CN114292438A - Preparation method of yellowing-resistant long-acting anti-aging material - Google Patents
Preparation method of yellowing-resistant long-acting anti-aging material Download PDFInfo
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- CN114292438A CN114292438A CN202210181737.2A CN202210181737A CN114292438A CN 114292438 A CN114292438 A CN 114292438A CN 202210181737 A CN202210181737 A CN 202210181737A CN 114292438 A CN114292438 A CN 114292438A
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- terephthalic acid
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- 239000000463 material Substances 0.000 title claims abstract description 47
- 230000003712 anti-aging effect Effects 0.000 title claims abstract description 23
- 238000002360 preparation method Methods 0.000 title claims abstract description 19
- 238000004383 yellowing Methods 0.000 title claims abstract description 19
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 50
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract description 39
- 229910052751 metal Inorganic materials 0.000 claims abstract description 25
- 239000002184 metal Substances 0.000 claims abstract description 25
- 239000013384 organic framework Substances 0.000 claims abstract description 24
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 22
- IPJGAEWUPXWFPL-UHFFFAOYSA-N 1-[3-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC(N2C(C=CC2=O)=O)=C1 IPJGAEWUPXWFPL-UHFFFAOYSA-N 0.000 claims abstract description 19
- -1 salt compound Chemical class 0.000 claims abstract description 18
- WZCQRUWWHSTZEM-UHFFFAOYSA-N 1,3-phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000003513 alkali Substances 0.000 claims abstract description 17
- 239000013522 chelant Substances 0.000 claims abstract description 17
- 229940018564 m-phenylenediamine Drugs 0.000 claims abstract description 17
- 239000002351 wastewater Substances 0.000 claims abstract description 17
- 238000003756 stirring Methods 0.000 claims abstract description 10
- 150000003839 salts Chemical class 0.000 claims abstract description 9
- 239000000243 solution Substances 0.000 claims description 28
- 238000010438 heat treatment Methods 0.000 claims description 12
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 12
- 238000002156 mixing Methods 0.000 claims description 11
- 238000001035 drying Methods 0.000 claims description 9
- 238000001914 filtration Methods 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 9
- 238000005406 washing Methods 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 8
- 239000013585 weight reducing agent Substances 0.000 claims description 8
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 6
- VIQSRHWJEKERKR-UHFFFAOYSA-L disodium;terephthalate Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=C(C([O-])=O)C=C1 VIQSRHWJEKERKR-UHFFFAOYSA-L 0.000 claims description 6
- 238000001704 evaporation Methods 0.000 claims description 6
- 238000010992 reflux Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000011592 zinc chloride Substances 0.000 claims description 6
- 235000005074 zinc chloride Nutrition 0.000 claims description 6
- 239000012535 impurity Substances 0.000 claims description 5
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 5
- 229910001510 metal chloride Inorganic materials 0.000 claims description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 239000011976 maleic acid Substances 0.000 claims description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 4
- 239000011259 mixed solution Substances 0.000 claims description 3
- 229940078552 o-xylene Drugs 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims description 2
- 239000011575 calcium Substances 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 abstract description 5
- 239000004636 vulcanized rubber Substances 0.000 abstract description 5
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 abstract description 3
- 230000000087 stabilizing effect Effects 0.000 abstract description 3
- 230000015556 catabolic process Effects 0.000 abstract description 2
- 238000006731 degradation reaction Methods 0.000 abstract description 2
- 238000006068 polycondensation reaction Methods 0.000 abstract description 2
- 230000032683 aging Effects 0.000 description 7
- KEQFTVQCIQJIQW-UHFFFAOYSA-N N-Phenyl-2-naphthylamine Chemical compound C=1C=C2C=CC=CC2=CC=1NC1=CC=CC=C1 KEQFTVQCIQJIQW-UHFFFAOYSA-N 0.000 description 4
- AAEHPKIXIIACPQ-UHFFFAOYSA-L calcium;terephthalate Chemical compound [Ca+2].[O-]C(=O)C1=CC=C(C([O-])=O)C=C1 AAEHPKIXIIACPQ-UHFFFAOYSA-L 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 2
- 238000005034 decoration Methods 0.000 description 2
- 229910001385 heavy metal Inorganic materials 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 229920003192 poly(bis maleimide) Polymers 0.000 description 2
- 230000004224 protection Effects 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 2
- UYISKGVFPMWFJV-UHFFFAOYSA-N terephthalic acid;zinc Chemical compound [Zn].OC(=O)C1=CC=C(C(O)=O)C=C1 UYISKGVFPMWFJV-UHFFFAOYSA-N 0.000 description 2
- 238000003878 thermal aging Methods 0.000 description 2
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
- 206010027439 Metal poisoning Diseases 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 230000006750 UV protection Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 230000009920 chelation Effects 0.000 description 1
- 230000000536 complexating effect Effects 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000009281 ultraviolet germicidal irradiation Methods 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of a yellowing-resistant long-acting anti-aging material, which comprises the following specific preparation processes: s1, preparing a terephthalic acid metal salt compound organic framework material by using the alkali decrement wastewater; s2, m-phenylenediamine is added into the prepared maleic anhydride organic solution to obtain m-phenylene bismaleimide; s3, under the condition of continuous stirring, dissolving the terephthalic acid metal salt compounded organic framework material and m-phenylene bismaleimide in the dimethyl formamide according to a certain mass ratio to obtain a coordination chelate; and S4, crushing the chelate prepared in the step S3 at normal temperature to obtain the target product. The m-phenylene maleimide polymer prepared by the polycondensation of maleic anhydride and m-phenylenediamine in the invention has reactive NH groups and maleic double bonds on the polymer, and can play a role in protecting and stabilizing the degradation of vulcanized rubber.
