CN108794340A - A kind of quaternary surfactant and preparation method thereof of major part base - Google Patents
A kind of quaternary surfactant and preparation method thereof of major part base Download PDFInfo
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- CN108794340A CN108794340A CN201710285374.6A CN201710285374A CN108794340A CN 108794340 A CN108794340 A CN 108794340A CN 201710285374 A CN201710285374 A CN 201710285374A CN 108794340 A CN108794340 A CN 108794340A
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- surfactant
- major part
- part base
- quaternary surfactant
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
- C07C209/12—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of quaternary ammonium compounds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/04—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups
- C07C209/06—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms
- C07C209/08—Preparation of compounds containing amino groups bound to a carbon skeleton by substitution of functional groups by amino groups by substitution of halogen atoms with formation of amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/62—Quaternary ammonium compounds
- C07C211/63—Quaternary ammonium compounds having quaternised nitrogen atoms bound to acyclic carbon atoms
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- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Detergent Compositions (AREA)
Abstract
The present invention relates to a kind of quaternary surfactant C of major part base12NC4And its synthetic method.Its molecular structure is as follows：
Description
Technical field
The present invention relates to a kind of quaternary surfactants and preparation method thereof of major part base, belong to the conjunction of surfactant
At with application field.
Background technology
Surfactant, which is a kind of addition minute quantity, can significantly decrease the surface tension of solution and be formed in body phase
One substance of orderly molecule aggregate.From the point of view of molecular structure, surfactant consists of two parts, and a part is hydrophobic
Group, a part is hydrophilic radical, therefore surfactant is also referred to as amphiphile, amphiphilic molecule.Surfactant because of its amphiphilic nature,
It can be adsorbed on interface and be formed in certain density solution ordered aggregation, therefore with wetting, emulsification, increasing
The performances such as molten, washing, dispersion.Surfactant in daily life and industrial production in addition to being used widely, it may also be used for
The high-technology fields such as photoelectric device, nano-particle preparation, bioengineering.
The development of petrochemical industry provides extensively and the raw material of abundance so that surfactant for the synthesis of surfactant
Value volume and range of product exponentially goes up.Currently, the type of whole world surfactant about more than 20000 is planted, according to different points
Class method, surfactant can be divided into different type for example, according to surfactant purpose classification, increasing can be divided into
Thick dose, solubilizer, antifoaming agent etc.；Divide according to the hydrophilic head based structures of surfactant molecule, can be divided into anionic, sun from
Subtype, nonionic and amphoteric etc.；Divide according to the hydrophobic based structures of surfactant, can be divided into hc-surfactant,
Fc-surfactant etc..Quaternary ammonium salt cationic surfactant has the performances such as sterilization, antistatic, in industrial production and adds
It all has and is widely applied during work.And the nitrogen-atoms on the head base of general common quaternary ammonium salt cationic surfactant be mostly by
Methyl replaces.Have the shortcomings that solubility is poor when hydrophobic chain is slightly long.The present invention increases quaternary ammonium salt table by synthetic method
The head base of face activating agent, destroys its crystal property, to improve its application effect.
Invention content
The purpose of the present invention is the methods Jing Guo organic synthesis, prepare a kind of quaternary surfactant of major part base, with
Improve its application effect.
To achieve the above object, the present invention adopts the following technical scheme that：
A kind of quaternary surfactant C of major part base12NC4, structural formula is as follows：
The synthetic route of the surfactant is as follows：
Its specific synthesis step is as follows：
The synthesis of dodecyl diethylamine：By bromododecane, diethylamine is added in single port bottle with ethyl alcohol, is heated to reflux down
48h is reacted, after reaction, rotary evaporation removes excessive ethyl alcohol, and vacuum distillation obtains pure dodecyl diethylamine.
C12NC4Synthesis：By dodecyl diethylamine, bromination of n-butane is added with ethyl alcohol in the single port bottle of sealing, 80 DEG C
48h is reacted, reaction terminates, and rotary evaporation removes ethyl alcohol, and ethyl acetate crystallization obtains white product.
Advantageous effect
This kind of surfactant has good ability of aggregation, and critical micelle concentration is up to 5mmol/L.It can be applied to
The formula of oil field chemical, household chemicals, fungicide, antistatic agent and detergent.
