CN108164632B - Modified cardanol derivative water reducing agent and preparation method thereof - Google Patents
Modified cardanol derivative water reducing agent and preparation method thereof Download PDFInfo
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- CN108164632B CN108164632B CN201711477781.3A CN201711477781A CN108164632B CN 108164632 B CN108164632 B CN 108164632B CN 201711477781 A CN201711477781 A CN 201711477781A CN 108164632 B CN108164632 B CN 108164632B
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- cardanol derivative
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- JOLVYUIAMRUBRK-UTOQUPLUSA-N Cardanol Chemical class OC1=CC=CC(CCCCCCC\C=C/C\C=C/CC=C)=C1 JOLVYUIAMRUBRK-UTOQUPLUSA-N 0.000 title claims abstract description 69
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 59
- 239000003638 chemical reducing agent Substances 0.000 title claims abstract description 39
- 238000002360 preparation method Methods 0.000 title abstract description 16
- 239000003999 initiator Substances 0.000 claims abstract description 15
- BNKAXGCRDYRABM-UHFFFAOYSA-N ethenyl dihydrogen phosphate Chemical compound OP(O)(=O)OC=C BNKAXGCRDYRABM-UHFFFAOYSA-N 0.000 claims abstract description 14
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- -1 unsaturated glycidyl ester Chemical class 0.000 claims abstract description 11
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims abstract description 7
- 150000001408 amides Chemical class 0.000 claims abstract description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 27
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 19
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 claims description 15
- 239000002994 raw material Substances 0.000 claims description 13
- LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 claims description 12
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 claims description 12
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 8
- CSNDXHSGSSAWOF-UHFFFAOYSA-L disodium;ethenyl phosphate Chemical compound [Na+].[Na+].[O-]P([O-])(=O)OC=C CSNDXHSGSSAWOF-UHFFFAOYSA-L 0.000 claims description 8
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 8
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical group C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims description 8
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 7
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 6
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 6
- YFWCXMIPDWBZAW-UHFFFAOYSA-L dipotassium;ethenyl phosphate Chemical compound [K+].[K+].[O-]P([O-])(=O)OC=C YFWCXMIPDWBZAW-UHFFFAOYSA-L 0.000 claims description 5
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 5
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 claims description 4
- 229940047670 sodium acrylate Drugs 0.000 claims description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 4
- SONHXMAHPHADTF-UHFFFAOYSA-M sodium;2-methylprop-2-enoate Chemical compound [Na+].CC(=C)C([O-])=O SONHXMAHPHADTF-UHFFFAOYSA-M 0.000 claims description 4
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 3
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 abstract description 14
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 abstract description 14
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract description 12
- 239000011734 sodium Substances 0.000 abstract description 12
- 229910052708 sodium Inorganic materials 0.000 abstract description 12
- 238000001816 cooling Methods 0.000 abstract description 9
- 238000007599 discharging Methods 0.000 abstract description 9
- 238000010438 heat treatment Methods 0.000 abstract description 9
- 238000003756 stirring Methods 0.000 abstract description 9
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 description 31
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 description 31
- FAYVLNWNMNHXGA-UHFFFAOYSA-N Cardanoldiene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1 FAYVLNWNMNHXGA-UHFFFAOYSA-N 0.000 description 31
