CN108130047A - The preparation method of pitch low temperature thermoregulation agent based on the tetradecane/tetradecyl alchohol/cyanurotriamide modified urea resin - Google Patents
The preparation method of pitch low temperature thermoregulation agent based on the tetradecane/tetradecyl alchohol/cyanurotriamide modified urea resin Download PDFInfo
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- CN108130047A CN108130047A CN201711317408.1A CN201711317408A CN108130047A CN 108130047 A CN108130047 A CN 108130047A CN 201711317408 A CN201711317408 A CN 201711317408A CN 108130047 A CN108130047 A CN 108130047A
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/02—Materials undergoing a change of physical state when used
- C09K5/06—Materials undergoing a change of physical state when used the change of state being from liquid to solid or vice versa
- C09K5/063—Materials absorbing or liberating heat during crystallisation; Heat storage materials
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Abstract
Preparation method of the tetradecane/tetradecyl alchohol/cyanurotriamide modified urea resin fat for the thermoregulation agent of thermal control material is utilized the present invention relates to a kind of.N-tetradecane is mixed with tetradecyl alchohol with certain proportion, under the premise of suitable emulsifying agent is selected, it is coated to obtain microcapsules using melamine/urea/formaldehyde resin, and microcapsules are coated again by using high temperature resistance phenolic aldehyde modified epoxy, realize final pitch self-adjustable temperature material.Wherein, for microencapsulation material at 4.5 DEG C up to 112.7 J/g of Endotherm Maximum, the pitch for mixing the microcapsules of 30% mass fraction has 23.62 J/g of maximum endothermic value at 5.58 DEG C with self-temperature-regulating agent.The present invention have many advantages, such as to prepare resource can be recycled, waste rate is low, have certain mechanical performance, can replace part gather materials the use of incorporation pitch kind, temperature adjustment section is suitable, simple for process, of low cost, environmentally protective, application prospect is extensive.
Description
Technical field
The invention belongs to new material and traffic route fields, are a kind of preparation method of pitch thermoregulation agent, and in particular to
A kind of preparation side of the low temperature thermoregulation agent based on the tetradecane/tetradecyl alchohol/cyanurotriamide modified urea resin/high-temperature-resistant epoxy resin
Method.
Background technology
Bituminous paving water penetration is small, surfacing, is easy to construction, is widely applicable, has steady, low noise when in use, relaxes
The characteristics of suitable, is widely used in the pavement of road of the means of transportation such as highways and streets, airfield runway in recent years.According to statistics,
In the highway of the current paved road in China, asphalt concrete pavement utilization rate is about 28%, in the utilization rate of express highway pavement
Even more it has been more than 90% [Shen Jin peace Asphalt Pavement Abroad design method aggregation [M] Beijing:People's Transportation Press, 2004].
But bituminous paving, while extensive use, also there is a series of problems, wherein one of distinct issues are exactly
The temperature dependency of bituminous paving.With the change of temperature, the intensity of asphalt, modulus, constriction coefficient also change correspondingly,
Pitch is caused to occur the diseases such as high temperature track, cold cracking when in use, has seriously affected pavement performance and the use of pitch
Service life.For asphalt in use there are the problem of, domestic and foreign scholars employ a series of methods and improve pitches
The temperature stability of mixture is arranged including addition fiber, doping vario-property agent, progress process modification, the pitch gradation composition etc. that reconciles
It applies.Although these measures solve the engineering problem under certain condition, but because of reasons such as of high cost, the source of goods is narrow, complex process, it
Do not have universality mostly, can not be widely used in improve pitch heat resistance.
At present, the method for road deicing or snow melting is broadly divided into road surface internal technology processing method and road surface exterior technology
[Wang Sha Sha composite shape-setting phase-change materials used for asphalt mixture are prepared and property research [D] Xi'an processing method:Chang'an is big
It learns, 2011].Road surface inter-process technology includes thermal ice-melting method（Such as heat conducting concrete, infrared tube heating etc.）And suppression
System freezes pavement technique (such as addition rubber grain), but both methods cost is higher, time-consuming and laborious, for the energy, raw material
Consumption it is all larger, be unsatisfactory for the demand that China builds a resource-conserving society.Snow-smelting method mainly includes removing outside road surface
Method and thawing method.The former is mainly by manually or mechanically removing accumulated snow；Although this method snow removing is thorough, required manpower is very
Huge, efficiency of cleaning snow is low, therefore is difficult to be promoted on a large scale.And the latter is as current most common road snow-smelting method, it is former
Reason is to reduce accumulated snow freezing point by using deicing salt, so as to fulfill deicing or snow melting.Currently used deicing salt includes villaumite type
Deicing salt（Such as sodium chloride, calcium chloride）With non-villaumite type deicing salt（Such as potassium acetate, sodium formate）, the use effect of both deicing salts
Fruit all rely on variation of ambient temperature and wheel auxiliary roll, and snow melt after can remain a large amount of inorganic salts, lead to surrounding water
It destroys, it could even be possible to causing road surface corrosion, causes secondary pollution.It in conclusion can be in reality there is presently no a kind of method
Now preserve the ecological environment while efficient deicing or snow melting；Therefore, new deicing or snow melting method is developed to mean a great.
Phase-change material can be mixed bituminous concrete by phase-change microcapsule technology in the form of solid, solved phase-change material and easily let out
The problem of leakage causes road surface to corrode, while influence of the ambient enviroment to phase-change material is reduced, improve its stability.In addition, micro- glue
Capsule grain size is smaller and has certain mechanical strength, is easy to be reprocessed, so as to improve its mechanical property, heat transfer properties and weather-proof
Property.The bituminous highway for being doped with microcapsules can spontaneously be adjusted within the scope of predetermined temperature into trip temperature.When ambient air temperature drops
It is low or it is external pavement temperature decreases when having the cold flow to enter bituminous paving, after temperature is less than phase-change material phase transition temperature, phase
Become material to undergo phase transition and discharge heat, the warm time-varying amplitude of asphalt significantly reduces, so as to reach Fill valley effect.Conversely,
When external temperature raising or outside have hot-fluid to enter asphalt concrete pavement, the incorporation of phase-change material can reach peak clipping effect
Fruit.Meanwhile phase-change material can also reduce road surface rate of temperature fall, postpone and shorten appearance and the duration of extreme low temperature condition,
So as to effectively solve the problems, such as the frosting of bituminous paving, mitigate winter road snow, ice formation issues, improve bituminous paving to environment temperature
The adaptability of variation is spent, the service life to extend existing road surface provides help.
Invention content
It is an object of the invention to overcome the shortcomings of the prior art, propose a kind of based on the tetradecane/tetradecyl alchohol/trimerization
The preparation method of the low temperature thermoregulation agent of cyanamide modified urea-formaldehyde resin/high-temperature-resistant epoxy resin, and ensureing pitch energy normal use
In the case of use, mechanical performance is unaffected.
The present invention is using the tetradecane/tetradecyl alchohol organic composite material as core thermal control material, utilizes melamine modified urea
Urea formaldehyde/high-temperature-resistant epoxy resin cladding to increase its mechanics and mechanical performance, is finally successfully made and possesses self-temperature-regulating performance
Pitch, the time that pitch can be effectively delayed to be reduced to 0 DEG C slows down 14 minutes, and the pitch meets the People's Republic of China (PRC) and industry
Technical standard《Standard specification for construction and acceptance of highway asphalt pavement（JTG F40-2004）》SMA-10 design levels match area requirement.
It is proposed by the present invention a kind of based on the tetradecane/tetradecyl alchohol/cyanurotriamide modified urea resin/high-temperature-resistant epoxy resin
Low temperature thermoregulation agent preparation method, melamine/urea/formaldehyde is mixed with a certain ratio, a certain temperature range carry out
It stirs and adjusts suitable pH value and carry out prepolymerization；Then, n-tetradecane, tetradecyl alchohol and suitable emulsifier are added in, is adjusted
PH value and temperature carry out polymerisation again, after the completion of reaction, by microcapsule product obtained washing, filter, later with certain
Ratio is added in phenol aldehyde modified epoxy resin, and is added in a certain amount of metal powder and be stirred, after mixing, at it
When being not yet fully cured, extrusion cuts into required size, is then cured at room temperature again；After the completion of curing to get
To final products.The patented product can bear the pressure more than 17 MPa, and have suction exothermicity in the range of 0~10 DEG C
Can, in the case where adding 30% microcapsules, latent heat enthalpy reaches 23.62 J/g.Pass through scanning electron microscope, it is determined that micro- glue
Scrotiform looks, and observe that its particle size range is 20~50 μm, the enthalpy of phase change in the range of 0~20 DEG C is up to 104.4 J/g.This hair
A kind of low temperature thermoregulation agent based on the tetradecane/tetradecyl alchohol/cyanurotriamide modified urea resin/high-temperature-resistant epoxy resin of bright proposition
Preparation method, be as follows：
（1）The urea (x/ mol), melamine (y/ mol) and formaldehyde (z/ mol) of certain molar weight are weighed, wherein, urea
Molar fraction ratio with melamine is：Urea (x/mol)/melamine (y/mol)=1~3, formaldehyde addition mole are
(2.5~3.0) x+ (1.5~2.0) y adjusts pH value to 9~10, in 500~1000 r/min stir speed (S.S.)s using triethanolamine
Under, 0.1~1.5 h of prepolymerization in 60~80 DEG C of oil baths；
（2）Weigh gross mass for melamine in step (1), urea, formaldehyde gross mass 100%~170% n-tetradecane with
Tetradecyl alchohol, the former with the latter molar ratio is 5.5~9.0, and weighs 3%~5% emulsification of n-tetradecane/tetradecyl alchohol gross mass
Three is added in aqueous solution by agent, is uniformly mixed；
（3）Work as step（1）After the completion of prepolymerization, prepolymer is taken out, by step（2）The solution of middle preparation pours into three mouthfuls of burnings
In bottle, step is added in（1）In middle oil bath pan, while it is separately added into the resorcinol of 3%~5% n-tetradecane/tetradecyl alchohol gross mass
And ammonium chloride, regulation system pH value to 3.5~4.5.Later, it is slowly added dropwise into three-necked flask（1）In prepolymer obtained, dimension
Hold reaction 2~4 hours.After the completion of reaction, microcapsules are made in suction filtration, organic solvent washing, drying；
（4）It is 1 to weigh mass ratio:1~1:10 microcapsules and novolac epoxy resin F-51（Containing curing agent）Both, while weigh
The metal powder of gross mass 3%~5%, after three is uniformly mixed, after being cut to required size, in room
Cure 24~48 h under temperature state, obtain final product.
In the present invention, step（1）Described in triethanolamine can be that triethanolamine or ammonium hydroxide are any, step（2）In
Emulsifier can be OP-10, any HLB value such as Tween-80 or neopelex is more than or equal to 10 emulsifier；
Step（3）Described in organic solvent using ethyl alcohol or acetone it is any, step（4）In novolac epoxy resin can be F-
51/F-44/F-53 etc. is any, and metal powder, which can be that aluminium oxide, iron oxide, zinc oxide etc. are any, has thermal conductive resin
The metal powder of matter.
It is determined in n-tetradecane/tetradecyl alchohol system optimum fiting ratio by following equations group：
In above-mentioned equation group, x1, y1Molar fraction and phase transition temperature for n-tetradecane；x2, y2For tetradecyl alchohol molar fraction and
Phase transition temperature；It is noted that the solving result of above-mentioned equation group is theoretical direction value, and non-final intermediate product 1 it is accurate into
Divide content and accurate phase transition temperature, actual result is by many-sided influence such as operating process, sample purity, environmental condition, wavelet
Dynamic range may be in the range of the 5% of solution value, and theoretical phase transition temperature may be in the range of ± 10 DEG C of solution value.
In the present invention, the chemical formula of n-tetradecane is：CH3(CH2)12CH3；The chemical formula of tetradecyl alchohol is：CH3(CH2)13OH。
The advantage of the invention is that：1. the present invention be prepared it is a kind of mix used in pitch based on the tetradecane/ten
The low temperature temperature adjustment agent material of tetrol/cyanurotriamide modified urea resin/high-temperature-resistant epoxy resin, operating temperature at 0~20 DEG C,
It is damaged caused by low temperature disease caused by pavement temperature rapid drawdown can effectively being alleviated and stress mutation；2. the present invention uses microcapsules
Organic composite phase-change core material is coated as main phase transition function material, there are the characteristics such as Ke Xunhuanliyong, green cleaning；3. this hair
Bright synthesis technology is simple, of low cost, and prospect is extensive.
Description of the drawings
Fig. 1 is the transmission electron microscope picture of microcapsule particle, illustrates the microscopic appearance of microcapsules.
Fig. 2 is the DSC heat absorption collection of illustrative plates of microcapsule particle, illustrates the heat storage capacity of microcapsules and operation interval range.
