CN105858592A - Super-hydrophobic surface formed on basis of dihydrazide derivative molecular gel - Google Patents
Super-hydrophobic surface formed on basis of dihydrazide derivative molecular gel Download PDFInfo
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Abstract
The invention discloses a super-hydrophobic surface formed on the basis of dihydrazide derivative molecular gel. A dihydrazide derivative BPH-8 with relatively high gelatinization performance is taken as a gelator, and the surface appearance of a material is controlled in a way of adjusting types and a proportion of solvents, so that the aim of regulating the hydrophobicity is fulfilled. The super-hydrophobic surface has the advantages of use of simple raw materials, simple experiment conditions, high yield and low cost. The prepared super-hydrophobic surface is uniform, dense and flat.
Description
Technical field
The present invention relates to receive micron surface technical field, be specifically related to construct super thin based on connection amide derivatives molecular gel
The method of aqueous surface.
Background technology
Surface wettability is one very important performance of solid material, and it refers to liquid sprawling at solid material surface
Ability, chemical composition and microscopic appearance by material surface together decide on.Generally, we use liquid at the contact angle of material surface
Characterize the wetability of material surface.According to the water droplet difference at material surface contact angle, material is divided into following a few class: surface
It is water wetted material when contact angle is less than 90 °；It is super hydrophilic material when surface contact angle is less than 5 °；When surface contact angle is more than 90 °
For hydrophobic material；It is super hydrophobic material when surface contact angle is more than 150 °.Super hydrophobic surface is owing to having non-sticky, antipollution
The performance such as property and self-cleaning, it has also become the focus of research.
In nature, a lot of species all have super-hydrophobicity, the such as leg etc. of lotus leaf surface, ephydrid.In order to probe into this
The essence on a little surfaces, people are scanned electron-microscopic analysis to lotus leaf surface, find the super-hydrophobicity of lotus leaf surface be by
The micron on its surface and nanometer hierarchy and surface wax cause jointly.Prepare the method for super hydrophobic surface at present mostly
Relating to chemical substance and the crystal growth of complexity, experiment condition is harsher, and experimental implementation is complicated, and experimental cost is high, fail into
Row industrialized production, thus its actual application is restricted.These preparation methods are higher to the requirement of matrix simultaneously, can't
It is generalized to engineering material surface.
Summary of the invention
For the deficiencies in the prior art, the present invention has constructed super hydrophobic surface by connection amide derivatives molecular gel,
The method is simple, low cost, and applicability is wide.
For realizing object above, the present invention is achieved by the following technical programs:
Method based on connection amide derivatives molecular gel constructing super-drainage surface, comprises the following steps:
(1), by 3,4-bis-octyloxy benzoyl hydrazine and paraphthaloyl chloride are dissolved separately in tetrahydrofuran solution, so
After while stirring the tetrahydrofuran solution of paraphthaloyl chloride is dropwise added drop-wise to the tetrahydrochysene furan of 3,4-bis-octyloxy benzoyl hydrazine
Mutter in solution, after being added dropwise to complete, add a small amount of pyridine, react under room temperature 8 hours, i.e. can obtain joining the thick product of amide derivatives
Thing, by crude product freezing and filtering, and repeatedly recrystallizes with oxolane, obtains highly purified amide derivatives gelator 1,
4-bis-[(3,4-bis-octyloxy benzene)-connection amide groups] benzene (BPH-8)；
(2), in the flask of good seal, add connection amide derivatives gelator, be subsequently adding appropriate organic molten
Agent, heating makes gelator all dissolve, and obtains joining amide derivatives hot solution；
(3), connection amide derivatives solution is coated on substrate while hot, makes film, then standing is cooled to room temperature, obtains
Connection amide derivatives gel；
(4), the substrate in step (3) is dried, treats that solvent volatilizees completely, formed after xerogel, can obtain have super
Hydrophobic surface.
Preferably, described amide derivatives is Isosorbide-5-Nitrae-two [(3,4-bis-octyloxy benzene)-connection amide groups] benzene (BPH-8),
Its molecular formula is as follows:
Preferably, described 3,4-bis-the mol ratio of octyloxy benzoyl hydrazine and paraphthaloyl chloride be 2:1.
Preferably, in described step (2), organic solvent is in ethanol, chloroform, benzene, oxolane, toluene, dimethyl sulfoxide (DMSO)
Any one, two or three.
