CN104479107B - Elastic epoxy resin pavement material prepared from cardanolpolycyclic carbonate and preparation method of elastic epoxy resin pavement material - Google Patents
Elastic epoxy resin pavement material prepared from cardanolpolycyclic carbonate and preparation method of elastic epoxy resin pavement material Download PDFInfo
- Publication number
- CN104479107B CN104479107B CN201410817332.9A CN201410817332A CN104479107B CN 104479107 B CN104479107 B CN 104479107B CN 201410817332 A CN201410817332 A CN 201410817332A CN 104479107 B CN104479107 B CN 104479107B
- Authority
- CN
- China
- Prior art keywords
- epoxy resin
- anacardol
- membered ring
- elastic epoxy
- carbonate
- 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.)
- Active
Links
Abstract
The invention provides an elastic epoxy resin pavement material prepared from cardanolpolycyclic carbonate and a preparation method of the elastic epoxy resin pavement material. Apreparation method of the cardanolpolycyclic carbonate comprises the following steps: cardanolglycidyl ether is oxidized with existence of m-chloroperoxybenzoic acid to generateepoxidizedcardanolglycidyl ether; and epoxidizedcardanolglycidyl ether and carbon dioxide react under catalysis of quaternary ammonium salt to generate cardanolpolycyclic carbonate. Further, 30-70 parts of cardanolpolycyclic carbonate, 30-60 parts of epoxy resin and 19-40 parts of anamine curing agent are stirred and mixed uniformly, bubbles are removed, and the mixture is cured for 24-168 h at the temperature of 25-80 DEG C to obtain the elastic epoxy resin pavement material. The tensile elongation at break of the elastic epoxy resin pavement material can reach 90%, the strength can reach 20 MPa simultaneously, and the elastic epoxy resin pavement material is a polymer pavement paving resin and curing agent system with high strength, high toughness and ultra-thin paving capacity.
Description
Technical field
The present invention relates to a kind of preparation method of elastic epoxy resin ground surface material, the many yuan of rings of more particularly, to a kind of anacardol
The preparation method of carbonate-modified epoxy resin pavement material.
Background technology
In recent years, highway communication particularly high-grade highway and bridge construction flourish, the development road pavement of highway
Put forward higher requirement using quality and function.The applicability of ground surface material, quality, composition design and construction technology etc. are right
The serviceability on road surface plays conclusive effect.According to road surface can be divided into using the difference of ground surface material：Soil, Shi Lu
Face, bituminous paving and cement pavement.Soil-stone soil-stone is the Expressway Pavement Material of most original.The resource that China produces cement is rich
Richness, cement concrete pavement has the advantages that bearing capacity is big, maintenance costs is few again, life-span length, driving fuel-economizing, therefore cement concrete
Road surface becomes one of main road surface types of China.But cement concrete pavement rigidity is too greatly it is impossible to be applied to the paving of Steel Bridge Deck
Dress, difficult after destroying repairing of bearing a heavy burden.Bituminous paving through long-term development, constantly expanded by its species, making technique, serviceability
And improvement, it has also become the main pavement structure in world's high-grade highway at present.The reason bituminous paving can occupy leading position
It is that this kind of road surface has lot of advantages, such as:Surfacing, driving is comfortable, and noise is little, has damping well, and Bituminous concrete surface mixes
Close material reproducible utilization etc..Although bituminous paving have the advantages that above-mentioned, but if material composition, construction technology improper, and
Acted on by various factors, bituminous pavement top arises that the bad phenomenon such as hot mastication, cold cracking, poor durability.
Because asphalt material defect inherently still exists, that is, oxidizable and ultraviolet degraded, resistance to water, antiskid
Property and poor durability, high temperature anti-rut behavior and low temperature elasticity cracking resistance are always the problem being mutually difficult to balance, cause big
Across footpath bridge build up after soon, bridge deck pavement enters safeguards repairing period.With increasing sharply of the volume of traffic and heavy goods vehicles,
Particularly overloading is serious in recent years, makes the destruction situation of deck paving increasingly severe, has bridges quite a lot to be open to traffic
Afterwards soon, deck paving just different degrees of occurring in that crack, gather around bag, rut, the disease such as crush, come off.Therefore, deck paving
Become a key technology of restriction big-span steel bridge construction and development.Bridge floor paving for the big Large Span Bridges of the volume of traffic
Dress, safeguards more difficult, once destroying, being necessary for being keeped in repair, leading to traffic jam, thus resulting in economic benefit difficult to the appraisal
Loss with social benefit.
