CN1030574A - High-efficient water reducer made of alkyl aryl sulfonate and aldehyde naphthalene sulfonate condensate - Google Patents
High-efficient water reducer made of alkyl aryl sulfonate and aldehyde naphthalene sulfonate condensate Download PDFInfo
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- CN1030574A CN1030574A CN 87104392 CN87104392A CN1030574A CN 1030574 A CN1030574 A CN 1030574A CN 87104392 CN87104392 CN 87104392 CN 87104392 A CN87104392 A CN 87104392A CN 1030574 A CN1030574 A CN 1030574A
- Authority
- CN
- China
- Prior art keywords
- high efficiency
- reducing agent
- sulfonate
- water reducing
- concrete
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 38
- 239000003638 chemical reducing agent Substances 0.000 title claims abstract description 25
- -1 aldehyde naphthalene sulfonate Chemical class 0.000 title abstract description 4
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 title abstract description 4
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims abstract description 9
- 238000009833 condensation Methods 0.000 claims abstract description 9
- 230000005494 condensation Effects 0.000 claims abstract description 9
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- 125000003118 aryl group Chemical group 0.000 claims abstract description 6
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 8
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 6
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 claims description 4
- 238000006277 sulfonation reaction Methods 0.000 claims description 4
- 229940100198 alkylating agent Drugs 0.000 claims description 3
- 239000002168 alkylating agent Substances 0.000 claims description 3
- 230000015572 biosynthetic process Effects 0.000 claims description 3
- 238000003786 synthesis reaction Methods 0.000 claims description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 1
- 239000004567 concrete Substances 0.000 abstract description 15
- 239000000203 mixture Substances 0.000 abstract description 11
- 239000004568 cement Substances 0.000 abstract description 6
- 239000011440 grout Substances 0.000 abstract description 4
- 239000004570 mortar (masonry) Substances 0.000 abstract description 2
- 239000002002 slurry Substances 0.000 abstract description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 230000003467 diminishing effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- 239000011398 Portland cement Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
- C04B24/16—Sulfur-containing compounds
- C04B24/20—Sulfonated aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B28/00—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements
- C04B28/02—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements containing hydraulic cements other than calcium sulfates
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Ceramic Engineering (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Curing Cements, Concrete, And Artificial Stone (AREA)
Abstract
High-efficient water reducer made of alkyl aryl sulfonate and aldehyde naphthalene sulfonate condensate is the mobile admixture of a kind of raising concrete (perhaps mortar, clean slurry).It is made up of the alkyl aromatic sulfonate and the naphthalenesulfonate formaldehyde condensation compound of chemosynthesis.High efficiency water reducing agent of the present invention is compared with existing high efficiency water reducing agent, it is more to increase grout or concrete mix flowability, water-reduction is bigger, dissemination is better, thereby make grout or concrete intensity higher, also can more save cement, it has the ability that increases mobile reduction within reason in time preferably simultaneously.
Description
The invention belongs to the mobile admixture of a kind of raising concrete (perhaps mortar, clean slurry).
The matrix material that concrete is made up of cement, sand, stone and water.The flowability of the fresh concrete mix of mixing system to can the normal construction cast, tamping has substantial connection, and add the water yield what with its flowability direct relation is arranged.It is many more to add water, and flowability is good more.Intensity after the concrete hardening then depends mainly on what (under situations of other factors basically identical) of water consumption, and water consumption is few more, and concrete strength is just high more.This is the factor of two kinds of adverse effects.Thereby, in general concrete works,, again suitable flowability must be arranged in order to obtain intensity preferably, so can only take certain water consumption, water consumption can't be constructed at least again.
In order to improve the concrete mix flowability, water reducer or high efficiency water reducing agent have been added, because series of physical, the chemical action of these admixtures are not increasing under the water consumption situation, the flowability of concrete mix has been improved greatly, and wherein the amplitude of Ti Gaoing is big is called high efficiency water reducing agent.
At present, the high efficiency water reducing agents that used in a large number in mass selling and the engineering on China market have (belong to naphthalenesulfonate formaldehyde condensation compound and be main component) such as NF, UNF, FDN, SN, and SM(condensate of melamine and formaldehyde) etc., result of use is all relatively good.Abroad, agate ether (naphthalenesulfonate formaldehyde condensation compound) class and melmac etc. are arranged, result of use is also relatively good.
Main purpose of the present invention is on original high efficiency water reducing agent basis, make new compound substance by chemosynthesis, this kind composition is incorporated in original high efficiency water reducing agent (naphthalenesulfonate formaldehyde condensation compound) based on suitable ratio, its diminishing, dissemination are improved with a kind of water reducer more than single, obtain a kind of more dynamical high efficiency water reducing agent that has, another object of the present invention, this weakness of utilizing it can improve mobile the variation in time of water reducer increase exactly and diminishing, thus the longer permission working hour can be provided for constructing.
