CN109772226A - One kind by abietyl stabilized with amine oxide surfactant gel emulsion - Google Patents
One kind by abietyl stabilized with amine oxide surfactant gel emulsion Download PDFInfo
- Publication number
- CN109772226A CN109772226A CN201910063397.1A CN201910063397A CN109772226A CN 109772226 A CN109772226 A CN 109772226A CN 201910063397 A CN201910063397 A CN 201910063397A CN 109772226 A CN109772226 A CN 109772226A
- Authority
- CN
- China
- Prior art keywords
- gel emulsion
- amine oxide
- amide groups
- dimethyl
- dehydrogenation fir
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Abstract
The invention discloses one kind by the gel emulsion of abietyl stabilized with amine oxide surfactant, belongs to Colloid and interface chemistry technical field.The main synthesis material dehydroabietic acid of surfactant of the invention comes from product of natural product rosin, is a kind of green surfactant.The critical micelle concentration of rosin-based surfactant 6- dehydrogenation fir amide groups amine oxide at room temperature is 0.6 × 10‑3mol·L‑1.In oil mixing with water system, stable gel emulsion can be formed when the content of surfactant 6- dehydrogenation fir amide groups amine oxide is only the 0.22wt% of continuous phase.The dispersed phase volume fraction of gel emulsion can arbitrarily be adjusted in the range of 1%-98% (v/v), broken conventional gel lotion internal phase volume than have to be larger than 74% final conclusion.The rosin-based surfactant 6- dehydrogenation fir amide groups amine oxide in the present invention can make most oil form stable gel emulsion simultaneously, can be applied in the multiple fields such as food, drug, daily chemical product, organizational project, environmental protection, water pollution system reason.
Description
Technical field
The present invention relates to one kind by the gel emulsion of abietyl stabilized with amine oxide surfactant, belongs to colloid and interface
Learn technical field.
Background technique
Gel emulsion refers to the appearance being made of in the presence of certain stabilizer dispersed phase (interior phase) and continuous phase (foreign minister)
In gelatin emulsion system.Due to its special structure and property, gel emulsion be widely used in food, cosmetics,
The fields such as material, drug delivery.The type and concentration on gel emulsion intercalation method of stabilizer have an important influence.Surface-active
Agent is most common stabilizer.In grease system, surfactant molecule is aligned in oil-water interfaces, reduces interface
Can, promote the formation of gel emulsion.However, in the preparation process of gel emulsion, surface is living in order to achieve the effect that gel
The dosage of property agent is very big, usually to reach the 5-30% of continuous phase.Simultaneously only after dispersed phase volume fraction is greater than 74%
It can just be formed.These factors seriously restrict the practical application of gel emulsion.
Small molecule gelling agent passes through intermolecular weak interaction such as hydrogen bond, pi-pi accumulation, Van der Waals force, electrostatic, Yi Jizhu
Object effect etc. is self-assembly of fibrillar meshwork structure, so that solvent loses flowability, this kind of system is referred to as small molecule water-setting
Glue.If using small molecule gelling agent as a kind of new stabilizer, the gel emulsion system of formation will differ from conventional gel lotion
System.Be the gel emulsion of stabilizer based on small molecule gelling agent, continuous phase shows as gel state, dispersed phase physically encapsulation in
In gel network, such gel emulsion system is not had to be larger than 74% boundary by continuous phase, can greatly widen dispersed phase
The range of volume fraction in lotion.However, not all micro-molecular hydrogel agent can be with stable gel lotion.It is small
The aggregated structure that molecule hydrogel adhesive is formed wants that the erosion of organic oil phase can be resisted, and has the effect for reducing interfacial tension simultaneously
Fruit.Therefore, how to design the satisfactory new small molecule hydrogel adhesive of synthesis to prepare novel gel emulsion system is
The emphasis and difficult point of colloid chemistry field concern at present.
Summary of the invention
Gel emulsion of the invention be with a kind of rosin-based surfactant 6- dehydrogenation fir amide groups-N, N- dimethyl-oneself
Base amine oxide is stabilizer, can be prepared by homogeneous method or hand method, is one kind O/W type gel emulsion.6- dehydrogenation fir
Amide groups-N, N- dimethyl-hexyl amine oxide is while reducing oil water interfacial tension, the three-dimensional network that is formed in continuous phase
Structure prevents the aggregation of drop.In this kind of gel emulsion, the range of dispersed phase volume fraction is extremely wide, can be in 1%-98%
(v/v) it is arbitrarily adjusted between, has broken the final conclusion that conventional gel emulsion dispersion phase volume has to be larger than 74%.Meanwhile it can make
Most oil is mutually respectively formed stable gel emulsion, is greatly broadened the application range of gel emulsion.