- PTFIPECGHSYQNR-UHFFFAOYSA-N cardanol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 description 31
- 244000226021 Anacardium occidentale Species 0.000 description 7
- 235000020226 cashew nut Nutrition 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 239000007788 liquid Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical class OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000012644 addition polymerization Methods 0.000 description 2
- KAOMOVYHGLSFHQ-UTOQUPLUSA-N anacardic acid Chemical compound CCC\C=C/C\C=C/CCCCCCCC1=CC=CC(O)=C1C(O)=O KAOMOVYHGLSFHQ-UTOQUPLUSA-N 0.000 description 2
- 235000014398 anacardic acid Nutrition 0.000 description 2
- ADFWQBGTDJIESE-UHFFFAOYSA-N anacardic acid 15:0 Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1C(O)=O ADFWQBGTDJIESE-UHFFFAOYSA-N 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000006277 sulfonation reaction Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- RMTXUPIIESNLPW-UHFFFAOYSA-N 1,2-dihydroxy-3-(pentadeca-8,11-dienyl)benzene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1O RMTXUPIIESNLPW-UHFFFAOYSA-N 0.000 description 1
- QARRXYBJLBIVAK-UEMSJJPVSA-N 3-[(8e,11e)-pentadeca-8,11-dienyl]benzene-1,2-diol;3-[(8e,11e)-pentadeca-8,11,14-trienyl]benzene-1,2-diol;3-[(8e,11e,13e)-pentadeca-8,11,13-trienyl]benzene-1,2-diol;3-[(e)-pentadec-8-enyl]benzene-1,2-diol;3-pentadecylbenzene-1,2-diol Chemical compound CCCCCCCCCCCCCCCC1=CC=CC(O)=C1O.CCCCCC\C=C\CCCCCCCC1=CC=CC(O)=C1O.CCC\C=C\C\C=C\CCCCCCCC1=CC=CC(O)=C1O.C\C=C\C=C\C\C=C\CCCCCCCC1=CC=CC(O)=C1O.OC1=CC=CC(CCCCCCC\C=C\C\C=C\CC=C)=C1O QARRXYBJLBIVAK-UEMSJJPVSA-N 0.000 description 1
- IYROWZYPEIMDDN-UHFFFAOYSA-N 3-n-pentadec-8,11,13-trienyl catechol Natural products CC=CC=CCC=CCCCCCCCC1=CC=CC(O)=C1O IYROWZYPEIMDDN-UHFFFAOYSA-N 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- RZNXDHMVVZHQEC-UHFFFAOYSA-N CCC1=C(C(=C(C=C1)C(C)C)C)O Chemical compound CCC1=C(C(=C(C=C1)C(C)C)C)O RZNXDHMVVZHQEC-UHFFFAOYSA-N 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- RECUKUPTGUEGMW-UHFFFAOYSA-N carvacrol Chemical compound CC(C)C1=CC=C(C)C(O)=C1 RECUKUPTGUEGMW-UHFFFAOYSA-N 0.000 description 1
- 235000007746 carvacrol Nutrition 0.000 description 1
- HHTWOMMSBMNRKP-UHFFFAOYSA-N carvacrol Natural products CC(=C)C1=CC=C(C)C(O)=C1 HHTWOMMSBMNRKP-UHFFFAOYSA-N 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000006266 etherification reaction Methods 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WYXXLXHHWYNKJF-UHFFFAOYSA-N isocarvacrol Natural products CC(C)C1=CC=C(O)C(C)=C1 WYXXLXHHWYNKJF-UHFFFAOYSA-N 0.000 description 1
- 235000006610 natural monophenols Nutrition 0.000 description 1
- 238000006396 nitration reaction Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction 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
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- DQTMTQZSOJMZSF-UHFFFAOYSA-N urushiol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1O DQTMTQZSOJMZSF-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Abstract
The invention provides a modified cardanol derivative water reducing agent and a preparation method thereof, wherein the preparation method comprises the following steps: (1) adding anacardol sodium sulfonate, unsaturated glycidyl ester, unsaturated carboxylic acid and/or salt thereof, vinyl phosphoric acid and/or salt thereof, unsaturated amide and water into a reaction kettle, starting stirring, and starting heating to raise the temperature; (2) when the temperature is increased to 65-100 ℃, starting to dropwise add an initiator solution with the mass percentage concentration of 1-10%, wherein the initiator solution is prepared from the initiator and part of the water; the dropping time is controlled to be 0.5-4 hours, and the temperature is controlled to be 75-100 ℃ during dropping; (3) and after the dripping is finished, adding an alkaline regulator to adjust the pH value, cooling and discharging after 0.1-1 hour to obtain the modified cardanol derivative water reducing agent.