Preferably, described organic solvent is the mixture of oxolane and ethanol, and oxolane and the volume ratio of ethanol
For 1:2.
Preferably, in described step (2), the mass fraction of solution system gelator is 0.23%～0.35%.
Preferably, the method that in described step (3), solution is coated on substrate is dropping, spin coating or spraying.
Preferably, substrate air drying in vacuum drying chamber of described step (4).
Beneficial effects of the present invention: the present invention uses gelatinisation ability preferably to join amide derivatives as gelator,
It has stronger gelatinisation ability, at room temperature can be with multi-solvents generation gelling；Use mixed solvent on the one hand
The gelation speed of the system that can slow down, thus obtain uniform, fine and close, smooth xerogel surface, on the other hand, utilize difference
Interaction between solvent, affects the accumulation process of gel molecular, the microscopic appearance of the xerogel that regulation is formed so that it is have
Nano micron fibre structure, thus obtain super hydrophobic surface.The chemical substance that the present invention uses is simple, and the productivity of gelator is high
Reach 80%, realized the self assembly of gelator, the xerogel surface contact angle obtained by intermolecular hydrogen bonding, hydrophobization effect etc.
Height, surface is uniform, fine and close, smooth, and experiment condition is simple, low cost, has the most wide application prospect.
Accompanying drawing explanation
Xerogel scanning electron microscope (SEM) photograph under different multiplying in Fig. 1: embodiment 2；
Xerogel scanning electron microscope (SEM) photograph under different multiplying in Fig. 2: embodiment 3.
Detailed description of the invention
For making the purpose of the embodiment of the present invention, technical scheme and advantage clearer, below in conjunction with the embodiment of the present invention,
Technical scheme in the embodiment of the present invention is clearly and completely described, it is clear that described embodiment is the present invention one
Divide embodiment rather than whole embodiments.Based on the embodiment in the present invention, those of ordinary skill in the art are not making
The every other embodiment obtained under creative work premise, broadly falls into the scope of protection of the invention.
Embodiment 1:
Method based on connection amide derivatives molecular gel constructing super-drainage surface, comprises the following steps:
(1), 3,4-bis-octyloxy benzoyl hydrazine and paraphthaloyl chloride are dissolved separately in tetrahydrofuran solution；Then
While stirring the tetrahydrofuran solution of paraphthaloyl chloride is dropwise added drop-wise to the oxolane of 3,4-bis-octyloxy benzoyl hydrazine
In solution；After being added dropwise to complete, add a small amount of pyridine, react 8 hours under room temperature, i.e. can get the crude product of BPH-8, will be thick
Product freezing and filtering, and repeatedly recrystallize with oxolane, obtain highly purified BPH-8；
(2), in the flask of good seal, add BPH-8, add ethanol and the mixed solvent of DMSO, control ethanol and
The volume ratio of DMSO is 10:1, and heating makes gelator all dissolve, and obtaining containing BPH-8 is the solution of 0.23%；
(3), BPH-8 solution is coated on substrate while hot, makes film, then standing is cooled to room temperature, obtain joining acid amides
Derivative gel；
(4), by the substrate drying at room temperature in vacuum drying chamber in step (3), after solvent volatilizees completely, formed dry solidifying
Glue, i.e. can obtain the surface with super-hydrophobicity.
Experimental result: xerogel surface is 146 ° with the contact angle of water, but DMSO destroys hydrogen bond, causes gelation to destroy
Seriously, the surface formed is uneven.
Embodiment 2:
Method based on connection amide derivatives molecular gel constructing super-drainage surface, comprises the following steps:
(1), 3,4-bis-octyloxy benzoyl hydrazine and paraphthaloyl chloride are dissolved separately in tetrahydrofuran solution；Then
While stirring the tetrahydrofuran solution of paraphthaloyl chloride is dropwise added drop-wise to the oxolane of 3,4-bis-octyloxy benzoyl hydrazine
In solution；After being added dropwise to complete, add a small amount of pyridine, react 8 hours under room temperature, i.e. can get the crude product of BPH-8, will slightly produce
Thing freezing and filtering, and repeatedly recrystallize with oxolane, obtain highly purified BPH-8；
(2), in the flask of good seal, add BPH-8, add THF, DMSO and the mixed solution of ethanol, control THF,
The volume ratio of DMSO and ethanol is 10:1:2～10, heating make gelator all dissolve, obtain containing BPH-8 be 0.43% molten
Liquid；
(3), BPH-8 solution is coated on substrate while hot, makes film, then standing is cooled to room temperature, obtain joining acid amides
Derivative gel；
(4), by the substrate drying at room temperature in vacuum drying chamber in step (3), after solvent volatilizees completely, formed dry solidifying
Glue, i.e. can obtain the surface with super-hydrophobicity.