In international traffic industry, polymeric material has successfully been widely used in road surface and deck paving.Have much excellent
Property, feature the most prominent is：Superthin layer can be carried out mat formation, gross thickness only 0.6-2cm, easy construction, good weatherability, make
Use life-span length.For the asphalt that pavement thickness must reach more than 8cm, polymer thin pave-load layer can mitigate
The deadweight of pave-load layer 70%, has special significance for the very high built old bridges that bear a heavy burden for some itself so that bridge
Beam more more stable and stronger, is adapted to the of ac growing with each passing day, thus extending the service life of bed rearrangement bridge.Particularly, may be used
With normal temperature pavement construction, it is to avoid conventional pitch class material at high temperature paving process produces the infringement of thermal stress for steel bridge construction.No
Need special construction equipment, workman's technical merit is required than relatively low.Research has shown that, the impact resistance of polymeric material and resistance to
Abrasivity highest, is approximately 5～20 times of steel iron type materials and cement concrete material.Polymer is to pass through to gather by small molecule monomer
Close reaction, form chemical bond and connect into three-dimensional crosslinked network structure.The proprietary design being synthesized by polymeric, by institute
The advantage of the composition respective modified monomer of polymer, can form the novel pavement pavement material of excellent properties.
Epoxide resin material due to having rigid height, the feature that heat-resist, shrinkage factor is low and adhesive property is excellent, additional
Upper yield is high, cheap, makes epoxide resin material become the thermoset copolymer material being best suited for road surface and deck paving
One of.However, the texture material after traditional pure epoxy resin solidification is crisp, toughness and poor flexibility, always synthesizing polymeric material
A difficult problem for subject, is also the focus that domestic and international polymeric material scholar researches and develops for many years.
Anacardol unit cyclic carbonate ester has had patent to be related at present.Chinese patent (CN103265523A) discloses one kind
Anacardol cyclic carbonate ester and its quaternary ammonium salt derivative and preparation method, the method is with cardanol glycidyl ether and CO2In quaternary ammonium
Anacardol one membered ring carbonate is synthesized under salt catalyst effect, and is prepared containing carbamate groups for raw material with it
Anacardol quaternary ammonium salt derivative.This anacardol one membered ring carbonate can only occur addition reaction it is impossible to carry out with an amino
Cross-linking reaction.
Content of the invention
In order to solve the problems, such as that prior art anacardol one membered ring carbonate cannot be carried out cross-linking reaction, the invention discloses
Elastic epoxy resin ground surface material of a kind of anacardol many membered ring carbonate preparation and preparation method thereof, by polynary for anacardol ring carbon
Acid esters introduces epoxy-resin systems, develops a kind of tension fracture elongation rate and can reach 90%, intensity can reach 20MPa's simultaneously
Polymer paving resin and curative systems.
Technical scheme:A kind of elastic epoxy resin ground surface material of anacardol many membered ring carbonate preparation, raw material composition is pressed
Mass parts are calculated as：
30～70 parts of the many membered ring carbonate of anacardol；
30～60 parts of epoxy resin；
19～40 parts of amine curing agent；
Wherein, the many membered ring carbonate of described anacardol are cardanol glycidyl ether depositing in m-chloro-benzoic acid peroxide
Generate epoxidation cardanol glycidyl ether in lower oxidation, then, epoxidation cardanol glycidyl ether and carbon dioxide are in season
Under the catalysis of ammonium salt, reaction obtains the many membered ring carbonate of anacardol.Above-mentioned epoxy resin can be bisphenol A epoxide resin, alicyclic
Epoxy resin a kind of or several mixture therein.
Described epoxy resin is one of bisphenol A epoxide resin, cycloaliphatic epoxy resin or several mixing
Thing.
Described amine curing agent is one of fatty amine, polyetheramine, aliphatic cyclic amine or several mixtures.