Description
The invention is patent application No. 201510681204.0, with patent names: a modified cardanol derivative water reducing agent and a preparation method thereof are applied in a divisional application of 2015, 10 and 19.
Technical Field
The invention belongs to the field of fine chemical engineering, and particularly relates to a modified cardanol derivative water reducing agent and a preparation method thereof.
Background
Cardanol is the main component of cashew nut shell liquid. Cashew nut shell liquid is an agricultural byproduct in cashew nut processing, and natural cashew nut shells are subjected to pyrolysis or supercritical CO2Extracting to obtain brown viscous liquid. The cashew nut shell liquid contains anacardic acid, cardanol, carvacrol, dimethylcarvacrol and other main components. Cashew nut shell liquids from different sources also often contain small amounts of polymers and small amounts of components. The anacardic acid in the commercial cashew nut shell liquid is directly desinsected into cardanol, wherein the content of the cardanol can reach 90%.
Cardanol is a very useful raw material for synthetic resins and many industrial products. The source is rich and the price is low, so the method has very important development and application values. From the twentieth century, people made a lot of work on research on cardanol, and made remarkable progress in aspects of composition, structure, properties, application and the like. Cardanol is a natural monophenol derivative with ethylenically unsaturated long side carbon chain groups, with a structure similar to urushiol. Cardanol has the characteristics of both aromatic compounds and aliphatic compounds, and meanwhile, phenolic hydroxyl groups on benzene rings enable the cardanol to have phenolic properties. Obviously, the special structure of cardanol gives cardanol special chemical properties. The cardanol chemical reaction is characterized in that: some reactions only occur at a certain group, and some are very complex. The main reactions include hydrogenation, oxidation, polyaddition, esterification, etherification, nitration, sulfonation, polycondensation and the like.
A great deal of literature reports are available on synthesizing the cardanol-based surfactant by using the sulfonation reaction of cardanol and using cardanol as a raw material, and the cardanol-based surfactant has good surface activity. According to the preparation method, the sulfonated product of cardanol, namely cardanol sulfonate, is taken as a raw material, and the cardanol sulfonate and a functional monomer are subjected to addition polymerization reaction on unsaturated bonds of a carbon chain to generate a modified cardanol derivative polymer with multiple functional groups and good surface activity. The water reducing rate of the product of the invention exceeds 18 percent and reaches the level of a high efficiency water reducing agent.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provides a modified cardanol derivative water reducing agent and a preparation method thereof.
In order to achieve the purpose, the invention adopts the following technical scheme:
a modified cardanol derivative water reducing agent is prepared from the following raw material components in parts by weight:
the unsaturated glycidyl ester is glycidyl acrylate or glycidyl methacrylate; the unsaturated carboxylic acid and/or the salt thereof is a mixture of any one or more than two of acrylic acid, sodium acrylate, methacrylic acid and sodium methacrylate mixed in any ratio; the vinyl phosphoric acid and/or the salt thereof is a mixture of any one or more than two of vinyl phosphoric acid, sodium vinyl phosphate and potassium vinyl phosphate in any ratio; the unsaturated amide is acrylamide or methacrylamide.
The further improvement is that: the initiator is any one or a mixture of more than two of sodium persulfate, potassium persulfate and ammonium persulfate which are mixed in any ratio.
The further improvement is that: the alkaline regulator is a mixture of any one or more than two of sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate mixed in any ratio.