Description
Technical Field
The invention belongs to the field of rubber additives, and relates to a preparation method of a yellowing-resistant long-acting anti-aging material.
Background
In the using process, the rubber is aged under the influence of external factors (such as ozone aging, thermal oxidation aging and the like), so that the physical and mechanical properties of the rubber are changed, the elasticity of the rubber is lost, the mechanical properties are reduced, and the service life is shortened. In order to solve the problem of rubber aging, an anti-aging material is necessary to be added into the rubber so as to inhibit or delay the aging process and prolong the service life.
Disclosure of Invention
In order to solve the defects in the prior art, the invention provides a preparation method of a yellowing-resistant long-acting anti-aging material, which takes a terephthalic acid metal salt compounded organic framework material as a carrier, and meta-phenylene bismaleimide supported on a coordination chelate in the framework of the carrier, so that the compatibility of the terephthalic acid metal salt and rubber is facilitated, the mechanical strength and the ultraviolet light resistance stability of the rubber are improved, and the oxidation resistance of the rubber can be improved.
A preparation method of a yellowing-resistant long-acting anti-aging material comprises the following specific preparation processes:
s1, preparing a terephthalic acid metal salt compound organic framework material by using the alkali decrement wastewater;
s2, preparing a maleic anhydride organic solution in a reaction kettle, adding a certain amount of m-phenylenediamine into the prepared maleic anhydride organic solution, heating to 120-150 ℃ under normal pressure, mixing, refluxing and reacting for 4-8h, filtering, washing, and drying in vacuum at 50 ℃ to obtain m-phenylene bismaleimide;
s3, under the condition of continuous stirring, dissolving the terephthalic acid metal salt compounded organic framework material and m-phenylene bismaleimide in the dimethyl formamide according to a certain mass ratio, heating to 45-50 ℃, preserving heat for 30-60min, and then evaporating the mixture of the dimethyl formamide and water in vacuum to obtain a coordination chelate;
and S4, crushing the chelate prepared in the step S3 at normal temperature to obtain the target product.
Preferably, the specific preparation steps of step S1 are as follows:
s1-1: carrying out decoloration and impurity removal treatment on the alkali weight reduction wastewater, and adjusting the pH value of the alkali weight reduction wastewater to 7.5-9;
s1-2: and (3) adding a metal chloride solution prepared in advance into the alkali reduction wastewater treated in the step S1-1, mixing and stirring uniformly, reacting for 20-120min, filtering, washing and drying to obtain the terephthalic acid metal salt compound organic framework material.
Preferably, the alkali weight reduction wastewater subjected to the decoloring and impurity removal treatment in the step S1-1 has a main component of sodium terephthalate and a content of 98.6% or more.
Preferably, the metal chloride solution in step S1-2 is a mixed solution of a calcium chloride solution and a zinc chloride solution, wherein the calcium chloride solution is 25-50% by mass, and the zinc chloride solution is 15-30% by mass.
Preferably, in the step S1-2, n (Ca 2 +) + n (Zn 2 +): n (sodium terephthalate) =1-1.1: 1.
Preferably, in the step S2, the solvent of the maleic acid organic solution is o-xylene, and the concentration of the maleic anhydride organic solution is 2 mol/L.
Preferably, the maleic anhydride and m-phenylenediamine are added in a molar weight ratio of 1: 1.
Preferably, the mass ratio of the terephthalic acid metal salt compounded organic framework material to the m-phenylene bismaleimide is 1-5: 1.
Has the advantages that: the invention provides a preparation method of a yellowing-resistant long-acting anti-aging material, which has the following advantages:
(1) in the reaction process, m-phenylene maleimide polymer is prepared by the polycondensation of maleic acid and m-phenylenediamine, has reactive NH groups and maleic double bonds on the polymer, and can play a role in protecting and stabilizing the degradation of vulcanized rubber.
(2) The target product of the invention is a coordination chelate which takes terephthalic acid metal salt compounded organic framework material as a carrier and meta-phenylene bismaleimide loaded in the framework of the carrier, thereby improving the stability of amido.
(3) The calcium terephthalate can be used as an auxiliary agent to improve the mechanical strength of the rubber;
(4) the calcium terephthalate and the zinc terephthalate have good complexing effect on heavy metal ions, can stabilize the heavy metal ions and have the effect of preventing metal poisoning.
Detailed Description
In order to make those skilled in the art better understand the technical solutions in the present application, the technical solutions in the embodiments of the present application are clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present application, 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 application.
A preparation method of a yellowing-resistant long-acting anti-aging material comprises the following specific preparation processes:
s1, preparing a terephthalic acid metal salt compound organic framework material by using the alkali decrement wastewater;
s2, preparing a maleic anhydride organic solution in a reaction kettle, adding a certain amount of m-phenylenediamine into the prepared maleic anhydride organic solution, heating to 120-150 ℃ under normal pressure, mixing, refluxing and reacting for 4-8h, filtering, washing, and drying in vacuum at 50 ℃ to obtain m-phenylene bismaleimide;
s3, under the condition of continuous stirring, dissolving the terephthalic acid metal salt compounded organic framework material and m-phenylene bismaleimide in the dimethyl formamide according to a certain mass ratio, heating to 45-50 ℃, preserving heat for 30-60min, and then evaporating the mixture of the dimethyl formamide and water in vacuum to obtain a coordination chelate;
and S4, crushing the chelate prepared in the step S3 at normal temperature to obtain the target product.
The method for preparing the terephthalic acid metal salt compound organic framework material by using the alkali decrement wastewater comprises the following specific steps:
s1-1: carrying out decoloration and impurity removal treatment on the alkali weight reduction wastewater, adjusting the pH value of the alkali weight reduction wastewater to 7.5, and adjusting the main component of the alkali weight reduction wastewater after decoloration and impurity removal treatment to be sodium terephthalate with the content of 98.6%;
s1-2: adding a metal chloride solution prepared in advance into the alkali reduction wastewater treated in the step S1-1, uniformly mixing and stirring the mixture, reacting the mixture for 20-120min, filtering, washing and drying the mixture to obtain the terephthalic acid metal salt compound organic framework material, wherein the mixed solution of the calcium chloride solution and the zinc chloride solution comprises 25% by mass of the calcium chloride solution, 30% by mass of the zinc chloride solution, and the ratio of the total added molar amount of the calcium ions and the zinc ions to the molar amount of the sodium terephthalate is 1.
The terephthalic acid metal salt compound organic framework material prepared according to the steps is the terephthalic acid metal salt compound organic framework material used in the embodiments 1-3.
Example 1
The preparation method of the yellowing-resistant long-acting anti-aging material comprises the following steps: adding a certain amount of m-phenylenediamine (the molar weight ratio of maleic anhydride to m-phenylenediamine is 1: 1) into a 2mol/L maleic anhydride organic solution, heating to 145 ℃ under normal pressure, mixing, refluxing and reacting for 5h, filtering, washing, and drying in vacuum at 50 ℃ to obtain m-phenylene bismaleimide (the molar weight ratio of the added maleic anhydride to the added m-phenylenediamine is 1: 1); under the condition of continuous stirring, dissolving a terephthalic acid metal salt compound organic framework material and m-phenylene bismaleimide according to a certain mass ratio (the mass ratio of the terephthalic acid metal salt compound organic framework material to the m-phenylene bismaleimide is 5: 1) in dimethylformamide, heating to 50 ℃, preserving heat for 30min, and then evaporating a mixture of the dimethylformamide and water in vacuum to obtain a coordination chelate; and (4) crushing the chelate prepared in the step (S3) at normal temperature to obtain the target product.