Described quaternary ammonium salt is any one in TBAB, benzyltriethylammoinium chloride or tetrabutylammonium chloride.
The preparation method of the elastic epoxy resin ground surface material of described anacardol many membered ring carbonate preparation, by anacardol
Many membered ring carbonate, epoxy resin and amine curing agent are uniformly mixed, and remove bubble, 25-80 DEG C of solidification 24-168 hour
After obtain elastic epoxy resin ground surface material.
Beneficial effect：
1. after anacardol is prepared into cardanol glycidyl ether by the present invention, then with peroxide by anacardol alkyl chain
Double bond in section is oxidized to epoxy radicals, is then prepared into the many membered ring carbonate of anacardol, introduces epoxy-resin systems, thus improving
The pliability of system solidfied material, reaches the performance requirement of deck paving resin.With prior art anacardol one membered ring carbonate phase
Than, many membered ring carbonate of anacardol, there is advantage that can be crosslinked, can with polynary amine curing agent formed linear or three-dimensional
Reticular polymeric materials, can give epoxy-resin systems high intensity and high tenacity.
2. compared with the paving material being formed with prior art, this elastic epoxy resin road surface material that the present invention is given
Material, has higher modulus, intensity, fracture elongation and corrosion resistance, pliability is good, can ultra-thin mat formation, if be applied to
Road surface particularly Steel Bridge Deck, can mitigate layer weight of mating formation significantly, thus can save bridge construction cost and cost of mating formation.
Brief description
Fig. 1 is the infrared spectrum of the many membered ring carbonate of anacardol.
Specific embodiment
Following examples further illustrate present disclosure, but should not be construed as limitation of the present invention.Without departing substantially from
In the case of present invention spirit and essence, the modification that the inventive method, step or condition are made and replacement, belong to this
Bright scope.
If not specializing, the conventional meanses that in embodiment, technological means used is well known to those skilled in the art.
Used reagent in specific embodiment：Epoxy resin 128 (South Asia resin processing plant), cardanol glycidyl ether
(according to document " study on the synthesis of n-octyl glycidyl ether, Jilin Institute of Chemical Technology journal, 20 (4), 2003,7-8. " preparation),
M-chloro-benzoic acid peroxide (Aladdin reagent), carbon dioxide (55 institute), benzyltriethylammoinium chloride (I
Fourth reagent).
Below it is mass parts.
Embodiment 1
1mol cardanol glycidyl ether is aoxidized in the presence of 1mol m-chloro-benzoic acid peroxide generation epoxidation waist
Fruit phenol glycidol ether.Epoxidation cardanol glycidyl ether and carbon dioxide under the catalysis of TBAB, reactor
In 120 DEG C of reactions obtain within 2 hours the many membered ring carbonate of anacardol.Because the most composition of anacardol all carries at least one pair
The side chain of key, the molecular formula of the many membered ring carbonate of this anacardol can be expressed as：
By 70 parts of above-mentioned anacardol cyclic carbonate ester, 30 parts of epoxy resin, 32 parts of IPD, it is uniformly mixed,
Removing bubble, 25 DEG C solidification 168 hours after obtain elastic epoxy resin ground surface material.
Embodiment 2
1mol cardanol glycidyl ether is aoxidized in the presence of 1mol m-chloro-benzoic acid peroxide generation epoxidation waist
Fruit phenol glycidol ether.Epoxidation cardanol glycidyl ether and carbon dioxide are under the catalysis of tetrabutylammonium chloride in reactor
In 120 DEG C of reactions obtain within 2 hours the many membered ring carbonate of anacardol.
By 40 parts of above-mentioned anacardol cyclic carbonate ester, 60 parts of epoxy resin, 19 parts of hexamethylene diamine, it is uniformly mixed, removes gas
Bubble, 80 DEG C solidification 24 hours after obtain elastic epoxy resin ground surface material.