A preparation method of a modified cardanol derivative water reducing agent is realized through the following steps:
(1) adding 10-40 parts by weight of cardanol sodium sulfonate, 5-10 parts by weight of unsaturated glycidyl ester, 5-20 parts by weight of unsaturated carboxylic acid and/or salt thereof, 0.5-5 parts by weight of vinyl phosphoric acid and/or salt thereof, 0.5-5 parts by weight of unsaturated amide and 21-35 parts by weight of water into a reaction kettle, starting stirring, and starting heating to raise the temperature; (2) when the temperature rises to 65-100 ℃, starting to dropwise add an initiator solution with the mass percentage concentration of 1-10%, wherein the initiator solution is prepared from 0.05-2 parts by weight of initiator and 9-20 parts by weight of water; the dropping time is controlled to be 0.5-4 hours, and the temperature is controlled to be 75-100 ℃ during dropping; (3) and after the dripping is finished, adding 0.1-5 parts by weight of alkaline regulator to adjust the pH value, and after 0.1-1 hour, cooling and discharging to obtain the modified cardanol derivative water reducing agent.
Compared with the prior art, the invention has the following remarkable effects:
1. according to the invention, the cardanol sodium sulfonate is used as a starting material, and the cardanol sodium sulfonate can perform addition polymerization reaction with a functional monomer on a carbon chain unsaturated bond, so that the modified cardanol derivative water reducing agent with good surface activity and containing a plurality of functional groups such as ester groups, carboxyl groups, phosphate groups, amide groups, sulfonic groups and the like is obtained, and the modified cardanol derivative water reducing agent has the advantages that all performances can meet the requirements of related quality standards, the water reducing rate is high, the slump is well maintained, the dispersion flow performance is good, the gas content is low, and the later strength is high;
2. the main raw material of the cardanol sodium sulfonate is obtained by sulfonating a natural renewable biomass product, namely cardanol, which has rich sources, and meets the requirements of economy and environmental protection;
the product has simple production process and mild conditions, the feeding and the conditions in the production process are easy to control, and the whole process has no three wastes, thus being a green, environment-friendly, pollution-free and clean production process.
Detailed Description
The present invention is further illustrated in detail by the following examples.
The invention relates to a modified cardanol derivative water reducing agent which is prepared from the following raw materials in parts by weight:
the unsaturated glycidyl ester is a mixture of any one or more than two of glycidyl acrylate, glycidyl methacrylate, allyl glycidyl ester and methallyl glycidyl ester mixed in any ratio.
The unsaturated carboxylic acid and/or its salt is one or more of acrylic acid, sodium acrylate, methacrylic acid and sodium methacrylate mixed at any ratio.
The vinyl phosphoric acid and/or the salt thereof is a mixture of any one or more than two of vinyl phosphoric acid, sodium vinyl phosphate and potassium vinyl phosphate in any ratio.
The unsaturated amide is acrylamide or methacrylamide.
The initiator is any one or a mixture of more than two of sodium persulfate, potassium persulfate and ammonium persulfate which are mixed in any ratio.
The alkaline regulator is a mixture of any one or more than two of sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate mixed in any ratio.
A preparation method of a modified cardanol derivative water reducing agent is realized through the following steps:
(1) adding 10-40 parts by weight of cardanol sodium sulfonate, 5-10 parts by weight of unsaturated glycidyl ester, 5-20 parts by weight of unsaturated carboxylic acid and/or salt thereof, 0.5-5 parts by weight of vinyl phosphoric acid and/or salt thereof, 0.5-5 parts by weight of unsaturated amide and 21-35 parts by weight of water into a reaction kettle, starting stirring, and starting heating to raise the temperature;
(2) when the temperature rises to 65-100 ℃, starting to dropwise add an initiator solution with the mass percentage concentration of 1-10%, wherein the initiator solution is prepared from 0.05-2 parts by weight of initiator and 9-20 parts by weight of water; the dropping time is controlled to be 0.5-4 hours, and the temperature is controlled to be 75-100 ℃ during dropping;
(3) and after the dripping is finished, adding 0.1-5 parts by weight of alkaline regulator to adjust the pH value, and after 0.1-1 hour, cooling and discharging to obtain the modified cardanol derivative water reducing agent.
The present invention will be described in detail with reference to specific examples, but the present invention is not limited thereto.