Fig. 3 is the TG/DTG collection of illustrative plates of microcapsules, illustrates the thermal stability of microcapsules.
Fig. 4 is the DSC heat absorption collection of illustrative plates of the final product containing 30% microcapsules, illustrates the heat storage capacity and work of final product
Make silicon carbide.
Fig. 5 is the photo of final product.
Fig. 6 is that the final product of 99g gathers materials instead of part, the marshal piece prepared.
Specific embodiment
Said program is described further below in conjunction with specific embodiment.It should be understood that these embodiments are for illustrating
The present invention and be not limited to limit the scope of the invention.The implementation condition used in embodiment can be done according to the condition of specific producer
Further adjustment, the implementation condition being not specified is usually the condition in routine experiment.
With reference to embodiment, the present invention will be described in detail, it should be understood that citing described herein is only used to explain this
Invention, is not intended to limit the present invention.
Embodiment 1
（1）3.78 g melamines are weighed, after 4.20 g urea are added in 250 mL three-necked flasks, it is molten to add in 20.7g formaldehyde
Liquid（37%）With appropriate amount of deionized water, pH value is adjusted to 9 with triethanolamine, flask is placed in 70 DEG C of oil baths, under mechanical stirring
It is sufficiently mixed, and starts prepolymerization.At such a temperature, about 1 h of 400 r/min rotating speeds is kept, until performed polymer is saturating in clarification
Bright shape；
（2）It weighs 1.0 g neopelexes to be added in 50 mL beakers, and adds in 19.8 g n-tetradecanes and 5.4 g
Tetradecyl alchohol is eventually adding appropriate amount of deionized water, it is made uniformly to mix under magnetic agitation, ultrasound, forms more uniform emulsification
Solution；
（3）The emulsified solution being configured is placed in 70 DEG C of oil baths and is stirred with the speed of 400 r/min, while adds in 1.2
The resorcinol of the ammonium chloride of g and 1.2 g, it is pre- before being slowly added dropwise after first acid for adjusting pH value to 4 after it is fully dissolved
In the poly- prepolymer to emulsified solution completed；
（4）70 DEG C of 3 h of reaction are maintained, the suspension containing white particle is obtained after the completion of reaction.It is filtered, uses second
Alcohol replaces washing with deionized water and dries afterwards three times, obtains microcapsules；
（5）The high-temperature-resistant epoxy resin F-51 and its curing agent that gross mass is 10 g are weighed, the two is mixed, and it is micro- to add in 5 g
Capsule and 0.7 g metals aluminium oxide carry out mechanical agitation.After mixing, before it is not yet fully cured, required size is used
The die orifice of size by extrusion molding.After carrying out cutting granulation to the product of extrusion, after curing 24 hours at room temperature, obtain most
Final product.
Fig. 1 is the transmission electron microscope picture of microcapsule particle, illustrates the microscopic appearance of microcapsules；Fig. 2 is microcapsule particle
DSC heat absorption collection of illustrative plates, illustrate the heat storage capacity of microcapsules and operation interval range；Fig. 3 is the TG/DTG collection of illustrative plates of microcapsules, is said
Understand the thermal stability of microcapsules；Fig. 4 is the DSC heat absorption collection of illustrative plates of the final product containing 30% microcapsules, illustrates final product
Heat storage capacity and operation interval temperature；Fig. 5 is the photo of final product.Fig. 6 is that the final product of 99g gathers materials instead of part,
The marshal piece prepared.
Embodiment 2：It is same as Example 1, but step（1）In melamine quantitative change for 3.0 g, the quantitative change of urea
For 3.2 g, formalin（37%）Quantitative change be 15.0 g.
Embodiment 3：It is same as Example 1, but step（1）In triethanolamine be changed to ammonium hydroxide, pH value is adjusted to 9.5.
Embodiment 4：It is same as Example 1, but step（1）In rotating speed become 500 r/min, prepolymerization time is changed to
45 min。
Embodiment 5：It is same as Example 1, but step（2）In n-tetradecane and the quality of tetradecyl alchohol become 18 respectively
G and 6 g, neopelex become OP-10, and quality becomes 1.1 g.
Embodiment 6：It is same as Example 1, but step（3）In reaction temperature become 60 DEG C, mixing speed becomes
600 r/min, the additive amount of resorcinol become 1.1 g, and the additive amount of ammonium chloride becomes 1.1 g, and formic acid becomes hydrochloric acid, pH
Value becomes 4.5.