Embodiment 3
1mol cardanol glycidyl ether is aoxidized in the presence of 1mol m-chloro-benzoic acid peroxide generation epoxidation waist
Fruit phenol glycidol ether.Epoxidation cardanol glycidyl ether and carbon dioxide are under the catalysis of benzyltriethylammoinium chloride anti-
120 DEG C of reactions in kettle are answered to obtain within 2 hours the many membered ring carbonate of anacardol.
By 50 parts of above-mentioned anacardol cyclic carbonate ester, 50 parts of epoxy resin, 40 parts of polyetheramine (D230), it is uniformly mixed,
Removing bubble, 60 DEG C solidification 72 hours after obtain elastic epoxy resin ground surface material.
Embodiment 4
1mol cardanol glycidyl ether is aoxidized in the presence of 1mol m-chloro-benzoic acid peroxide generation epoxidation waist
Fruit phenol glycidol ether.Epoxidation cardanol glycidyl ether and carbon dioxide are under the catalysis of benzyltriethylammoinium chloride anti-
120 DEG C of reactions in kettle are answered to obtain within 2 hours the many membered ring carbonate of anacardol.
By 50 parts of above-mentioned anacardol cyclic carbonate ester, 50 parts of epoxy resin, 20 parts of hexamethylene diamine, 20 parts of polyetheramine (D230), stir
Mix and mix, remove bubble, 40 DEG C solidification 120 hours after obtain elastic epoxy resin ground surface material.
Embodiment 5
By the elastic epoxy resin obtaining in embodiment 1-4 ground surface material, carry out stretching according to GB/T 2567-2008 strong
The test of degree, stretch modulus, elongation at break and compression strength, carries out the test of impact strength according to GB/T 2567-2008,
Just drawn the test of bonding according to GB/T 6329-1996, carried out the survey of steel-steel shear strength according to GB/T 7124-2008
Examination, carries out the test of shore hardness according to GB/T 22374-2008.Test result is as shown in table 1 below：
The mechanical experimental results of the elastic epoxy resin ground surface material obtained by table 1 embodiment 1-4
.
Claims (4)
1. a kind of elastic epoxy resin ground surface material of anacardol many membered ring carbonate preparation is it is characterised in that raw material composition is pressed
Mass parts are calculated as：
30～70 parts of the many membered ring carbonate of anacardol；
30～60 parts of epoxy resin；
19～40 parts of amine curing agent；
Wherein, the many membered ring carbonate of described anacardol are in 1mol m-chloro benzoyl peroxide first by 1mol cardanol glycidyl ether
In the presence of acid, oxidation generates epoxidation cardanol glycidyl ether；Epoxidation cardanol glycidyl ether and carbon dioxide are four
Under the catalysis of butylammonium bromide, 120 DEG C of reactions in reactor obtain the many membered ring carbonate of anacardol for 2 hours；Molecular formula is expressed as：
2. the elastic epoxy resin ground surface material of anacardol as claimed in claim 1 many membered ring carbonate preparation, its feature exists
In described epoxy resin is one of bisphenol A epoxide resin, cycloaliphatic epoxy resin or several mixtures.
3. the elastic epoxy resin ground surface material of anacardol as claimed in claim 1 many membered ring carbonate preparation, its feature exists
In described amine curing agent is one of fatty amine, aliphatic cyclic amine or several mixtures.
