that: in the step (2), the addition amount of 1,3-bis (4-aminophenoxy) benzene is 2.92g to 11.694g.
4. The method for preparing degradable engine oil filter paper according to claim 1, characterized in that: the PHT glue amount ratio in the step (3) is 10-40%. The quantitative rate of the base paper of the filter paper is 138-140 g/m 3 。
5. The method for preparing degradable engine oil filter paper according to claim 1, wherein the method comprises the following steps: the curing temperature in step (4) was determined to be 130 ℃.
6. The degradable engine oil filter paper obtained by the method for preparing the degradable engine oil filter paper according to any one of claims 1 to 5.
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| CN112662126A (en) * | 2020-12-22 | 2021-04-16 | 华南理工大学 | Continuous fiber reinforced poly-hexahydrotriazine resin-based heat-conducting composite material and preparation method thereof |
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- 2022-10-12 CN CN202211243739.6A patent/CN115821637A/en active Pending
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| US20160264744A1 (en) * | 2015-03-10 | 2016-09-15 | International Business Machines Corporation | Polyhemiaminal and polyhexahydrotriazine materials from 1,4 conjugate addition reactions |
| CN108004840A (en) * | 2017-12-27 | 2018-05-08 | 山东圣泉新材料股份有限公司 | A kind of quick-setting automobile filter paper |
| CN112480809A (en) * | 2020-11-30 | 2021-03-12 | 江苏大学 | Green polyhexahydrotriazine self-lubricating coating, preparation method and degradation method thereof |
| CN112662126A (en) * | 2020-12-22 | 2021-04-16 | 华南理工大学 | Continuous fiber reinforced poly-hexahydrotriazine resin-based heat-conducting composite material and preparation method thereof |
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