Example 1
The invention relates to a modified cardanol derivative water reducing agent which is prepared from the following raw materials in parts by weight:
the invention discloses a preparation method of a modified cardanol derivative water reducing agent, which is realized by the following steps:
(1) adding 30 parts of cardanol sodium sulfonate, 6 parts of glycidyl acrylate, 6 parts of acrylic acid, 2 parts of vinylphosphoric acid, 2 parts of acrylamide and 32 parts of water into a reaction kettle, starting stirring, and starting heating to raise the temperature;
(2) when the temperature rises to 70 ℃, beginning to dropwise add sodium persulfate solution with the mass percentage concentration of 5 percent, wherein the sodium persulfate solution is prepared by 1 part of sodium persulfate and 19 parts of water; the dropping time is controlled to be 2.5 hours, and the temperature is controlled to be 80 ℃ during dropping;
(3) and after the dripping is finished, adding 2 parts of sodium hydroxide to adjust the pH value, and after 0.5 hour, cooling and discharging to obtain the modified cardanol derivative water reducing agent.
Example 2
The invention relates to a modified cardanol derivative water reducing agent which is prepared from the following raw materials in parts by weight:
the invention discloses a preparation method of a modified cardanol derivative water reducing agent, which is realized by the following steps:
(1) adding 25 parts of cardanol sodium sulfonate, 8 parts of glycidyl methacrylate, 15 parts of sodium acrylate, 2 parts of sodium vinylphosphate, 3 parts of acrylamide and 35 parts of water into a reaction kettle, starting stirring, and starting heating to raise the temperature;
(2) when the temperature rises to 88 ℃, beginning to dropwise add a potassium persulfate solution with the mass percentage concentration of 5 percent, wherein the potassium persulfate solution is prepared by 0.5 part of potassium persulfate and 9.5 parts of water; the dropping time is controlled to be 3 hours, and the temperature is controlled to be 90 ℃ during dropping;
(3) and after the dripping is finished, adding 2 parts of potassium hydroxide to adjust the pH value, and after 0.2 hour, cooling and discharging to obtain the modified cardanol derivative water reducing agent.
Example 3
The invention relates to a modified cardanol derivative water reducing agent which is prepared from the following raw materials in parts by weight:
the invention discloses a preparation method of a modified cardanol derivative water reducing agent, which is realized by the following steps:
(1) adding 30 parts of cardanol sodium sulfonate, 6 parts of allyl glycidyl ester, 10 parts of methacrylic acid, 3 parts of potassium vinyl phosphate, 2 parts of methacrylamide and 27.5 parts of water into a reaction kettle, starting stirring, and starting heating to raise the temperature;
(2) when the temperature rises to 95 ℃, beginning to dropwise add a potassium persulfate solution with the mass percentage concentration of 4 percent, wherein the potassium persulfate solution is prepared by 0.8 part of potassium persulfate and 19.2 parts of water; the dropping time is controlled to be 3.5 hours, and the temperature is controlled to be 98 ℃ during the dropping;
(3) and after the dripping is finished, adding 1.5 parts of sodium carbonate to adjust the pH value, cooling and discharging after 0.3 hour to obtain the modified cardanol derivative water reducing agent.
Example 4
The invention relates to a modified cardanol derivative water reducing agent which is prepared from the following raw materials in parts by weight:
wherein: the unsaturated glycidyl ester is a mixture of glycidyl acrylate and glycidyl methacrylate, and the use amounts of the glycidyl acrylate and the glycidyl methacrylate are 2 parts and 5 parts respectively;
the invention discloses a preparation method of a modified cardanol derivative water reducing agent, which is realized by the following steps:
(1) adding 35 parts of cardanol sodium sulfonate, 2 parts of glycidyl acrylate, 5 parts of glycidyl methacrylate, 6 parts of sodium methacrylate, 1 part of potassium vinyl phosphate, 1 part of methacrylamide and 29.5 parts of water into a reaction kettle, starting stirring, and starting heating to raise the temperature;
(2) when the temperature rises to 95 ℃, beginning to dropwise add a potassium persulfate solution with the mass percentage concentration of 5 percent, wherein the potassium persulfate solution is prepared from 1 part of potassium persulfate and 19 parts of water; the dropping time is controlled to be 3.5 hours, and the temperature is controlled to be 97 ℃ during the dropping;
(3) and after the dripping is finished, adding 0.5 part of sodium hydroxide to adjust the pH value, and after 0.5 hour, cooling and discharging to obtain the modified cardanol derivative water reducing agent.