4. the system of the elastic epoxy resin ground surface material of the arbitrary described anacardol of claims 1 to 3 many membered ring carbonate preparation
Preparation Method, it is characterised in that being uniformly mixed many for anacardol membered ring carbonate, epoxy resin and amine curing agent, removes
Bubble, obtains elastic epoxy resin ground surface material after 25-80 DEG C of solidification 24-168 hour.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410817332.9A CN104479107B (en) | 2014-12-24 | 2014-12-24 | Elastic epoxy resin pavement material prepared from cardanolpolycyclic carbonate and preparation method of elastic epoxy resin pavement material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410817332.9A CN104479107B (en) | 2014-12-24 | 2014-12-24 | Elastic epoxy resin pavement material prepared from cardanolpolycyclic carbonate and preparation method of elastic epoxy resin pavement material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104479107A CN104479107A (en) | 2015-04-01 |
| CN104479107B true CN104479107B (en) | 2017-02-22 |
Family
ID=52753723
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410817332.9A Active CN104479107B (en) | 2014-12-24 | 2014-12-24 | Elastic epoxy resin pavement material prepared from cardanolpolycyclic carbonate and preparation method of elastic epoxy resin pavement material |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104479107B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109468024A (en) * | 2018-11-21 | 2019-03-15 | 重庆市智翔铺道技术工程有限公司 | Wear-resisting pouring asphalt mixture terrace covering material and preparation method thereof |
| CN110665734A (en) * | 2019-10-14 | 2020-01-10 | 安徽豪鼎金属制品有限公司 | Method for improving surface strength of metal plate and equipment adopting method |
| CN110670870A (en) * | 2019-10-14 | 2020-01-10 | 安徽豪鼎金属制品有限公司 | Wear-resisting type anti-corrosion scaffold fastener |
| CN111005286A (en) * | 2019-11-28 | 2020-04-14 | 安徽省交通控股集团有限公司 | Whole car formula weighing equipment steel sheet mesa polymer of highway is compound to be paved structure |
| CN112940349B (en) * | 2019-12-10 | 2022-08-12 | 中蓝晨光化工研究设计院有限公司 | Combined toughening agent containing five-membered cyclic carbonate group, preparation method and application of combined toughening agent in epoxy toughening |
| CN111269459B (en) * | 2020-02-13 | 2021-04-20 | 南京工业大学 | Epoxy cardanol ether ester plasticizer and preparation method and application thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103265523B (en) * | 2013-04-25 | 2015-06-24 | 中国林业科学研究院林产化学工业研究所 | Cardanol cyclic carbonate and its quaternary ammonium salt derivatives and preparation method thereof |
-
2014
- 2014-12-24 CN CN201410817332.9A patent/CN104479107B/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN104479107A (en) | 2015-04-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104479107B (en) | Elastic epoxy resin pavement material prepared from cardanolpolycyclic carbonate and preparation method of elastic epoxy resin pavement material | |
| CN110713695B (en) | Ultrahigh-toughness epoxy resin material for hot-mix epoxy asphalt and preparation method thereof | |
| Cong et al. | The use of polyurethane for asphalt pavement engineering applications: A state-of-the-art review | |
| US20180312437A1 (en) | Polyurethane, modified asphalt and mixture material containing same and pavement structure | |
| CN102585528B (en) | High-performance epoxy bitumen mixture easy to construct and maintain and preparation method thereof | |
| CN104987735A (en) | Organosilicone modification epoxy asphalt and mixture | |
| CN105801002B (en) | A kind of processing method of polyurethane rubber concrete material and the material | |
| CN103013053A (en) | Cold mixed epoxy resin material and preparation method thereof | |
| CN104212190A (en) | Organic montmorillonite modified epoxy asphalt material and preparation method thereof | |
| CN104726048B (en) | The bisphenol A epoxide resin anchoring adhesive and preparation method of a kind of compounding toughness reinforcing of hot environment cementability by force | |
| CN103194070A (en) | Epoxy asphalt material, as well as preparation method and use method thereof | |
| CN102408675B (en) | Epoxy resin crack filling material and preparation method thereof | |
| CN103351630A (en) | Epoxy resin-modified rubber asphalt | |
| CN103834184A (en) | High-modulus asphalt and preparation method thereof | |
| Soydal et al. | Evaluation of sugar mill lime waste in biobased epoxy composites | |
| Jiang et al. | Improving toughness of epoxy asphalt binder with reactive epoxidized SBS | |
| WO2019223201A1 (en) | Biological epoxy asphalt and preparation method therefor and application thereof | |
| CN103964748A (en) | Quick patching material for expansion joint and preparation method thereof | |
| CN111500236A (en) | Ballastless track surface crack repairing material and preparation method thereof | |
| CN104987737A (en) | Polyurea modified epoxy asphalt and mixture | |
| CN103897410B (en) | Motorway and bridge composite modified asphalt | |
| Xie et al. | Influence of thermal shock on the performance of B-staged epoxy bond coat for orthotropic steel bridge pavements | |
| CN114262524A (en) | Composite modified asphalt for drainage pavement and preparation method thereof | |
| Yang et al. | Research progress of elastomer materials and application of elastomers in drilling fluid | |
| CN101831044A (en) | Method for preparing biphenyl thermotropic liquid crystal polyurethane |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |