CN106380378A - Preparation method of environment-friendly low-foam natural phenol polyoxyethylene ether - Google Patents
Preparation method of environment-friendly low-foam natural phenol polyoxyethylene ether Download PDFInfo
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- CN106380378A CN106380378A CN201610727976.8A CN201610727976A CN106380378A CN 106380378 A CN106380378 A CN 106380378A CN 201610727976 A CN201610727976 A CN 201610727976A CN 106380378 A CN106380378 A CN 106380378A
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- natural phenol
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- oxirane
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/02—Preparation of ethers from oxiranes
- C07C41/03—Preparation of ethers from oxiranes by reaction of oxirane rings with hydroxy groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
- C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
- C08G65/2612—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aromatic or arylaliphatic hydroxyl groups
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- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of environment-friendly low-foam natural phenol polyoxyethylene ether. The method comprises the steps of: 1. putting cardanol and a catalyst into a reaction kettle, and using nitrogen for full replacement of air in the equipment; 2. controlling certain reaction temperature and pressure, constantly introducing ethylene oxide for reaction; and 3. at the end of the reaction, conducting cooling, and adding glacial acetic acid to regulate the pH value of the product to neutral, thus obtaining natural phenol polyoxyethylene ether. The method provided by the invention adopts cardanol from plant products, the product is easily degradable, and does not contain alkylphenol after degradation, is an environment-friendly novel natural phenol surfactant, has the advantages of excellent decontamination, wetting, diffusion and permeability, and also has excellent low foam properties, thus being widely applicable in textile and washing industries.
Description
Technical field
The present invention relates to the preparation method of a kind of environmental protection, the natural phenol polyethenoxy ether of low alveolitoid, belong to poly- in organic chemistry
The synthesis technical field of ether type surfactant.
Background technology
APES, due to having excellent emulsification, dispersion, decontamination, wetability, is widely used at present
Industrial various aspects, but with economic, humane development, the consciousness of environmental protection is more and more stronger, due to alkyl phenol
The final catabolite alkyl phenol that APEO is discharged in environment can cause strong pollution to environment, alkyl phenol simultaneously
The 70 kinds of endocrine disturbing chemical substances used by restriction are listed on international market again., nonyl phenol is one taking nonyl phenol as a example
Plant the environmental hormone generally acknowledged, it can simulate estrogen, biological sexual development produced with impact, and disturbs biological endocrine,
To reproductive system, there is toxicity.Meanwhile, nonyl phenol (NP) constantly can be accumulated in vivo by food chain, therefore has research table
Bright, even if the concentration of discharge is very low, also great harmfulness, and traditional APES primary raw material alkyl phenol source
In petroleum industry, cost of material is subject to oil price influence of fluctuations larger, and traditional APES foamability is relatively
By force, it is unfavorable for that the later stage is processed, will also result in larger water waste.
Content of the invention
The technical problem to be solved in the present invention is the preparation method providing a kind of low foaming natural phenol polyethenoxy ether of environmental protection.
The technical scheme is that：
A kind of preparation method of the natural phenol polyethenoxy ether of the low alveolitoid of environmental protection, this preparation method is as follows：
1), the anacardol of constant weight is rendered in reactor, add catalyst, open stirring；
2), it is sufficiently displaced from the air in equipment with nitrogen；
3), controlling reaction temperature and pressure, are continually fed into oxirane；
4), reaction is cooled between 65～75 DEG C after terminating, and adds glacial acetic acid to adjust between product pH value 6.7～7.2, system
Obtain environmental protection, the natural phenol polyethenoxy ether of low alveolitoid.
The amount of the material of described anacardol and oxirane is than for 1：3～35, reaction temperature is 120 DEG C～150 DEG C, instead
Pressure is answered to be 0.05～0.20mpa.
Described catalyst adopts sodium methoxide or one of NaOH or potassium hydroxide, and addition is anacardol and ring
The 0.1～0.25% of oxidative ethane gross weight.