The first purpose of the invention is to provide a kind of O/W type gel emulsion, the stabilizer packet of the O/W type gel emulsion
6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide (R-6-OA) is included, molecular structure is as follows:
In one embodiment, 6- dehydrogenation fir amide groups-N, N- the dimethyl-hexyl amine oxide is with disproportionated rosin
In main component dehydroabietic acid be raw material, the rosin-based surfactant of synthesis.
In one embodiment, 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide in the gel emulsion
Concentration range is the 0.22%-80% of continuous phase quality, and dispersed phase volume fraction is in 1%-98%.
In one embodiment, the O/W type gel emulsion system is living by water phase, oily phase, abietyl amine oxide surface
Property agent is formed.
In one embodiment, the preparation of the O/W type gel emulsion by homogenizer or hand can be formed.
In one embodiment, the preparation method of the O/W type gel emulsion: by 6- dehydrogenation fir amide groups-N, N- bis-
Methyl-hexyl amine oxide is soluble in water, and oily phase is then added, is prepared through homogeneous method or hand method.
In one embodiment, the oil mutually can be fat hydrocarbon mineral oil, glyceryl ester or edible oil.
In one embodiment, the preparation method of the O/W type gel emulsion is specifically: by 6- dehydrogenation fir amide groups-
N, N- dimethyl-hexyl amine oxide are soluble in water, after heating makes it completely dissolved, the oily phase of corresponding proportion are added, makes after homogeneous
Water-oil phase is thoroughly mixed to form lotion, and gel emulsion is obtained after cooling.
In one embodiment, the heating is heated to 50 DEG C or more.
A second object of the present invention is to provide the applications of the gel emulsion.
In one embodiment, the application includes being used for: the fields such as food, cosmetics, material, drug delivery.
In one embodiment, the texture characteristic of saturated fatty acid is copied in the application of the field of food, designs low fat
Food；As the delivery system of function factor, probiotics, flavor substance etc. are embedded.
Gel emulsion can be used as fat substitute, can effectively reduce the content of saturated fatty acid, improve how unsaturated
Fatty acid, essential amino acid, minerals equal size.It is formed with 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide
Gel be that continuous phase, sunflower oil as dispersed phase prepare gel emulsion, can be used as the substitute of lard, reduction green meat system
Saturated fatty acid content in product.
In one embodiment, the application of the cosmetic field, specifically includes: in gel emulsion be added moisturizing at
Point, smearable formula facial mask is prepared, does not have greasy feeling while improving water lock function；Active matter is added in phase inside, is led to
Two-phase interface release is crossed, delays the rate of release of effective component, extends the action time of effective component, reach control release and is prolonged
When the effect that discharges.
In one embodiment, the application of the Material Field is the synthesis for porous material.
In one embodiment, the application in the drug delivery field, specifically includes: drug molecule is embedded in gel
In emulsion system, while improving drug molecule stability, achieve the purpose that drug molecule slow release.
Third object of the present invention is to provide a kind of oil product transportation resources, and the method is: 6- dehydrogenation being added in the oil
Fir amide groups-N, N- dimethyl-hexyl amine oxide obtains solid-state or semisolid oil product as stabilizer in order to transport.
In one embodiment, the oil product transportation resources further includes carrying out environmental stimuli after shipping to be demulsified.
In one embodiment, the environmental stimuli includes that the alcohol such as environmental stimuli response object, such as methanol, ethyl alcohol are added
Substance destroys the gel structure of 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide in continuous phase, while alcohols
Addition reduces the steady of the adsorbed film that 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl oxidation amine molecule is formed in oil-water interfaces
The polarity of qualitative water, to make emulsion breaking.
In one embodiment, the environmental stimuli can also be heating, for example be heated to 40 DEG C or more.It is first after heating
The gel state for first destroying continuous phase, makes gel emulsion become the lotion with mobility, continues heating so that the Blang of liquid pearl transports
Dynamic aggravation, causes the flocculation and coalescence of liquid pearl, so that gel emulsion be made to be demulsified.
Fourth object of the present invention is to provide a kind of porous materials preparation method, and the method is: being added in water phase
The lotion of the fir amide groups of dehydrogenation containing 6--N, N- dimethyl-hexyl amine oxide is prepared after crosslinking agent, initiator in the state of heat,
Reducing agent is added in the lotion prepared.After mixing evenly, lotion is transferred in mold after cooling forms gel emulsion
Solidification.It is dried in vacuo after the material all in one piece being cured is washed away gel emulsion.Due to 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl
Aoxidizing amine stabilized gel emulsion grease volume ratio can arbitrarily regulate and control, thus with 6- dehydrogenation fir amide groups-N, N- dimethyl-oneself
Base aoxidize porous material that amine stabilized gel emulsion is template preparation can any adjustment aperture size.
5th purpose of the invention provides a kind of function factor transmission system, including the use of 6- dehydrogenation fir amide groups-N,
N- dimethyl-hexyl amine oxide prepares O/W type gel emulsion, and the function factor is embedded in gel emulsion.
The function factor includes but is not limited to: probiotics, flavor substance, nutriment, drug etc..
Beneficial effects of the present invention
Product of the present invention has many advantages, such as that simple process, stability of emulsion be good, environmental-friendly and economy.Compared to biography
The stable gel emulsion system of the surfactant of system, surfactant 6- dehydrogenation fir amide groups oxygen needed for such gel emulsion
The dosage for changing amine is far below the dosage of conventional surfactant, and minimum is only the 0.22% of continuous phase quality.While dispersed phase
Volume fraction can arbitrarily be adjusted between 1%-98% (v/v), break in conventional gel lotion that continuous phase volume ratio must be big
In 74% final conclusion, the type and application range of gel emulsion are greatly expanded.Utilize the abietyl surface-active in the present invention
Agent can form stable gel emulsion as stabilizer, most oil.It can be seen that the present invention is with a wide range of applications
With important application value.
Detailed description of the invention
Fig. 1 is the molecular structure of 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide.
Fig. 2 is the hydrogen nuclear magnetic resonance spectrogram of 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide.
Fig. 3 is that 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide forms the appearance photo of gel (concentration is from a left side
It is respectively 4mmolL to the right side-1、10mmol·L-1、15mmol·L-1、20mmol·L-1、25mmol·L-1)。
Fig. 4 is that the surface tension γ of 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide is closed with the variation of concentration C
System's figure.
Fig. 5 is 20mmolL-16- dehydrogenation fir amide groups aoxidizes dodecane/hydrogel under amine stabilized different oil-water ratios
Emulsion appearance photo (from left to right side dodecane/water volume ratio is 9:1,8:2,7:3,6:4,5:5,4:6,3:7,2:8,1:
9)。
Fig. 6 is 20mmolL-16- dehydrogenation fir amide groups aoxidize amine stabilized dodecane/water (VWater；VOil=1:1) gel
(G is storage modulus, filled symbols to the dynamic shearing figure of lotion；G " is loss modulus, open symbols).
Fig. 7 is 20mmolL-16- dehydrogenation fir amide groups aoxidize amine stabilized dodecane/water (VWater；VOil=8:2) gel
The laser co-focusing microphoto of lotion.
Fig. 8 is 20mmolL-16- dehydrogenation fir amide groups aoxidize amine stabilized dodecane/water (VWater；VOil=2:8) gel
The laser co-focusing microphoto of lotion.
Specific embodiment
The synthesis of embodiment 1:6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide
The synthetic route of 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide is as follows:
Dehydroabietic acid solid (30g, 0.1mol) is added in the there-necked flask that device for absorbing tail gas, reflux condensing tube are housed,
A small amount of 4-dimethylaminopyridine (DMAP) is added when temperature is raised to 50 DEG C to start that thionyl chloride is slowly added dropwise as catalyst
(17.94g, 0.15mol).The process has a large amount of sour gas to generate, and is absorbed with device for absorbing tail gas.After being added dropwise, setting
Temperature is 72 DEG C, the reaction was continued 3h.After reaction, vacuum rotary steam removes excessive thionyl chloride, and 1 crude product of compound is made.