Experimental result: xerogel surface is 132.3 ° with the contact angle of water, and solution is unrolled evenly, shape after gel drying
Become uniform, smooth, fine and close hydrophobic surface, define micron order ribbon fibre structure after gel drying, such as Fig. 1.
Embodiment 3:
Method based on connection amide derivatives molecular gel constructing super-drainage surface, comprises the following steps:
(1), 3,4-bis-octyloxy benzoyl hydrazine and paraphthaloyl chloride are dissolved separately in tetrahydrofuran solution；Then
While stirring the tetrahydrofuran solution of paraphthaloyl chloride is dropwise added drop-wise to the oxolane of 3,4-bis-octyloxy benzoyl hydrazine
In solution；After being added dropwise to complete, add a small amount of pyridine, react 8 hours under room temperature, i.e. can get the crude product of BPH-8, will slightly produce
Thing freezing and filtering, and repeatedly recrystallize with oxolane, obtain highly purified BPH-8；
(2), in the flask of good seal, add BPH-8, add THF and the mixed solution of ethanol, control THF and ethanol
Volume ratio be 1:2, heating make gelator all dissolve, obtaining containing BPH-8 is the solution of 0.35%；
(3), BPH-8 solution is coated on substrate while hot, makes film, then standing is cooled to room temperature, obtain joining acid amides
Derivative gel；
(4), by the substrate drying at room temperature in vacuum drying chamber in step (3), after solvent volatilizees completely, formed dry solidifying
Glue, i.e. can obtain the surface with super-hydrophobicity.
Experimental result: solution is unrolled evenly, after gel drying, the contact angle with water is 152.8 °, is formed after gel drying
Nanofibrous structures, such as Fig. 2.
To sum up, the embodiment of the present invention has the advantages that the chemical substance that the present invention uses is simple, gelator
Productivity is up to 80%, and gelator realizes the self assembly of gelator by intermolecular hydrogen bonding, hydrophobization effect etc., and obtain is dry
Gel surface contact angle is high, and surface is uniform, fine and close, smooth, and experiment condition is simple, low cost, has the most wide application prospect.
It should be noted that in this article, the relational terms of such as first and second or the like is used merely to a reality
Body or operation separate with another entity or operating space, and deposit between not necessarily requiring or imply these entities or operating
Relation or order in any this reality.And, term " includes ", " comprising " or its any other variant are intended to
Comprising of nonexcludability, so that include that the process of a series of key element, method, article or equipment not only include that those are wanted
Element, but also include other key elements being not expressly set out, or also include for this process, method, article or equipment
Intrinsic key element.In the case of there is no more restriction, statement " including ... " key element limited, it is not excluded that
Including process, method, article or the equipment of described key element there is also other identical element.
Above example only in order to technical scheme to be described, is not intended to limit；Although with reference to previous embodiment
The present invention is described in detail, it will be understood by those within the art that: it still can be to aforementioned each enforcement
Technical scheme described in example is modified, or wherein portion of techniques feature is carried out equivalent；And these amendment or
Replace, do not make the essence of appropriate technical solution depart from the spirit and scope of various embodiments of the present invention technical scheme.
