CN105597620A - Anacardol surfactant containing trisiloxane and amidogen and preparation method thereof - Google Patents
Anacardol surfactant containing trisiloxane and amidogen and preparation method thereof Download PDFInfo
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- CN105597620A CN105597620A CN201610154371.4A CN201610154371A CN105597620A CN 105597620 A CN105597620 A CN 105597620A CN 201610154371 A CN201610154371 A CN 201610154371A CN 105597620 A CN105597620 A CN 105597620A
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- anacardol
- surfactant
- trisiloxanes
- amino
- sulfonic acid
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- 239000004094 surface-active agent Substances 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title claims abstract description 14
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 title abstract 6
- ZQTYRTSKQFQYPQ-UHFFFAOYSA-N trisiloxane Chemical compound [SiH3]O[SiH2]O[SiH3] ZQTYRTSKQFQYPQ-UHFFFAOYSA-N 0.000 title abstract 5
- VLPYOUOCXPOJHA-UHFFFAOYSA-N 3-chloropropyl(silyloxysilyloxy)silane Chemical compound [SiH3]O[SiH2]O[SiH2]CCCCl VLPYOUOCXPOJHA-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000010438 heat treatment Methods 0.000 claims abstract description 8
- 150000004985 diamines Chemical class 0.000 claims abstract description 7
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims abstract description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 24
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 22
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 19
- 238000006243 chemical reaction Methods 0.000 claims description 19
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical compound CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 claims description 10
- 238000006277 sulfonation reaction Methods 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 8
- 239000003153 chemical reaction reagent Substances 0.000 claims description 7
- 239000003444 phase transfer catalyst Substances 0.000 claims description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 6
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 5
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 claims description 4
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 claims description 4
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 claims description 3
- -1 Putriscine Chemical compound 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 3
- 239000000376 reactant Substances 0.000 claims description 3
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 2
- PWSKHLMYTZNYKO-UHFFFAOYSA-N heptane-1,7-diamine Chemical compound NCCCCCCCN PWSKHLMYTZNYKO-UHFFFAOYSA-N 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims 1
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 claims 1
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 abstract description 4
- 230000001804 emulsifying effect Effects 0.000 abstract description 2
- 238000000926 separation method Methods 0.000 abstract description 2
- 239000002904 solvent Substances 0.000 abstract description 2
- 239000000080 wetting agent Substances 0.000 abstract description 2
- QWXYZCJEXYQNEI-OSZHWHEXSA-N intermediate I Chemical compound COC(=O)[C@@]1(C=O)[C@H]2CC=[N+](C\C2=C\C)CCc2c1[nH]c1ccccc21 QWXYZCJEXYQNEI-OSZHWHEXSA-N 0.000 abstract 2
- 239000003599 detergent Substances 0.000 abstract 1
- 239000003995 emulsifying agent Substances 0.000 abstract 1
- 230000007794 irritation Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229920001296 polysiloxane Polymers 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 244000226021 Anacardium occidentale Species 0.000 description 6
- 235000020226 cashew nut Nutrition 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 239000005864 Sulphur Substances 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- 229910052710 silicon Inorganic materials 0.000 description 3
- 239000010703 silicon Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- KVVSCMOUFCNCGX-UHFFFAOYSA-N cardol Chemical compound CCCCCCCCCCCCCCCC1=CC(O)=CC(O)=C1 KVVSCMOUFCNCGX-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- WHOZNOZYMBRCBL-OUKQBFOZSA-N (2E)-2-Tetradecenal Chemical compound CCCCCCCCCCC\C=C\C=O WHOZNOZYMBRCBL-OUKQBFOZSA-N 0.000 description 1
- LDBPJTXLCRXBIJ-UHFFFAOYSA-N 11,12,14,15-Tetrahydro-(Z,Z)-2-Methyl-5-(8,11,14-pentadecatrienyl)-1,3-benzenediol Natural products CCCCCCC=CCCCCCCCC1=CC(O)=C(C)C(O)=C1 LDBPJTXLCRXBIJ-UHFFFAOYSA-N 0.000 description 1
- LDBPJTXLCRXBIJ-HJWRWDBZSA-N 2-Methyl-5-(8-pentadecenyl)-1,3-benzenediol Chemical compound CCCCCC\C=C/CCCCCCCC1=CC(O)=C(C)C(O)=C1 LDBPJTXLCRXBIJ-HJWRWDBZSA-N 0.000 description 1