Example 2
The preparation method of the yellowing-resistant long-acting anti-aging material comprises the following steps: adding a certain amount of m-phenylenediamine (the molar weight ratio of maleic anhydride to m-phenylenediamine is 1: 1) into a 2mol/L maleic anhydride organic solution, heating to 145 ℃ under normal pressure, mixing, refluxing and reacting for 6h, filtering, washing, and drying in vacuum at 50 ℃ to obtain m-phenylene bismaleimide (the molar weight ratio of the added maleic anhydride to the added m-phenylenediamine is 1: 1); under the condition of continuous stirring, dissolving a terephthalic acid metal salt compound organic framework material and m-phenylene bismaleimide according to a certain mass ratio (the mass ratio of the terephthalic acid metal salt compound organic framework material to the m-phenylene bismaleimide is 3: 1) in dimethylformamide, heating to 45 ℃, preserving heat for 45min, and then evaporating a mixture of the dimethylformamide and water in vacuum to obtain a coordination chelate; and (4) crushing the chelate prepared in the step (S3) at normal temperature to obtain the target product.
Example 3
The preparation method of the yellowing-resistant long-acting anti-aging material comprises the following steps: adding a certain amount of m-phenylenediamine (the molar weight ratio of maleic anhydride to m-phenylenediamine is 1: 1) into a 2mol/L maleic anhydride organic solution, heating to 150 ℃ under normal pressure, mixing, refluxing and reacting for 8h, filtering, washing, and drying in vacuum at 50 ℃ to obtain m-phenylene bismaleimide (the molar weight ratio of the added maleic anhydride to the added m-phenylenediamine is 1: 1); under the condition of continuous stirring, dissolving a terephthalic acid metal salt compound organic framework material and m-phenylene bismaleimide according to a certain mass ratio (the mass ratio of the terephthalic acid metal salt compound organic framework material to the m-phenylene bismaleimide is 1: 1)) in dimethylformamide, heating to 45 ℃, preserving heat for 60min, and then evaporating a mixture of the dimethylformamide and water in vacuum to obtain a coordination chelate; and (4) crushing the chelate prepared in the step (S3) at normal temperature to obtain the target product.
The solvent of the maleic acid organic solution used in examples 1 to 3 was o-xylene, and the concentration of the maleic anhydride organic solution was 2 mol/L. Examples 1, 2, 3 and phenyl- β -naphthylamine (PBN, commercial grade) were kneaded according to the compounding recipes shown in table 1 to obtain sample 1, sample 2, sample 3 and sample 4, respectively.
Table 1: mixing formula
(1) The rubber compounds obtained by mixing the above samples 1, 2, 3 and 4 were subjected to physical mechanical property test and weather resistance test before and after aging (100 ℃ C.. times.7 d) according to the national standard.
Weather aging resistance test method: taking the same standard sample, cutting the same standard sample into equal 3 pieces according to the length direction of the sample, being vertical to the rolling and extruding directions, folding the test piece according to 360 degrees, fixing the same part of the test piece, then placing the test piece at the same position in the sun-facing position, and observing the surface aging condition of the test piece.
The test results are specifically shown in table 2:
TABLE 2 test results of mechanical properties and thermal aging resistance of each sample
The following conclusions can be drawn from the above experimental results:
1) the addition of the anti-aging material of the invention can enable the anti-thermal aging performance of NR vulcanized rubber to exceed that of an antioxidant PBN commonly used in the rubber industry, not only due to the structure of a benzene ring, but also due to the effect that double bonds of a maleic acid part can capture free radicals.
2) The addition of the anti-aging material of the invention can lead the physical and mechanical properties of NR vulcanized rubber to be better than antioxidant PBN commonly used in the rubber industry, because the invention introduces terephthalate with rigid structure into the rubber through the chelation between terephthalate and m-phenylene maleimide polymer. Thereby improving the physical and mechanical properties of the rubber.
(2) The physical and mechanical properties of the compounds obtained by kneading the above samples 1, 2, 3 and 4 were shown in Table 3, after irradiation with UV light for 200 hours.