Claims (8)
1. method based on connection amide derivatives molecular gel constructing super-drainage surface, it is characterised in that comprise the following steps:
(1), by 3,4-bis-octyloxy benzoyl hydrazine and paraphthaloyl chloride are dissolved separately in tetrahydrofuran solution, and then limit is stirred
Mix limit and the tetrahydrofuran solution of paraphthaloyl chloride is dropwise added drop-wise to the tetrahydrofuran solution of 3,4-bis-octyloxy benzoyl hydrazine
In, after being added dropwise to complete, add a small amount of pyridine, react under room temperature 8 hours, i.e. can obtain joining the crude product of amide derivatives, will
Crude product freezing and filtering, and repeatedly recrystallize with oxolane, obtain highly purified amide derivatives gelator Isosorbide-5-Nitrae-two
[(3,4-bis-octyloxy benzene)-connection amide groups] benzene (BPH-8)；
(2), in the flask of good seal, add connection amide derivatives gelator, be subsequently adding appropriate organic solvent, add
Heat makes gelator all dissolve, and obtains joining amide derivatives hot solution；
(3), connection amide derivatives solution is coated on substrate while hot, makes film, then standing is cooled to room temperature, obtain joining acyl
Amine derivative gel；
(4), the substrate in step (3) is dried, treats that solvent volatilizees completely, formed after xerogel, can obtain have super-hydrophobic
The surface of property.
2. as claimed in claim 1 based on the method joining amide derivatives molecular gel constructing super-drainage surface, its feature
Being, the molecular formula of described amide derivatives BPH-8 is as follows:
3. as claimed in claim 1 based on the method joining amide derivatives molecular gel constructing super-drainage surface, its feature
Being, in described step (1) 3,4-bis-octyloxy benzoyl hydrazine is 2:1 with the mol ratio of paraphthaloyl chloride.
4. as claimed in claim 1 based on the method joining amide derivatives molecular gel constructing super-drainage surface, its feature
Being, in described step (2), organic solvent is any one in ethanol, chloroform, benzene, oxolane, toluene, dimethyl sulfoxide (DMSO)
Kind, two or three.
5. as claimed in claim 4 based on the method joining amide derivatives molecular gel constructing super-drainage surface, its feature
Being, in described step (2), organic solvent is the mixture of oxolane and ethanol, wherein oxolane and the volume ratio of ethanol
For 1:2.
6. as claimed in claim 1 based on the method joining amide derivatives molecular gel constructing super-drainage surface, its feature
Being, in described step (2), the mass fraction of solution system gelator is 0.23%～0.35%.
7. as claimed in claim 1 based on the method joining amide derivatives molecular gel constructing super-drainage surface, its feature
Being, the method that in described step (3), solution is coated on substrate is dropping, spin coating or spraying.
8. as claimed in claim 1 based on the method joining amide derivatives molecular gel constructing super-drainage surface, its feature
It is, substrate air drying in vacuum drying chamber of described step (4).
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Cited By (6)
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| CN106565533A (en) * | 2016-11-10 | 2017-04-19 | 深圳大学 | Organogelator, organogel with double responses and preparation method of organogel |
| CN107394139A (en) * | 2017-07-05 | 2017-11-24 | 东莞中汽宏远汽车有限公司 | Compound anode material of lithium battery and preparation method thereof and lithium battery anode, lithium battery |
| CN111233696A (en) * | 2020-01-21 | 2020-06-05 | 吉林大学 | Binamide derivative, preparation method thereof and application thereof in fluorescent material |
| CN111378930A (en) * | 2020-03-26 | 2020-07-07 | 苏州今蓝纳米科技有限公司 | Organic metal composite membrane and preparation method and application thereof |
| CN113308173A (en) * | 2021-06-10 | 2021-08-27 | 吉林大学 | Composite super-hydrophobic coating and preparation method and application thereof |
| CN115537050A (en) * | 2022-10-13 | 2022-12-30 | 吉林大学 | Self-cleaning nanoparticle/organogel composite super-hydrophobic coating and preparation method thereof |
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| CN111378930A (en) * | 2020-03-26 | 2020-07-07 | 苏州今蓝纳米科技有限公司 | Organic metal composite membrane and preparation method and application thereof |
| CN113308173A (en) * | 2021-06-10 | 2021-08-27 | 吉林大学 | Composite super-hydrophobic coating and preparation method and application thereof |
| CN115537050A (en) * | 2022-10-13 | 2022-12-30 | 吉林大学 | Self-cleaning nanoparticle/organogel composite super-hydrophobic coating and preparation method thereof |
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Effective date of registration: 20191125 Address after: 215121 No.82, Putian Road, Weiting Town, Suzhou Industrial Park, Suzhou City, Jiangsu Province Patentee after: Suzhou Gener Nano Technology Co., Ltd. Address before: 130000 Changchun Qianjin Street, Jilin, No. 2699 Patentee before: Jilin University |