- IZGYQWUVUWZOPQ-UHFFFAOYSA-N 2-Methylcardol Natural products CCCC=CCC=CCCCCCCCC1=CC(O)=C(C)C(O)=C1 IZGYQWUVUWZOPQ-UHFFFAOYSA-N 0.000 description 1
- 239000002028 Biomass Substances 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- QVYARBLCAHCSFJ-UHFFFAOYSA-N butane-1,1-diamine Chemical compound CCCC(N)N QVYARBLCAHCSFJ-UHFFFAOYSA-N 0.000 description 1
- UFMJCOLGRWKUKO-UHFFFAOYSA-N cardol diene Natural products CCCC=CCC=CCCCCCCCC1=CC(O)=CC(O)=C1 UFMJCOLGRWKUKO-UHFFFAOYSA-N 0.000 description 1
- 238000006114 decarboxylation reaction Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000014571 nuts Nutrition 0.000 description 1
- KJOMYNHMBRNCNY-UHFFFAOYSA-N pentane-1,1-diamine Chemical compound CCCCC(N)N KJOMYNHMBRNCNY-UHFFFAOYSA-N 0.000 description 1
- 229940044654 phenolsulfonic acid Drugs 0.000 description 1
- 230000035479 physiological effects, processes and functions Effects 0.000 description 1
- GGHDAUPFEBTORZ-UHFFFAOYSA-N propane-1,1-diamine Chemical compound CCC(N)N GGHDAUPFEBTORZ-UHFFFAOYSA-N 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
- C07F7/0872—Preparation and treatment thereof
- C07F7/0889—Reactions not involving the Si atom of the Si-O-Si sequence
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Silicon Polymers (AREA)
Abstract
The invention discloses an anacardol surfactant containing trisiloxane and amidogen and a preparation method thereof. The anacardol surfactant containing trisiloxane and amidogen is prepared according to the following method: 1) reacting chloropropyl trisiloxane and diamine to obtain an intermediate I; 2) adding anacardol into a reactor, adding a sulfonating agent, and sulfonating to obtain anacardol sulfoacid; 3) reacting anacardol sulfoacid with epichlorohydrin under an alkaline condition to obtain an intermediate II; and 4) mixing and heating the intermediate I and the intermediate II, performing separation purification on obtained products to obtain the anacardol surfactant containing trisiloxane and amidogen. The anacardol surfactant containing trisiloxane and amidogen provided by the invention has the common performances and characteristics of a silicone type surfactant and an amidogen surfactant, is high in solution surface tension reduction capability, good in emulsifying property, less in irritation to a human body and good in biodegradability, and can be better matched with other types of surfactants so as to be prepared into an emulsifying agent, a wetting agent, a solubilizer and a detergent to be widely used in the industrial field.
Description
Technical field
The present invention relates to organic chemistry filed, particularly a kind of containing trisiloxanes and amino anacardol surfactant and preparation thereofMethod.
Background technology
Trisiloxanes based surfactants, except having the character of conventional surfactants, also has more than conventional surfactantsSuperiority, can be applied to non-aqueous system, there is lower surface tension, extremely low physiology toxicity, especially have goodWetting and spreadability.
Anacardol, as a kind of inexpensive biomass resource, derives from the cashew nut shell liquid in tropical cashew nut tree nut, and it is containing multiple lifeThing phenol, mainly comprises cardol, anacardol, cashew nut acid and 2-methyl cardol. Anacardol has hypotoxicity and easily biological-degradableThe feature of property. Therefore the surfactant of producing taking anacardol as raw material had obtained the extensive pass of academia and industrial quarters in recent yearsNote, currently reportedly obtains cashew nut phenolic group sulfonate and cashew nut phenolic ether etc. taking anacardol after decarboxylation as raw material, but of less types andSurface-active is not high, therefore needs to be further developed.
Summary of the invention
It is a kind of containing trisiloxanes and amino anacardol surfactant and preparation method thereof that the object of the invention has been to provide, described inThis containing trisiloxanes and amino anacardol surfactant and preparation method thereof, by the low surface of organic silicon surfactantTension force and natural biological resource anacardol combine, and introduce amino, hydroxyl, sulfonic group and chain alkyl on trisiloxanes,The waist containing trisiloxanes and amino that a kind of surface tension is low, biological degradability good, skin irritation is low, emulsifying capacity is strong is providedFruit phenol surfactant and preparation method thereof.
The invention provides a kind of trisiloxanes and amino anacardol surfactant of containing, there is following structural formula:
Wherein, the integer that n is 1-8.
Preparation method containing trisiloxanes and amino anacardol surfactant of the present invention, comprises the steps:
1) chloropropyl trisiloxanes and diamine reactant obtain intermediate 1;
2) anacardol is put into reactor, add sulfonated reagent to carry out sulfonation and obtain anacardol sulfonic acid;
3) anacardol sulfonic acid is obtained to intermediate 2 with epichlorohydrin reaction under alkali condition:
4), by intermediate 1 and intermediate 2 Hybrid Heating, the product obtaining is carried out to separating-purifying and obtain the described trisiloxanes that containsWith amino anacardol surfactant.
Above-mentioned preparation method's step 1) in, the mol ratio of chloropropyl trisiloxanes and diamines is 1: (0.8-1.2), and reaction temperatureAt 80-120 DEG C, the reaction time is 2-8 hour, and diamines can be first two ammoniums, ethylenediamine, 1,3-propane diamine, Putriscine, 1,5-Pentanediamine, 1,6-hexamethylene diamine, 1,7-heptamethylene diamine, 1,8-octamethylenediamine; Step 2) in, the mol ratio of anacardol and sulfonated reagent is 1:(1-1.6), sulfonation 1-3 hour in 5-30 DEG C, obtains anacardol sulfonic acid after spent acid is separated, and sulfonated reagent can be oleumAcid or sulfur trioxide; Step 3) in containing dripping aqueous slkali in the four-hole bottle of anacardol sulfonic acid, making pH value of solution is 9-12, alkali canTo be NaOH or potassium hydroxide, drip epoxychloropropane, cashew nut after adding appropriate phase transfer catalyst TBABThe mol ratio of phenol sulfonic acid and epoxychloropropane is 1: (1.0-1.6), reaction temperature is at 80-110 DEG C, reaction time 3-6 hour,Separation obtains intermediate 2; Step 4) in, the mol ratio of intermediate 1 and intermediate 2 is 1: (0.5-1), and at 80-150 DEG CInterior reaction 5-12 hour, obtains described containing trisiloxanes and amino anacardol surfactant after separating-purifying.
Select anacardol, oleum, NaOH, epoxychloropropane, diamines as example taking reactant, above-mentioned preparation method's stepRapid 1), step 2), step 3) and step 4) chemical equation, respectively as follows:
The first step:
Second step:
The 3rd step:
The 4th step:
What the present invention was prepared contains trisiloxanes and amino anacardol surfactant, and its advantage is by organic silicon surfactantLow surface tension and natural biological resource anacardol combine, make generate surfactant have simultaneously containing silicon face liveProperty agent and anacardol surfactant common performance characteristics, reduce that solution surface tension is strong, emulsifiability good, human body stimulatedProperty little, biological degradability good, and can carry out better collocation with the surfactant of other type and use. The present invention and existingAnacardol surfactant contrasts, and it reduces capillary ability and obviously strengthens, and is only 15-28mN/m, can make emulsificationThe industrial circles such as agent, wetting agent, solubilizer, washing agent are widely used.
Detailed description of the invention
Below in conjunction with embodiment, the present invention is made an explanation.
Embodiment 1
In reactor, add chloropropyl trisiloxanes 290g, propane diamine 74g, heating and temperature control, at 95 DEG C, is reacted 7 hoursAfter remove low-boiling-point substance under reduced pressure and obtain 200g intermediate 1. By anacardol 300g and oleum 190g sulfonation, sulfonation in 15 DEG C3 hours, after being separated, spent acid obtains anacardol sulfonic acid 220g. In 200g anacardol sulfonic acid, add NaOH to make pH value of solutionAfter being 10, drip epoxychloropropane 50g after adding appropriate phase transfer catalyst, reaction temperature is at 85 DEG C, and the reaction time 6 is littleTime, separate and obtain 156g intermediate 2. Then 100g intermediate 1 and 85g intermediate 2 are reacted 8 hours in 120 DEG C, pointDescribed containing trisiloxanes and amino anacardol surfactant 85g from obtaining after purifying. Recording its lowest surface tension is20mN/m。
Embodiment 2
In reactor, add chloropropyl trisiloxanes 250g, butanediamine 74g, heating and temperature control is at 110 DEG C, and reaction 5 is littleTime after remove low-boiling-point substance under reduced pressure and obtain 220g intermediate 1. By anacardol 300g and oleum 195g sulfonation, sulphur in 10 DEG CChange 3.5 hours, after spent acid is separated, obtain anacardol sulfonic acid 245g. In 200g anacardol sulfonic acid, add NaOH to make solutionAfter pH is 11, drip epoxychloropropane 60g after adding appropriate phase transfer catalyst, reaction temperature is at 90 DEG C, the reaction time5 hours, separate and obtain 170g intermediate 2. Then 100g intermediate 1 and 90g intermediate 2 are reacted in 115 DEG C to 7 littleTime, after separating-purifying, obtain described containing trisiloxanes and amino anacardol surfactant 90g. Record its lowest surface tensionFor 21mN/m.
Embodiment 3
In reactor, add chloropropyl trisiloxanes 300g, pentanediamine 110g, heating and temperature control is at 105 DEG C, and reaction 5 is littleTime after remove low-boiling-point substance under reduced pressure and obtain 260g intermediate 1. By anacardol 300g and oleum 200g sulfonation, sulphur in 10 DEG CChange 3.5 hours, after spent acid is separated, obtain anacardol sulfonic acid 250g. In 200g anacardol sulfonic acid, add NaOH to make solutionAfter pH is 11, drip epoxychloropropane 65g after adding appropriate phase transfer catalyst, reaction temperature is at 95 DEG C, the reaction time6 hours, separate and obtain 156g intermediate 2. Then 200g intermediate 1 and 125g intermediate 2 are reacted to 10 in 130 DEG CHour, after separating-purifying, obtain described containing trisiloxanes and amino anacardol surfactant 100g. Record its minimum surfaceTension force is 19.5mN/m.
Embodiment 4
In reactor, add chloropropyl trisiloxanes 300g, hexamethylene diamine 120g, heating and temperature control is at 110 DEG C, and reaction 6 is littleTime after remove low-boiling-point substance under reduced pressure and obtain 285g intermediate 1. By anacardol 310g and oleum 240g sulfonation, sulphur in 10 DEG CChange 3.5 hours, after spent acid is separated, obtain anacardol sulfonic acid 260g. In 210g anacardol sulfonic acid, add NaOH to make solutionAfter pH is 11, drip epoxychloropropane 65g after adding appropriate phase transfer catalyst, reaction temperature is at 110 DEG C, the reaction time4.5 hours, separate and obtain 176g intermediate 2. Then 110g intermediate 1 and 105g intermediate 2 are reacted in 130 DEG C10 hours, after separating-purifying, obtain described containing trisiloxanes and amino anacardol surfactant 100g. Record its minimum tableSurface tension is 21mN/m.
Embodiment 5
In reactor, add chloropropyl trisiloxanes 300g, octamethylenediamine 150g, heating and temperature control is at 115 DEG C, and reaction 5 is littleTime after remove low-boiling-point substance under reduced pressure and obtain 320g intermediate 1. By anacardol 300g and oleum 220g sulfonation, sulphur in 10 DEG CChange 3.5 hours, after spent acid is separated, obtain anacardol sulfonic acid 245g. In 220g anacardol sulfonic acid, add NaOH to make solutionAfter pH is 11, drip epoxychloropropane 65g after adding appropriate phase transfer catalyst, reaction temperature is at 105 DEG C, the reaction time6 hours, separate and obtain 180g intermediate 2. Then 130g intermediate 1 and 130g intermediate 2 are reacted to 11 in 135 DEG CHour, after separating-purifying, obtain described containing trisiloxanes and amino anacardol surfactant 105g. Record its minimum surfaceTension force is 18mN/m.
Claims (5)
1. containing trisiloxanes and an amino anacardol surfactant, it is characterized in that: there is following general structure:
In formula: the integer that n is 1-8.
2. the preparation method containing trisiloxanes and amino anacardol surfactant claimed in claim 1, is characterized in that: compriseFollowing steps:
1) chloropropyl trisiloxanes and diamine reactant obtain intermediate 1;
2) anacardol is put into reactor, add sulfonated reagent to carry out sulfonation and obtain anacardol sulfonic acid;
3) anacardol sulfonic acid is obtained to intermediate 2 with epichlorohydrin reaction under alkali condition;
4), by intermediate 1 and intermediate 2 Hybrid Heating, the product obtaining is carried out to separating-purifying and obtain the described trisiloxanes that containsWith amino anacardol surfactant;
Described step 1) in, the mol ratio of chloropropyl trisiloxanes and diamines is 1: (0.8-1.2), reaction temperature is at 80-120 DEG C,Reaction time is 2-8 hour;
Described step 2) in, the mol ratio of anacardol and sulfonated reagent is 1: (1-1.6), and sulfonation 1-3 hour in 5-30 DEG C,After spent acid is separated, obtain anacardol sulfonic acid, sulfonated reagent can be oleum or sulfur trioxide;
Described step 3) in, containing dripping aqueous slkali in the four-hole bottle of anacardol sulfonic acid, making pH value of solution is 9-12, adds appropriatePhase transfer catalyst after drip epoxychloropropane, the mol ratio of anacardol sulfonic acid and epoxychloropropane is 1: (1.0-1.6), anti-Answer temperature at 80-110 DEG C, reaction time 3-6 hour, separates and obtains intermediate 2;
Described step 4) in, the mol ratio of intermediate 1 and intermediate 2 is 1: (0.5-1), in 80-150 DEG C, react 5-12Hour, after separating-purifying, obtain described containing trisiloxanes and amino anacardol surfactant.
3. the preparation method containing trisiloxanes and amino anacardol surfactant according to claim 2, is characterized in that twoAmine can be methanediamine, ethylenediamine, 1,3-propane diamine, Putriscine, 1,5-pentanediamine, 1,6-hexamethylene diamine, 1,7-heptamethylene diamine, 1,8-Octamethylenediamine.
4. the preparation method containing trisiloxanes and amino anacardol surfactant according to claim 2, is characterized in that sulphurChanging reagent can be oleum or sulfur trioxide.
5. the preparation method containing trisiloxanes and amino anacardol surfactant according to claim 2, is characterized in that alkaliCan be NaOH or potassium hydroxide, phase transfer catalyst be TBAB.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201610154371.4A CN105597620B (en) | 2016-03-18 | 2016-03-18 | A kind of anacardol surfactant containing trisiloxanes and amino and preparation method thereof |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111974306A (en) * | 2020-08-21 | 2020-11-24 | 黑龙江信维源化工有限公司 | Cardanol and saturated cardanol-based surfactant as well as preparation method and application thereof |
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| CN102824876A (en) * | 2012-09-11 | 2012-12-19 | 上海美东生物材料有限公司 | Anacardol cationic surface active agent and preparation method thereof |
| CN103357347A (en) * | 2013-07-12 | 2013-10-23 | 北京工商大学 | Cardanol novel surfactant containing siloxane and preparation method of surfactant |
| CN103725279A (en) * | 2014-01-23 | 2014-04-16 | 北京工商大学 | Anacardol dimeric surfactant and preparation method thereof |
-
2016
- 2016-03-18 CN CN201610154371.4A patent/CN105597620B/en not_active Expired - Fee Related
Patent Citations (4)
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|---|---|---|---|---|
| US20090005285A1 (en) * | 2000-06-05 | 2009-01-01 | Anna Vadimovna Noyes | Composition For Treating Or Cleaning Fabrics |
| CN102824876A (en) * | 2012-09-11 | 2012-12-19 | 上海美东生物材料有限公司 | Anacardol cationic surface active agent and preparation method thereof |
| CN103357347A (en) * | 2013-07-12 | 2013-10-23 | 北京工商大学 | Cardanol novel surfactant containing siloxane and preparation method of surfactant |
| CN103725279A (en) * | 2014-01-23 | 2014-04-16 | 北京工商大学 | Anacardol dimeric surfactant and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111974306A (en) * | 2020-08-21 | 2020-11-24 | 黑龙江信维源化工有限公司 | Cardanol and saturated cardanol-based surfactant as well as preparation method and application thereof |
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