Using the technological progress that the technique scheme present invention obtains it is：The present invention is different from the alkyl based on petroleum industry
Phenol polyoxyethylene ether, the present invention adopts the anacardol extracting with plant for raw material, its have and traditional induced by alkyl hydroxybenzene as molecule
Structure, a kind of environmental protection prepared for primary raw material with anacardol and oxirane, the natural phenol polyethenoxy ether of low alveolitoid are through China
Institute of Analysis of daily chemical industry research institute is detected, biological degradability is 86% within seven days, and does not contain alkyl phenol, can obtain
Go out conclusion, a kind of environmental protection that the present invention provides, low foaming natural phenol polyethenoxy ether are environment amenable, high degradability products
Product, the 1, raw material sources that have no problem in terms of environmental protection are in natural plants cashew nut shell, the natural phenol being produced for raw material with anacardol
APEO, has excellent decontamination, wetting, diffusion and permeability, has low bubble property and environmental-protecting performance simultaneously, is traditional alkane
The preferable alternative materials of base phenol.2nd, anacardol wide material sources, low cost, tool is not subject to oil price influence of fluctuations, in cost control
In there is certain advantage.
Specific embodiment：
It is described further below in conjunction with specific embodiment.
Embodiment 1
1), by anacardol 571.6g, potassium hydroxide 2.0g, put in reactor, sealing, open stirring.
2), with the air in nitrogen displacement kettle.
3), temperature in the kettle is raised to 120 DEG C, starts to be continually fed into oxirane 419g, and controlling reaction temperature is at 120 DEG C
Between～150 DEG C, in kettle, pressure is maintained between 0.05～0.20mpa.
4) after, oxirane charging finishes, make temperature in the kettle be reduced to 65 DEG C～75 DEG C, add glacial acetic acid 2.15g adjustment
PH value.After continuously stirred 15 minutes, obtain final product product.
Embodiment 2
1), by anacardol 488g, potassium hydroxide 2.0g, put in reactor, sealing, open stirring.
2), with the air in nitrogen displacement kettle.
3), temperature in the kettle is raised to 120 DEG C, starts to be continually fed into oxirane 502g, and controlling reaction temperature is at 120 DEG C
Between～150 DEG C, in kettle, pressure is maintained between 0.05～0.20mpa.
4) after, oxirane charging finishes, make temperature in the kettle be reduced to 65 DEG C～75 DEG C, add glacial acetic acid 2.15g adjustment
PH value.After continuously stirred 15 minutes, obtain final product product.
Embodiment 3
1), by anacardol 330g, potassium hydroxide 2.1g, put in reactor, sealing, open stirring.
2), with the air in nitrogen displacement kettle.
3), temperature in the kettle is raised to 120 DEG C, starts to be continually fed into oxirane 660g, and controlling reaction temperature is at 120 DEG C
Between～150 DEG C, in kettle, pressure is maintained between 0.05～0.20mpa.
4) after, oxirane charging finishes, make temperature in the kettle be reduced to 65 DEG C～75 DEG C, add glacial acetic acid 2.2g adjustment pH
Value.After continuously stirred 15 minutes, obtain final product product.
Embodiment 4
1), by anacardol 251g, potassium hydroxide 2.0g, put in reactor, sealing, open stirring.
2), with the air in nitrogen displacement kettle.
3), temperature in the kettle is raised to 120 DEG C, starts to be continually fed into oxirane 738g, and controlling reaction temperature is at 120 DEG C
Between～150 DEG C, in kettle, pressure is maintained between 0.05～0.20mpa.
4) after, oxirane charging finishes, make temperature in the kettle be reduced to 65 DEG C～75 DEG C, add glacial acetic acid 2.15g adjustment
PH value.After continuously stirred 15 minutes, obtain final product product.
Embodiment 5
1), by anacardol 138g, potassium hydroxide 2.0g, put in reactor, sealing, open stirring.
2), with the air in nitrogen displacement kettle.
3), temperature in the kettle is raised to 120 DEG C, starts to be continually fed into oxirane 8520, and controlling reaction temperature is at 120 DEG C
Between～150 DEG C, in kettle, pressure is maintained between 0.05～0.20mpa.