Example 5
The invention relates to a modified cardanol derivative water reducing agent which is prepared from the following raw materials in parts by weight:
wherein: the unsaturated carboxylic acid and/or the salt thereof is a mixture of acrylic acid and methacrylic acid, and the use amounts of the acrylic acid and the methacrylic acid are respectively 5 parts and 5 parts;
the vinyl phosphoric acid and/or the salt thereof is a mixture of vinyl phosphoric acid and sodium vinylphosphate, and the dosage of the vinyl phosphoric acid and the sodium vinylphosphate is 1 part and 2 parts respectively;
the invention discloses a preparation method of a modified cardanol derivative water reducing agent, which is realized by the following steps:
(1) adding 25 parts of cardanol sodium sulfonate, 6 parts of glycidyl acrylate, 5 parts of acrylic acid, 5 parts of methacrylic acid, 1 part of vinylphosphoric acid, 2 parts of sodium vinylphosphate, 4 parts of acrylamide and water into a reaction kettle, starting stirring, and starting heating to raise the temperature;
(2) when the temperature rises to 78 ℃, beginning to dropwise add sodium persulfate solution with the mass percentage concentration of 8 percent, wherein the sodium persulfate solution is prepared by 1 part of sodium persulfate and 11.5 parts of water; the dropping time is controlled to be 2 hours, and the temperature is controlled to be 88 ℃ during dropping;
(3) and after the dripping is finished, adding 0.5 part of sodium hydroxide to adjust the pH value, and after 0.6 hour, cooling and discharging to obtain the modified cardanol derivative water reducing agent.
Example 6
The invention relates to a modified cardanol derivative water reducing agent which is prepared from the following raw materials in parts by weight:
wherein: the initiator is a mixture of sodium persulfate and potassium persulfate, and the use amounts of the sodium persulfate and the potassium persulfate are respectively 0.5 part and 1 part;
the alkaline regulator is a mixture of sodium hydroxide and potassium hydroxide, and the dosage of the sodium hydroxide and the dosage of the potassium hydroxide are respectively 0.5 part and 0.5 part;
the invention discloses a preparation method of a modified cardanol derivative water reducing agent, which is realized by the following steps:
(1) adding 15 parts of cardanol sodium sulfonate, 7 parts of glycidyl methacrylate, 18 parts of acrylic acid, 2 parts of sodium vinylphosphate, 2 parts of acrylamide and 35 parts of water into a reaction kettle, starting stirring, and starting heating to raise the temperature;
(2) when the temperature rises to 75 ℃, starting to dropwise add an initiator solution with the mass percentage concentration of 7.5 percent, wherein the initiator solution is prepared from 0.5 part of sodium persulfate, 1 part of potassium persulfate and 18.5 parts of water; the dropping time is controlled to be 3 hours, and the temperature is controlled to be 96 ℃ during dropping;
(3) and after the dripping is finished, adding 0.5 part of sodium hydroxide and 0.5 part of potassium hydroxide to adjust the pH value, cooling and discharging after 0.7 hour to obtain the modified cardanol derivative water reducing agent.
The following is a concrete application test using the modified cardanol derivative water reducing agent of the present invention, and the effect thereof is explained.
TABLE 1 Properties of products prepared in examples 1 to 6 of the present invention
From the above table, the products prepared in the embodiments 1 to 6 of the present invention meet the requirements of the high efficiency water reducing agent in terms of performance.
Claims (3)
1. A modified cardanol derivative water reducing agent is characterized in that: the composition is prepared from the following raw materials in parts by weight:
the unsaturated glycidyl ester is glycidyl acrylate or glycidyl methacrylate; the unsaturated carboxylic acid and/or the salt thereof is a mixture of any one or more than two of acrylic acid, sodium acrylate, methacrylic acid and sodium methacrylate mixed in any ratio; the vinyl phosphoric acid and/or the salt thereof is a mixture of any one or more than two of vinyl phosphoric acid, sodium vinyl phosphate and potassium vinyl phosphate in any ratio; the unsaturated amide is acrylamide or methacrylamide.
2. The modified cardanol derivative water reducing agent according to claim 1, characterized in that: the initiator is any one or a mixture of more than two of sodium persulfate, potassium persulfate and ammonium persulfate which are mixed in any ratio.
3. The modified cardanol derivative water reducing agent according to claim 1, characterized in that: the alkaline regulator is a mixture of any one or more than two of sodium hydroxide, potassium hydroxide, sodium carbonate and potassium carbonate mixed in any ratio.
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| CN201510681204.0A CN105254792B (en) | 2015-10-19 | 2015-10-19 | A kind of modified Cardanol derivative water reducer and preparation method thereof |
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| CN108164632B (en) * | 2015-10-19 | 2020-06-09 | 甘肃杨何逸科技有限公司 | Modified cardanol derivative water reducing agent and preparation method thereof |
| CN106188443B (en) * | 2016-07-15 | 2018-12-21 | 广东枫树陶瓷原料有限公司 | A kind of ceramic dispersants and preparation method thereof |
| CN108276529A (en) * | 2016-07-15 | 2018-07-13 | 刘碧霞 | A kind of Cardanol derivative ceramic dispersants and preparation method thereof |
| CN106674435A (en) * | 2016-07-15 | 2017-05-17 | 刘碧霞 | Composite ceramic dispersant and preparation method thereof |
| CN108383950A (en) * | 2016-07-15 | 2018-08-10 | 刘碧霞 | A kind of modified anacardol ceramic dispersants and preparation method thereof |
| CN108192032A (en) * | 2016-07-15 | 2018-06-22 | 刘碧霞 | A kind of polymer ceramic dispersants and preparation method thereof |
| CN106519134B (en) * | 2016-11-17 | 2019-12-10 | 郭三婷 | bamboo tar ceramic dispersant and preparation method thereof |
| CN108047394B (en) * | 2017-12-28 | 2020-03-06 | 科之杰新材料集团有限公司 | Preparation method of cardanol modified ether polycarboxylate superplasticizer |
| CN108003304B (en) * | 2017-12-28 | 2020-05-12 | 科之杰新材料集团有限公司 | Preparation method of cardanol modified ester polycarboxylate superplasticizer |
| CN108217989A (en) * | 2018-02-11 | 2018-06-29 | 李剑峰 | A kind of modified cashew nut sulfocarbolate antisludging agent and preparation method thereof |
| CN117430748B (en) * | 2023-12-20 | 2024-03-08 | 东营江源化工有限公司 | Emulsion type hydrophobically associating polyacrylamide thickener and preparation process thereof |
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| CN102304069B (en) * | 2011-06-23 | 2013-11-06 | 东北石油大学 | Method for synthesizing saturated cardanol sulfonate surfactant for oil displacement |
| CN102515619B (en) * | 2011-12-26 | 2013-06-05 | 上海三瑞高分子材料有限公司 | Polyether amine modified polycarboxylic water reducer and preparation method thereof |
| CN103183792B (en) * | 2011-12-27 | 2015-04-29 | 山西黄腾化工有限公司 | Preparation method of polycarboxylic water reducer |
| CN103848944B (en) * | 2013-05-14 | 2016-05-11 | 科之杰新材料集团有限公司 | A kind of preparation method of super slow-setting polycarboxylic acid water reducing agent |
| CN104017139B (en) * | 2014-05-17 | 2016-06-01 | 太原理工大学 | The preparation method of a kind of poly-carboxylic high-performance cement water reducing agent |
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