TABLE 3 physico-mechanical Properties of the samples after UV irradiation
The following conclusions can be drawn from the above experimental results: the addition of the anti-aging material can ensure that the ultraviolet resistance of NR vulcanized rubber exceeds an antioxidant PBN commonly used in the rubber industry, and not only is the resonance effect of a benzene ring and the stabilizing effect of double bonds of maleic groups on formed free radicals, but also calcium terephthalate and zinc terephthalate are synergistic to form a stable chelate with m-phenylene maleic amide, so that the stability of amine groups in m-phenylene maleic amide is improved.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (8)
1. A preparation method of a yellowing-resistant long-acting anti-aging material is characterized by comprising the following specific preparation processes:
s1, preparing a terephthalic acid metal salt compound organic framework material by using the alkali decrement wastewater;
s2, preparing a maleic anhydride organic solution in a reaction kettle, adding a certain amount of m-phenylenediamine into the prepared maleic anhydride organic solution, heating to 120-150 ℃ under normal pressure, mixing, refluxing and reacting for 4-8h, filtering, washing, and drying in vacuum at 50 ℃ to obtain m-phenylene bismaleimide;
s3, under the condition of continuous stirring, dissolving the terephthalic acid metal salt compounded organic framework material and m-phenylene bismaleimide in the dimethyl formamide according to a certain mass ratio, heating to 45-50 ℃, preserving heat for 30-60min, and then evaporating the mixture of the dimethyl formamide and water in vacuum to obtain a coordination chelate;
and S4, crushing the chelate prepared in the step S3 at normal temperature to obtain the target product.
2. The method for preparing the yellowing-resistant long-acting anti-aging material according to claim 1, wherein the step S1 is specifically prepared by the following steps:
s1-1: carrying out decoloration and impurity removal treatment on the alkali weight reduction wastewater, and adjusting the pH value of the alkali weight reduction wastewater to 7.5-9;
s1-2: and (3) adding a metal chloride solution prepared in advance into the alkali reduction wastewater treated in the step S1-1, mixing and stirring uniformly, reacting for 20-120min, filtering, washing and drying to obtain the terephthalic acid metal salt compound organic framework material.
3. The method for preparing the yellowing-resistant, long-acting and anti-aging material as claimed in claim 2, wherein the alkali-reduced wastewater subjected to the decoloring and impurity-removing treatment in step S1-1 mainly comprises sodium terephthalate with a content of 98.6% or more.
4. The method for preparing the yellowing-resistant, long-acting and anti-aging material according to claim 2, wherein the metal chloride solution in the step S1-2 is a mixed solution of a calcium chloride solution and a zinc chloride solution, wherein the calcium chloride solution is 25-50% by mass, and the zinc chloride solution is 15-30% by mass.
5. The method for preparing the yellowing-resistant, long-acting and anti-aging material according to claim 4, wherein n (Ca) in step S1-22+）+ n（Zn2+): n (sodium terephthalate) =1-1.1: 1.
6. The method for preparing the yellowing-resistant, long-acting and anti-aging material according to claim 1, wherein in the step S2, the solvent of the maleic acid organic solution is o-xylene, and the concentration of the maleic anhydride organic solution is 2 mol/L.
7. The method for preparing yellowing-resistant long-acting anti-aging material according to claim 1 or 6, wherein the molar weight ratio of the maleic anhydride to the m-phenylenediamine is 1: 1.
8. The preparation method of the yellowing-resistant long-acting anti-aging material according to claim 1 or the preparation method is characterized in that the mass ratio of the terephthalic acid metal salt compounded organic framework material to the m-phenylene bismaleimide is 1-5: 1.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4154737A (en) * | 1976-05-05 | 1979-05-15 | E. I. Du Pont De Nemours And Company | Preparation of maleimides and dimaleimides |
| CN1686871A (en) * | 2005-04-23 | 2005-10-26 | 陈一鸣 | Method for preparing antiager from wastewater of alkali weight reduction |
| CN110922638A (en) * | 2019-12-23 | 2020-03-27 | 常州市五洲环保科技有限公司 | Method for preparing protective material for rubber by recycling textile white mud |
| CN112500536A (en) * | 2020-12-31 | 2021-03-16 | 常州市五洲化工有限公司 | Preparation method of long-acting anti-tarnishing anti-aging agent |
-
2022
- 2022-02-26 CN CN202210181737.2A patent/CN114292438B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4154737A (en) * | 1976-05-05 | 1979-05-15 | E. I. Du Pont De Nemours And Company | Preparation of maleimides and dimaleimides |
| CN1686871A (en) * | 2005-04-23 | 2005-10-26 | 陈一鸣 | Method for preparing antiager from wastewater of alkali weight reduction |
| CN110922638A (en) * | 2019-12-23 | 2020-03-27 | 常州市五洲环保科技有限公司 | Method for preparing protective material for rubber by recycling textile white mud |
| CN112500536A (en) * | 2020-12-31 | 2021-03-16 | 常州市五洲化工有限公司 | Preparation method of long-acting anti-tarnishing anti-aging agent |
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