Embodiment 7：It is same as Example 1, but step（4）Middle reaction temperature becomes 80 DEG C, and the reaction time becomes 4 h.
Embodiment 8：It is same as Example 1, but step（5）Epoxy resin becomes F-44, the additive amount of intermediate product 1
Become 4 g, metal aluminium oxide becomes metal iron oxide, and additive amount becomes 0.5 g.
The above embodiments merely illustrate the technical concept and features of the present invention, and its object is to allow person skilled in the art
It is that can understand present disclosure and implement according to this, it is not intended to limit the scope of the present invention.It is all according to the present invention
The equivalent transformation or modification that Spirit Essence is done, should be covered by the protection scope of the present invention.
Claims (3)
1. a kind of preparation method of the low temperature thermoregulation agent based on the tetradecane/tetradecyl alchohol/cyanurotriamide modified urea resin, feature
It is to be as follows：
A certain amount of melamine, urea and formaldehyde are weighed, wherein, the molar fraction ratio of urea and melamine is：Urea (x/
Mol)/melamine (y/mol)=1~3, formaldehyde addition mole is (2.5~3.0) x+ (1.5~2.0) y, utilizes three ethyl alcohol
Amine adjusts pH value to 9~10, under 500~1000 r/min stir speed (S.S.)s, the prepolymerization 0.1~1.5 in 60~80 DEG C of oil baths
h；
Weigh gross mass for melamine in step (1), urea, formaldehyde gross mass 100%~170% n-tetradecane and 14
Alcohol, the former with the latter molar ratio is 5.5~9.0, and weighs 3%~5% emulsifier of n-tetradecane/tetradecyl alchohol gross mass, will
Three is added in aqueous solution, and is uniformly mixed；
Work as step（1）After the completion of prepolymerization, prepolymer is taken out, by step（2）The solution of middle preparation pours into three-necked flask
In, add in step（1）In middle oil bath pan, at the same be separately added into 3%~5% n-tetradecane/tetradecyl alchohol gross mass resorcinol and
Ammonium chloride, regulation system pH value to 3.5~4.5；Later, it is slowly added dropwise into three-necked flask（1）In prepolymer obtained, maintain
Reaction 2~4 hours；After the completion of reaction, microcapsules are made in suction filtration, organic solvent washing, drying；
It is 1 to weigh mass ratio:1~1:10 microcapsules and novolac epoxy resin F-51（Containing curing agent）, while it is total to weigh the two
The metal powder of quality 3%~5%, after three is uniformly mixed, after being cut to required size, in room temperature
Cure 24~48 h under state, obtain final product.
It is 2. according to claim 1 a kind of based on the tetradecane/tetradecyl alchohol/cyanurotriamide modified urea resin/high-temperature resistant epoxy
Low temperature thermoregulation agent of oxygen resin and preparation method thereof, it is characterised in that step（2）Described in emulsifier using OP-10,12
Sodium alkyl benzene sulfonate or Tween-80 are any, step（3）Described in organic solvent using ethyl alcohol or acetone it is any, step
（4）In novolac epoxy resin be any novolac epoxy resin in F-51/F-44/F-53, metal powder is aluminium oxide, oxidation
It is any in iron or zinc oxide.
It is 3. a kind of such as claim（1）Microcapsules that the preparation method obtains and based on the microcapsules/fire resistant epoxy tree
Low temperature thermoregulation agent prepared by fat.
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| CN112645637A (en) * | 2020-12-23 | 2021-04-13 | 四川省公路规划勘察设计研究院有限公司 | Self-speed-adjusting low-freezing-point material and preparation method thereof |
| CN113480238A (en) * | 2021-07-20 | 2021-10-08 | 太原市荣泰筑路材料有限公司 | Anti-freezing asphalt mixture and preparation method thereof |
| CN115287047A (en) * | 2022-08-30 | 2022-11-04 | 长安大学 | Phase-change microcapsule for pavement temperature control, high-temperature phase-change thermoregulation asphalt and preparation method thereof |
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| CN113480238A (en) * | 2021-07-20 | 2021-10-08 | 太原市荣泰筑路材料有限公司 | Anti-freezing asphalt mixture and preparation method thereof |
| CN115287047A (en) * | 2022-08-30 | 2022-11-04 | 长安大学 | Phase-change microcapsule for pavement temperature control, high-temperature phase-change thermoregulation asphalt and preparation method thereof |
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