The invention is characterized in, form a kind of high efficiency water reducing agent by the alkyl aromatic sulfonate and the naphthalenesulfonate formaldehyde condensation compound of chemosynthesis.Alkyl aromatic sulfonate is to comprise from C
2～C
10Alkyl and comprise the Sulfonates that benzene, naphthalene, anthracene, phenanthrene etc. are formed.Naphthalenesulfonate formaldehyde condensation compound comprise its naphthalene check figure from 2～13 low condenses and the material of high condenses.
Alkylaryl sulfonate is to make like this, get 1 part of aromatic hydrocarbons, add appropriate amount of catalysts (for example aluminum chloride etc.), the alkylating agent (for example halides, acids etc.) that at room temperature slowly adds 1 part of weight reacted about 1 hour, the sulfuric acid sulfonation that adds 1.1 parts of weight again 50～60 ℃ of following constant temperature 3 hours, (can be formed transparent aqueous solution) after the sample water dissolubility is qualified, add an amount of bases (for example sodium hydroxide) and be neutralized to neutrality, dry back product.
Preparation technology is as follows for the naphthene sulfonic acid aldehyde condensate, get the sulfuric acid that a heavy naphthalene adds 1.1 parts of weight and carried out sulfonation reaction 3 hours, add the water hydrolysis then, keep acidity more than 25% in temperature more than 125 ℃, the formaldehyde condensation that adds 0.8 part of weight again, controlled temperature adds after the aldehydes less than 100 ℃ therebetween, is warming up to 105～108 ℃, constant temperature 1-2 hour, the qualified back of product sedimentation (sinkability was less than 10mm in 1 hour) promptly is neutralized to neutrality with bases, is finished product after the drying.
With these two kinds of products in proportion thorough mixing evenly after, promptly become high efficiency water reducing agent of the present invention.
High efficiency water reducing agent of the present invention can dry powder shape be added to cement or be added in the concrete mix, and its addition content is 0.1～1.5% of a cement weight, and dosage is less than 0.1%, DeGrain, and greater than 1.5%, not only not remarkable to the flowability increase, and just unfavorable economically.General volume scope is 0.3% to 1.0%, and optimum addition content is 0.5%～0.75%, and this high efficiency water reducing agent directly is spread in the concrete mix with dry powder, after the dry powder mix is even, adds water again and stirs into mixture.
High efficiency water reducing agent of the present invention is compared with present domestic existing high efficiency water reducing agent, and it is more to increase grout or concrete mix flowability, and water-reduction is bigger, and dissemination is better.Thereby make grout or concrete intensity higher, also can more save cement, it has the ability that increases mobile reduction within reason in time preferably simultaneously.In addition, also have certain delayed coagulation, it is all better to the adaptability of more existing naphthalene sulfonate formaldehyde condensate type highly-efficient water reducers simultaneously.
The embodiment of synthesis of alkyl aromatic sulphonate
1. get the 1mol(mole) benzene adding 0.5mol haloalkane, be heated to 70 ℃, add catalyzer aluminum chloride 0.02mol, reaction is 3 hours under this temperature, add oleum 1.3mol then, keep reacting 2 hours under 75 ℃ of conditions, add sodium hydroxide again PH is maintained more than 9, through concentrating, be dried to product
2. get the 1mol(mole) naphthalene, be heated to more than 85 ℃, add catalyst A lCl
30.02mol, add alkylating agent halo decane 0.25mol again, reaction is 3 hours under this temperature, be warming up to 100 ℃ ± 2 ℃ internal reactions again 2 hours, and washed for several times, be washed till neutrality with deionized water with an amount of 10%HCl, to add the 1.3mol vitriol oil (more than 98%) in this dehydration back material again, sulfonation more than 1130 ℃ 3 hours, add yellow soda ash to solution PH and be bordering on 9, through concentrating, be dried to product.
3. get the 1mol(mole) anthracene, add amylalcohol 1.4mol, add catalyzer (AlCl
3, acid etc.), be heated to about 45 ℃, reacted 3 hours, continue to add 1mol sulfuric acid (oleum and vitriol oil mixture), below 75 ℃, reacted 3 hours, add ammoniacal liquor, make PH＞8 of solution, concentrate, be dried to product then.
Under the certain addition content of table 3, starch the variation of degree of mobilization only with the storage period
| Storage period (branch) | 0 | 15 | 30 | 45 | 60 |
| Naphthalenesulfonate formaldehyde condensation compound 1% | 240m | 210m | 205m | 210m | 210m |
| High efficiency water reducing agent 1% of the present invention | 265m | 260m | 245m | 233m | 230m |
Table 4 component A of the present invention
1To domestic existing naphthalene sulphonate formaldehyde synthesis analog high efficiency water reducing agent effect
| NF | FDN | UNF | |
| The degree of mobilization mm of this agent own | 240 | 240 | 245 |
| The compound back of the present invention degree of mobilization mm | 270 | 278 | 275 |
Table 5 high efficiency water reducing agent of the present invention is to the influence (525 of cement setting time
#Ordinary portland cement)
| NF | The present invention | |
| Initial set (time: divide) | 4∶30 | 6∶30 |
| Final set (time: divide) | 5∶30 | 8∶30 |
Claims (2)
1, a kind of with C
2～C
10Alkyl and comprise the alkyl aromatic sulfonate that aromatic sulphonates such as benzene, naphthalene, anthracene, phenanthrene are formed and the high efficiency water reducing agent of forming with the naphthalenesulfonate formaldehyde condensation compound of nucleome several 2～13.
2, a kind of method of synthesis of alkyl aromatic sulphonate, it is characterized in that getting a aromatic hydrocarbons and add the alkylating agent that catalyzer at room temperature slowly adds 1 part of weight, reacted 1 hour, the sulfuric acid sulfonation that adds 1.1 parts of weight again, 50～65 ℃ of following constant temperature 3 hours, after the sample water dissolubility is qualified, adds bases and be neutralized to neutrality.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 87104392 CN1030574A (en) | 1987-06-25 | 1987-06-25 | High-efficient water reducer made of alkyl aryl sulfonate and aldehyde naphthalene sulfonate condensate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 87104392 CN1030574A (en) | 1987-06-25 | 1987-06-25 | High-efficient water reducer made of alkyl aryl sulfonate and aldehyde naphthalene sulfonate condensate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1030574A true CN1030574A (en) | 1989-01-25 |
Family
ID=4814857
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 87104392 Withdrawn CN1030574A (en) | 1987-06-25 | 1987-06-25 | High-efficient water reducer made of alkyl aryl sulfonate and aldehyde naphthalene sulfonate condensate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1030574A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1036000C (en) * | 1992-07-14 | 1997-10-01 | 大连理工大学 | Method for producing condensation compound of methyl naphthalene sulfonic acid and formaldehyde |
| CN1083806C (en) * | 1999-02-04 | 2002-05-01 | 中国科学院广州化学研究所 | Beta-naphthalenesulfonic-acid formaldehyde condensation compound quaternary ammonium salt type additive of concrete |
| CN1083807C (en) * | 1999-05-28 | 2002-05-01 | 中国科学院广州化学研究所 | Method for modifying concrete |
| CN101486534B (en) * | 2009-02-19 | 2011-09-28 | 浙江大学 | Multifunctional cement adjustable solidification agent and preparation thereof |
| CN109503433A (en) * | 2018-12-20 | 2019-03-22 | 江苏精禾界面科技有限公司 | A kind of modified naphthalene series sulfonate and formaldehyde condensation product and its application |
| CN112047679A (en) * | 2020-08-19 | 2020-12-08 | 南通市展成商品混凝土有限公司 | Recycled concrete and preparation method thereof |
-
1987
- 1987-06-25 CN CN 87104392 patent/CN1030574A/en not_active Withdrawn
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1036000C (en) * | 1992-07-14 | 1997-10-01 | 大连理工大学 | Method for producing condensation compound of methyl naphthalene sulfonic acid and formaldehyde |
| CN1083806C (en) * | 1999-02-04 | 2002-05-01 | 中国科学院广州化学研究所 | Beta-naphthalenesulfonic-acid formaldehyde condensation compound quaternary ammonium salt type additive of concrete |
| CN1083807C (en) * | 1999-05-28 | 2002-05-01 | 中国科学院广州化学研究所 | Method for modifying concrete |
| CN101486534B (en) * | 2009-02-19 | 2011-09-28 | 浙江大学 | Multifunctional cement adjustable solidification agent and preparation thereof |
| CN109503433A (en) * | 2018-12-20 | 2019-03-22 | 江苏精禾界面科技有限公司 | A kind of modified naphthalene series sulfonate and formaldehyde condensation product and its application |
| CN109503433B (en) * | 2018-12-20 | 2021-05-25 | 江苏精禾界面科技有限公司 | Modified naphthalene sulfonate formaldehyde condensate and application thereof |
| CN112047679A (en) * | 2020-08-19 | 2020-12-08 | 南通市展成商品混凝土有限公司 | Recycled concrete and preparation method thereof |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C06 | Publication | ||
| PB01 | Publication | ||
| C03 | Withdrawal of patent application (patent law 1993) | ||
| WW01 | Invention patent application withdrawn after publication |