1,6- hexamethylene diamine (58.1g, 0.5mol) and methylene chloride are added in three-necked flask.It is sufficiently stirred down, works as temperature
When dropping to -20 DEG C, the dichloromethane solution of compound 1 (0.1mol) is slowly added dropwise, the reaction was continued 3h after being added dropwise to complete.Reaction knot
Product is transferred in the beaker of 1000mL by Shu Hou, and water is added into mixture, is extracted with dichloromethane, and organic layer is washed with water
It is 5-6 times, organic layer is dry with anhydrous sodium sulfate, lower removal solvent is depressurized, obtained compound 2 is yellow viscous liquid.
Compound 2 is dissolved in ethyl alcohol, 88% formic acid (26.15g, 0.5mol), 30% first are successively slowly added dropwise at room temperature
Aldehyde (50.03g, 0.5mol) solution.In 80 DEG C of reaction 8h after being added dropwise to complete.After the reaction was completed, it is adjusted with 15% NaOH solution
Product pH=11, is extracted with ether.Organic layer anhydrous sodium sulfate is dry, depressurizes lower removal solvent, and obtained compound 3 is yellow
Thick liquid.
Compound 3 is dissolved in ethyl alcohol, a small amount of citric acid and disodium ethylene diamine tetraacetate are added.When temperature is raised to 55 DEG C
When, 30%H is slowly added dropwise2O2(17g, 0.15mol).In 80 DEG C of reaction 5h after being added dropwise to complete.After the reaction was completed, it is steamed by decompression
Ethyl alcohol is removed in distillation.With silica gel column chromatography purified product (eluant, eluent is ethyl acetate: methanol=4:1), obtaining compound 4, (6- is de-
Hydrogen fir amide groups-N, N- dimethyl-hexyl amine oxide) it is vacuum dried rear for white powdery solids.
The structure and purity of 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide are measured.Weigh appropriate end
Product 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide is placed in nuclear magnetic tube, is dissolved with deuterated reagent DMSO.With
Aduance III Nuclear Magnetic Resonance carries out at 25 DEG C1H NMR test.1The resonant frequency of H is 400MHz.The 6- dehydrogenation from Fig. 2
The hydrogen nuclear magnetic resonance spectrogram of fir amide groups-N, N- dimethyl-hexyl amine oxide can be seen that the chemical shift of each hydrogen and target produces
Object 6- dehydrogenation fir amide groups amine oxide is consistent, and illustrates to obtain finished product.Meanwhile there is no miscellaneous peak on spectrogram, illustrate that product reaches
Very high purity.
1H NMR(400MHz,DMSO)δ7.61(t,1H,N20-1H),7.16(d,1H,C11-1H),7.03–6.92(d,
1H C14-1H),6.84(s,1H,C12-1H),3.17–2.97(m,4H,C26-2H,C21-2H),2.95(s,6H,C27-3H,
C28-3H),2.85–2.64(m,3H,C8-2H,C15-1H),2.26(d,1H,C4-1H),2.04(d,1H,C6-1H),1.77–
1.57(m,6H,C25-2H,C22-2H,C2-1H,C7-1H),1.40(m,5H,C3-2H,C7-1H,C2-1H,C4-1H),1.26
(m,4H,C23-2H,C24-2H),1.16(s,3H,C18-3H),1.14(d,9H,C16-3H,C17-3H,C19-3H)。
The measurement of embodiment 2:6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide gelling performance
1mL deionized water is taken, 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide (concentration difference is added thereto
For 4mmolL-1、10mmol·L-1、15mmol·L-1、20mmol·L-1、25mmol·L-1), solution, which is heated to 40 DEG C, to be made
6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide is completely dissolved, and is then stood at room temperature, and solution state is observed.
From Fig. 3 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide formed gel appearance photo (from a left side to
Right concentration is respectively 4mmolL-1、10mmol·L-1、15mmol·L-1、20mmol·L-1、25mmol·L-1) as can be seen that
When the concentration of 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide is greater than 4mmolL-1When can support itself weight
Power has the characteristics that inversion is immobilising, and the gel of formation has preferable viscoplasticity.
4mmol·L-16- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide formed hydrogel in, 6- dehydrogenation
The critical gelation concentration of fir amide groups-N, N- dimethyl-hexyl amine oxide is only 0.176%.It is converted, average each gelling agent
Molecule is capable of fixing 13889 hydrones, has high gelation efficacy.
Embodiment 3:
The measurement of surface tension.A series of aqueous surfactant solution for preparing various concentrations uses hanging ring method at 25 DEG C
Its surface tension is measured, the concentration of sample aqueous solution and the relation curve of surface tension are drawn.
From Fig. 4 the surface tension γ of 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide with concentration C variation
Relational graph is it is found that the critical micelle concentration of surfactant 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide is
0.56mmol·L-1, γcmcFor 35mNm-1.It is good to show that 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide has
Surface-active, stable emulsion can be used to.
Embodiment 4:
A certain amount of 6- dehydrogenation fir amide groups amine oxide is added in 22mm (d) × 52mm (h) vial, vial
Total volume is 10mL.The heating in 50 DEG C of water-baths is added after a certain amount of deionized water until 6- dehydrogenation fir amide groups amine oxide is complete
Dissolution, obtains clear solution.Oil (the 6- dehydrogenation fir amide groups of different volumes is added into 6- dehydrogenation fir amide groups amine oxide solution
The volume ratio of amine oxide solution and oil is 1:9,2:8,3:7,4:6,5:5,6:4,7:3,8:2,9:1, and total volume is 4mL), then
Emulsifying mixture 2 is divided with 11000r/min using ultraturrax homogenizer (IKA T18 basic, S18N-10G head)
Clock.Lotion forms white gel emulsion after standing cooling at low temperature.
20mmolL in Fig. 5-16- dehydrogenation fir amide groups aoxidize dodecane/water-setting under amine stabilized different oil-water ratios
Latex solution appearance photo can be seen that the volume fraction of oily phase in the range of 10%-90%, can form stable gel cream
Liquid, and do not have water phase precipitation.
Embodiment 5:
The dynamic rheological behavior of system is measured by rheometer (Discovery DHR-2, TA).The cone-plate used in test
(ETC) cone angle is 2 °, diameter 40mm, and the spacing of cone-plate and platform is 48 μm, and measuring temperature is 25 DEG C.Sample is measured first
With the elasticity modulus (G') and viscous modulus value (G ") of stress variation (0.1~1000Pa), guarantee the follow-up test of each sample
It is all located at linear viscoelastic region.Then stress is determined as 0.8Pa, then sample is performed a scan (0.1~100rad/s), remembered
Record G' and G " trend varying with frequency.
The 20mmolL from Fig. 6-16- dehydrogenation fir amide groups amine oxide formed gel and its stable dodecane/water
(VWater；VOil=1:1) change curve of storage modulu G ' and loss modulus G " shearing frequency of gel emulsion can be seen that and testing
Frequency 0.01-100rads-1In the range of, the elasticity modulus for measuring corresponding gel emulsion is 67Pa-14Pa, sticky mould
Amount is 45Pa-3Pa, and 6- dehydrogenation fir amide groups, which aoxidizes amine stabilized dodecane/water-setting latex solution elasticity modulus and is consistently greater than, to be glued
Property modulus, the property that gel emulsion demonstrates flexibility.
Embodiment 6:
The microstructure of gel emulsion is observed using Leca company's T CS SP8 laser confocal microscope.?
1 × 10 is added in the aqueous solution of a certain amount of 6- dehydrogenation fir amide groups amine oxide-3mol·L-1Rhodamine B be indicator, system
Standby gel emulsion.20mmolL in Fig. 7-16- dehydrogenation fir amide groups aoxidize amine stabilized dodecane/water (VWater；VOil=8:2) it is solidifying
The laser co-focusing photo of latex solution can be seen that when the volume fraction of dispersed phase is less than 74%, and the drop of gel emulsion is
The spherical shape of rule.And 20mmolL in Fig. 8-16- dehydrogenation fir amide groups aoxidize amine stabilized dodecane/water (VWater；VOil=2:8)
The laser co-focusing photo of gel emulsion can be seen that when the volume fraction of dispersed phase is greater than 74%, highly dense between drop
Degree squeezes so that lotion is made to lose flowability, and emulsion droplet is polyhedron shape.When dispersed phase volume fraction is less than 74%, 6- is de-
Hydrogen fir amide groups amine oxide is assembled in continuous phase forms three-dimensional net structure, prevent drop it is poly- simultaneously, so as to form
Gel emulsion.
Embodiment 7: the application in terms of oil product transport
6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide is added in the oil as stabilizer, obtains solid-state or half
Solid-state oil product reduces the generation of tank truck oil vessel oil spilling phenomenon, in order to transport.
After transport, need in use, environmental stimuli can be carried out to be demulsified.
The environmental stimuli, which can be, is added the alcohols materials such as environmental stimuli response object, such as methanol, ethyl alcohol, destroys continuous
The gel structure of 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide in phase.The addition of alcohols reduces 6- dehydrogenation simultaneously
Fir amide groups-N, N- dimethyl-hexyl aoxidizes the polarity of the stability water for the adsorbed film that amine molecule is formed in oil-water interfaces, thus
Make emulsion breaking.
The environmental stimuli can also be raising temperature., such as when gel emulsion is heated to 40 DEG C or more, the company of destroying
The gel structure of continuous phase, makes gel emulsion become general lotion, and heating is also possible that the Brownian movement aggravation of liquid pearl, causes
The flocculation and coalescence of liquid pearl, so that gel emulsion be made to be demulsified.
Embodiment 8: the application in terms of preparing porous material
Using the surface hydrophilic type porous material that O/W type gel emulsion is prepared as template, there is preferable biocompatibility,
There is potential application value in terms of tissue engineering bracket.
6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide is added in deionized water, heating keeps it completely molten
Solution.By crosslinking agent N, N '-methylene-bisacrylamide, initiator ammonium persulfate and 2-Hydroxyethyl methacrylate are dissolved in above-mentioned
In 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide solution, dodecane is added after mixing, then uses
Ultraturrax homogenizer (IKA T18 basic, S18N-10G head) with 11000r/min by emulsifying mixture 2 minutes,
Form O/W lotion.Then reducing agent N, N, N, N- tetramethylethylenediamine are added in lotion.Continue to stir at 11000r/min
After 30 seconds, lotion is transferred in mold (polyethylene can) after cooling and forms gel emulsion, and is solidified 1 hour at room temperature.
Polymer porous material is obtained after after being dried in vacuo by 24 hours in obtained solid immersion propyl alcohol and at 60 DEG C.
Due to 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl aoxidizes amine stabilized gel emulsion grease volume ratio can be with
Any regulation, therefore aoxidizing amine stabilized gel emulsion with 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl is template preparation
Porous material can any adjustment aperture size.
Embodiment 9: gel emulsion stability test
Oil (the 6- dehydrogenation fir amide groups oxygen of different volumes is added into 0.22% 6- dehydrogenation fir amide groups amine oxide solution
Change amine aqueous solution and oil volume ratio be 0.2:9.8,3:7,5:5,7:3,9.9:0.1, total volume is 4mL), then use
Ultraturrax homogenizer (IKA T18 basic, S18N-10G head) is with the rate of 11000r/min by emulsifying mixture 2
Minute.Lotion forms white gel emulsion after standing cooling at low temperature.
The gel emulsion prepared is placed in 20 DEG C of insulating boxs, the stability of gel emulsion is observed, as a result such as the following table 1
It is shown.The concentration of stabilizer 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide is the 0.22% of continuous phase quality, divides
Dephasing volume fraction forms gel emulsion in the range of 1%-98%, and demulsification does not occur yet for gel emulsion existing after placing 1 year
As having very high stability.Stabiliser content is higher, and the gel emulsion of formation is more stable.Therefore stabilizer 6- dehydrogenation fir acyl
The concentration range of amido-N, N- dimethyl-hexyl amine oxide is 0.22%-80%, the dispersed phase volume fraction of continuous phase quality
Gel emulsion is formed in the range of 1%-98% has very high stability.
6- dehydrogenation fir amide groups-N, N- the dimethyl-hexyl amine oxide stable gel emulsion intercalation method of table 1 0.22%
Claims (10)
1. a kind of O/W type gel emulsion, which is characterized in that the stabilizer of the O/W type gel emulsion includes 6- dehydrogenation fir amide
The molecular structure of base-N, N- dimethyl-hexyl amine oxide, 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl amine oxide is as follows:
2. O/W type gel emulsion according to claim 1, which is characterized in that 6- dehydrogenation fir amide in the gel emulsion
The concentration range of base-N, N- dimethyl-hexyl amine oxide is the 0.22%-80% of continuous phase quality, and dispersed phase volume fraction exists
1%-98%.