4) after, oxirane charging finishes, make temperature in the kettle be reduced to 65 DEG C～75 DEG C, add glacial acetic acid 2.15g adjustment
PH value.After continuously stirred 15 minutes, obtain final product product.
Embodiment 6
1), by anacardol 251g, sodium methoxide 2.0g, put in reactor, sealing, open stirring.
2), with the air in nitrogen displacement kettle.
3), temperature in the kettle is raised to 120 DEG C, starts to be continually fed into oxirane 738g, and controlling reaction temperature is at 120 DEG C
Between～150 DEG C, in kettle, pressure is maintained between 0.05～0.20mpa.
4) after, oxirane charging finishes, make temperature in the kettle be reduced to 65 DEG C～75 DEG C, add glacial acetic acid 2.2g adjustment pH
Value.After continuously stirred 15 minutes, obtain final product product.
Claims (3)
1. the preparation method of the natural phenol polyethenoxy ether of the low alveolitoid of a kind of environmental protection, this preparation method is as follows：
1), the anacardol of constant weight is rendered in reactor, add catalyst, open stirring；
2), it is sufficiently displaced from the air in equipment with nitrogen；
3), controlling reaction temperature and pressure, are continually fed into oxirane；
4), reaction is cooled between 65～75 DEG C after terminating, and adds glacial acetic acid to adjust between product pH value 6.7～7.2, prepared ring
Guarantor, the natural phenol polyethenoxy ether of low alveolitoid.
2. a kind of natural phenol polyethenoxy ether of the low alveolitoid of environmental protection according to claim 1 preparation method it is characterised in that：
The amount of the material of anacardol and oxirane is than for 1：3～35, reaction temperature be 120 DEG C～150 DEG C, reaction pressure be 0.05～
0.20mpa.
3. a kind of natural phenol polyethenoxy ether of the low alveolitoid of environmental protection according to claim 1 preparation method it is characterised in that：
Described catalyst adopts sodium methoxide or one of NaOH or potassium hydroxide, and addition is anacardol and oxirane gross weight
The 0.1～0.25% of amount.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201610727976.8A CN106380378A (en) | 2016-08-26 | 2016-08-26 | Preparation method of environment-friendly low-foam natural phenol polyoxyethylene ether |
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| CN201610727976.8A CN106380378A (en) | 2016-08-26 | 2016-08-26 | Preparation method of environment-friendly low-foam natural phenol polyoxyethylene ether |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107955152A (en) * | 2017-11-27 | 2018-04-24 | 山东诺威新材料有限公司 | Cardanol polyoxyethylene ether, its preparation method and its preparation method of the without phosphorus laundry sheet of preparation and without phosphorus laundry sheet |
| CN108129651A (en) * | 2017-10-16 | 2018-06-08 | 上海邦高化学有限公司 | A kind of method for preparing cardanol polyoxyethylene ether |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010037426A (en) * | 2008-08-05 | 2010-02-18 | Kao Corp | Method for manufacturing nonionic surfactant composition |
| CN101941894A (en) * | 2009-07-09 | 2011-01-12 | 滨州美东树脂有限公司 | Cardanol polyoxyethylene ether and preparation method thereof |
-
2016
- 2016-08-26 CN CN201610727976.8A patent/CN106380378A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010037426A (en) * | 2008-08-05 | 2010-02-18 | Kao Corp | Method for manufacturing nonionic surfactant composition |
| CN101941894A (en) * | 2009-07-09 | 2011-01-12 | 滨州美东树脂有限公司 | Cardanol polyoxyethylene ether and preparation method thereof |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108129651A (en) * | 2017-10-16 | 2018-06-08 | 上海邦高化学有限公司 | A kind of method for preparing cardanol polyoxyethylene ether |
| CN107955152A (en) * | 2017-11-27 | 2018-04-24 | 山东诺威新材料有限公司 | Cardanol polyoxyethylene ether, its preparation method and its preparation method of the without phosphorus laundry sheet of preparation and without phosphorus laundry sheet |
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