Description of the drawings
Fig. 1 dodecyl diethylamine1HNMR。
Fig. 2 surfactants C12NC4's1H NMR。
Fig. 3 surfactants C12NC4Surface tension γ is with concentration C change curve (25 DEG C).
Specific implementation mode
Embodiment 1：The synthesis of dodecyl diethylamine：Take bromododecane (99.9g, 0.4mol), diethylamine
(117.0g, 1.6mol) is placed in 200mL absolute ethyl alcohols in single port bottle, and heating reflux reaction 48h is cooled to after reaction
Room temperature is sufficiently stirred 1h after NaOH (80.0g, 2.0mol) is added, and rotary evaporation removes excessive ethyl alcohol, and vacuum distillation obtains pure
Dodecyl diethylamine.
Embodiment 2：C12NC4Synthesis：By dodecyl diethylamine (20.0g, 0.08mol), bromination of n-butane (17.0g,
It 0.12mol) is added with 50mL absolute ethyl alcohols in the single port bottle of sealing, 80 DEG C of reaction 48h, reaction terminates, and rotary evaporation removes second
Alcohol, ethyl acetate crystallization, obtains white product.
Embodiment 3：The measurement of surface tension：Prepare a series of surfactant C of various concentrations12NC4Aqueous solution, in
Its surface tension is measured with hanging ring method at 25 DEG C, each point is repeated 3 times, and is taken its average value, is drawn the surface tension of sample with dense
The variation relation curve of degree.Corresponding concentration is confirmed as the critical micelle concentration of such surfactant at turning point.
Claims (3)
1. a kind of quaternary surfactant of major part base, molecular structure are as follows：
2. a kind of quaternary surfactant of major part base according to claim 1, which is characterized in that be anti-according to the following formula
It should obtain：
3. a kind of quaternary surfactant of major part base according to claim 1, which is characterized in that the surfactant
Critical micelle concentration can reach 5mmol/L, show stronger ability of aggregation.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710285374.6A CN108794340A (en) | 2017-04-27 | 2017-04-27 | A kind of quaternary surfactant and preparation method thereof of major part base |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710285374.6A CN108794340A (en) | 2017-04-27 | 2017-04-27 | A kind of quaternary surfactant and preparation method thereof of major part base |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108794340A true CN108794340A (en) | 2018-11-13 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201710285374.6A Pending CN108794340A (en) | 2017-04-27 | 2017-04-27 | A kind of quaternary surfactant and preparation method thereof of major part base |
Country Status (1)
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| CN (1) | CN108794340A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111282510A (en) * | 2020-02-26 | 2020-06-16 | 江南大学 | Intelligent switching Pickering emulsion and preparation method thereof |
| CN111330513A (en) * | 2020-02-26 | 2020-06-26 | 江南大学 | Novel emulsion with pH responsiveness |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103480298A (en) * | 2013-09-27 | 2014-01-01 | 江南大学 | Positive ion Gemini surface active agent with coupling link containing hydroxyl radical and preparation method of surface active agent |
-
2017
- 2017-04-27 CN CN201710285374.6A patent/CN108794340A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103480298A (en) * | 2013-09-27 | 2014-01-01 | 江南大学 | Positive ion Gemini surface active agent with coupling link containing hydroxyl radical and preparation method of surface active agent |
Non-Patent Citations (2)
| Title |
|---|
| ENGIN OZDIL ETAL: "Synthesis and Physicochemical Properties of Double-Chain Cationic Surfactants", 《JOURNAL OF CHEMICAL & ENGINEERING DATA》 * |
| TSVIROVA, I. M.ETAL: "Comparative bactericidal activity of quaternary ammonium salts", 《KHIMIKO-FARMATSEVTICHESKII ZHURNAL》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111282510A (en) * | 2020-02-26 | 2020-06-16 | 江南大学 | Intelligent switching Pickering emulsion and preparation method thereof |
| CN111330513A (en) * | 2020-02-26 | 2020-06-26 | 江南大学 | Novel emulsion with pH responsiveness |
| CN111330513B (en) * | 2020-02-26 | 2021-05-28 | 江南大学 | Emulsion with pH responsiveness |
| CN111282510B (en) * | 2020-02-26 | 2021-05-28 | 江南大学 | Intelligent switching Pickering emulsion and preparation method thereof |
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Application publication date: 20181113 |