3. O/W type gel emulsion according to claim 1, which is characterized in that the preparation of the O/W type gel emulsion passes through
Homogenizer or hand formation.
4. O/W type gel emulsion according to claim 1, which is characterized in that the oil of the O/W type gel emulsion is mutually rouge
Any one or more in fat mineral hydrocarbon oil, glyceryl ester or edible oil.
5. a kind of oil product transportation resources, which is characterized in that the method is: 6- dehydrogenation fir amide groups-N, N- bis- being added in the oil
Methyl-hexyl amine oxide obtains solid-state or semisolid oil product as stabilizer in order to transport.
6. a kind of porous materials preparation method, which is characterized in that the method is: after crosslinking agent, initiator is added in water phase
The lotion that the fir amide groups of dehydrogenation containing 6--N, N- dimethyl-hexyl amine oxide is prepared in the state of heat, in the lotion prepared
Middle addition reducing agent；After mixing evenly, lotion is transferred to after cooling forms gel emulsion in mold and is solidified；It is whole by what is be cured
Material washes away drying after gel emulsion.
7. a kind of function factor transmission system, which is characterized in that including the use of 6- dehydrogenation fir amide groups-N, N- dimethyl-hexyl
Amine oxide prepares O/W type gel emulsion, and the function factor is embedded in gel emulsion.
8. the method according to the description of claim 7 is characterized in that the function factor includes: probiotics, flavor substance, battalion
Support substance or drug.
9. the application of O/W type gel emulsion described in claim 1.
10. application according to claim 9, the application includes being used for: the neck such as food, cosmetics, material, drug delivery
Domain.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910063397.1A CN109772226B (en) | 2019-01-23 | 2019-01-23 | Gel emulsion stabilized by rosin-based amine oxide surfactant |
| PCT/CN2019/077616 WO2020140326A1 (en) | 2019-01-04 | 2019-03-11 | Rosin-based small molecule hydrogel agent and application thereof |
| US16/832,034 US11352317B2 (en) | 2019-01-04 | 2020-03-27 | Rosin-based small molecular weight hydrogelator and its application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910063397.1A CN109772226B (en) | 2019-01-23 | 2019-01-23 | Gel emulsion stabilized by rosin-based amine oxide surfactant |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN109772226A true CN109772226A (en) | 2019-05-21 |
| CN109772226B CN109772226B (en) | 2020-06-09 |
Family
ID=66502047
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910063397.1A Active CN109772226B (en) | 2019-01-04 | 2019-01-23 | Gel emulsion stabilized by rosin-based amine oxide surfactant |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109772226B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110713445A (en) * | 2019-10-10 | 2020-01-21 | 江南大学 | Preparation and application of rosin-based chiral worm micelle |
| CN113694822A (en) * | 2021-08-13 | 2021-11-26 | 江南大学 | High-efficiency composite emulsifier without surfactant component and application thereof |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4389448A (en) * | 1980-11-21 | 1983-06-21 | Beecham Products | Patterned dryer added fabric conditioning articles |
| CN1656300A (en) * | 2002-04-29 | 2005-08-17 | 阿克佐诺贝尔股份有限公司 | Acid thickeners and uses thereof |
| CN103086927A (en) * | 2012-12-06 | 2013-05-08 | 广西民族大学 | Tertiary amine oxide with rosinyl three-membered phenanthrene ring structure and preparation method of tertiary amine oxide |
| CN103599729A (en) * | 2013-11-13 | 2014-02-26 | 中国林业科学研究院林产化学工业研究所 | Rosinyl quaternary ammonium salt dimeric surfactant as well as preparation method and application thereof |
| JP2016094398A (en) * | 2014-11-11 | 2016-05-26 | 東洋紡株式会社 | Emulsion composition |
| CN106140006A (en) * | 2016-06-28 | 2016-11-23 | 江南大学 | A kind of Dehydroabietic acid anion surfactant and the stable foam of formation thereof |
-
2019
- 2019-01-23 CN CN201910063397.1A patent/CN109772226B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4389448A (en) * | 1980-11-21 | 1983-06-21 | Beecham Products | Patterned dryer added fabric conditioning articles |
| CN1656300A (en) * | 2002-04-29 | 2005-08-17 | 阿克佐诺贝尔股份有限公司 | Acid thickeners and uses thereof |
| CN103086927A (en) * | 2012-12-06 | 2013-05-08 | 广西民族大学 | Tertiary amine oxide with rosinyl three-membered phenanthrene ring structure and preparation method of tertiary amine oxide |
| CN103599729A (en) * | 2013-11-13 | 2014-02-26 | 中国林业科学研究院林产化学工业研究所 | Rosinyl quaternary ammonium salt dimeric surfactant as well as preparation method and application thereof |
| JP2016094398A (en) * | 2014-11-11 | 2016-05-26 | 東洋紡株式会社 | Emulsion composition |
| CN106140006A (en) * | 2016-06-28 | 2016-11-23 | 江南大学 | A kind of Dehydroabietic acid anion surfactant and the stable foam of formation thereof |
Non-Patent Citations (1)
| Title |
|---|
| "一种含脱氢枞基氧化胺表面活性剂的合成及物化性质研究": ""一种含脱氢枞基氧化胺表面活性剂的合成及物化性质研究"", 《广西民族大学学报(自然科学版)》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110713445A (en) * | 2019-10-10 | 2020-01-21 | 江南大学 | Preparation and application of rosin-based chiral worm micelle |
| CN113694822A (en) * | 2021-08-13 | 2021-11-26 | 江南大学 | High-efficiency composite emulsifier without surfactant component and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN109772226B (en) | 2020-06-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Jan | Polymer–micelle interactions: physical organic aspects | |
| JP4468987B2 (en) | Triterpene-containing oleogel-forming agent, triterpene-containing oleogel, and method for producing triterpene-containing oleogel | |
| CN103820083B (en) | Composite phase-change cold-accumulation material | |
| CN109772226A (en) | One kind by abietyl stabilized with amine oxide surfactant gel emulsion | |
| Wei et al. | Formation and properties of wormlike micelles in solutions of a cationic surfactant with a 2-hydroxypropoxy insertion group | |
| US11352317B2 (en) | Rosin-based small molecular weight hydrogelator and its application | |
| Jia et al. | Light-responsive multillamellar vesicles in coumaric acid/alkyldimethylamine oxide binary systems: Effects of surfactant and hydrotrope structures | |
| Chen et al. | Rheological behavior of environmentally friendly viscoelastic solutions formed by a rosin-based anionic surfactant | |
| Feng et al. | Effect of microwave extraction temperature on the chemical structure and oil-water interface properties of fish skin gelatin | |
| JPH08503477A (en) | Aldonamides and their use as surfactants | |
| Jiang et al. | Light and CO 2/N 2 dual stimuli-responsive wormlike micelles based on a zwitterionic surfactant and an azobenzene surfactant | |
| Kumano et al. | Studies of water-in-oil (w/o) emulsion stabilized with amino acids or their salts | |
| Qin et al. | Study on the properties of sodium lauroyl lactate anionic surfactant and cationic surfactant in a mixed system | |
| Wang et al. | Thermodynamic insights and molecular environments into catanionic surfactant systems: Influence of chain length and molar ratio | |
| CN103721584A (en) | Preparation method of silicone oil pickering emulsion | |
| Ye et al. | Fully bio-based CO2-responsive pickering gel emulsions stabilized by cellulose nanocrystals combined with a rosin-based surfactant | |
| Pan et al. | Surface activity and cleaning performance of Gemini surfactants with rosin groups | |
| Li et al. | Nanostarch-enhanced 3D printability of carrageenan emulsion gel for high-fidelity and nutrition-fortified fish fat mimics | |
| Momin et al. | Comparative study of effect of surfactant-polymer interactions on properties of alkyl polyglucosides and alpha olefin sulphonate | |
| Kenarkoohi et al. | Synthesis of malonamide pseudopeptidic compounds using a pseudo five-component reaction and evaluation of their gelation properties | |
| CA2460649A1 (en) | Novel calixarene based dispersible colloidal systems in the form of nanoparticles | |
| CN102093241B (en) | Method for preparing high-purity crystallization type N-acylglutamate | |
| Choi et al. | Roles of both amines and acid in supramolecular hydrogel formation of tetracarboxyl acid-appended calix [4] arene gelator | |
| Xu et al. | Synthesis and properties of two amino carboxylic acid gemini surfactants | |
| CN110025003A (en) | A kind of grease gel emulsifies the preparation method of agent material with stable type |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |