CN104497244A - Preparation method of anacardol modified phenolic resin - Google Patents
Preparation method of anacardol modified phenolic resin Download PDFInfo
- Publication number
- CN104497244A CN104497244A CN201410763432.8A CN201410763432A CN104497244A CN 104497244 A CN104497244 A CN 104497244A CN 201410763432 A CN201410763432 A CN 201410763432A CN 104497244 A CN104497244 A CN 104497244A
- Authority
- CN
- China
- Prior art keywords
- cardanol
- preparation
- temperature
- catalyzer
- modified
- 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.)
- Pending
Links
Landscapes
- Phenolic Resins Or Amino Resins (AREA)
Abstract
The invention discloses a preparation method of anacardol modified phenolic resin, belonging to the technical field of materials. The preparation method comprises the following steps: adding formaldehyde into phenol molten in advance; stirring, dropwise adding 1/2 of a catalyst, and then raising the temperature to 60 DEG C; after the system is turbid, adding anacardol and dropwise adding the rest 1/2 of the catalyst; after the catalyst is completely dropwise added, raising the temperature to 65 DEG C, insulating to react for 1 hour, and then raising the temperature to 70 DEG C, carrying out reaction under preserved temperature for 1.5 hour, and stopping heating; and distilling at a reduced pressure, further adding a solvent when the temperature is cooled to 50 DEG C, and adjusting the solid content to 15-75% to obtain the anacardol modified phenolic resin. According to the method, phenolic resin is modified by anacardol, so that the toughness of the phenolic resin is increased and the high-temperature hot shortness thereof is reduced. Moreover, the method is simple to operate, environment-friendly and low in production cost.
Description
Technical field
The invention belongs to material science, relate to the preparation technology that a kind of friction materials sticks with glue agent, especially a kind of preparation method of Cardanol Modified PF Resin.
Background technology
Resol main raw material is phenol and formaldehyde, wherein phenol price rises steadily along with the worsening shortages of petroleum resources, the harm that free phenol simultaneously in product causes environment and human body is also day by day serious, in addition,, there is the shortcoming that high-temperature hot fragility is large in the resol only prepared by phenol and formaldehyde.Therefore, modification is carried out to traditional resol, improve its thermotolerance, and searching can replace the biomass material of phenol for widening the application of resol further and having huge meaning to environment protection.
Summary of the invention
For the resol prepared by phenol and formaldehyde, there is the shortcoming that high-temperature hot fragility is large, the object of the present invention is to provide a kind of preparation method of Cardanol Modified PF Resin, described method carries out modification by cardanol to resol, add the toughness of resol, reduce its high-temperature hot fragility.And method is simple to operate, environmental friendliness, production cost is low.
Object of the present invention is realized by following technical scheme:
A preparation method for Cardanol Modified PF Resin, described method steps is as follows:
By the phenol melted in advance, load with in the reaction vessel stirred, then add formaldehyde; Drip the catalyzer of 1/2 amount after stirring, be then warming up to 60 DEG C, become after muddiness until system, add cardanol, and drip the catalyzer of residue 1/2 amount, after catalyzer dropwises, be warming up to 65 DEG C, insulation reaction 1h, is then warming up to 70 DEG C of reaction 1.5h, stops heating; By reacted suspension liquid in Rotary Evaporators, carry out underpressure distillation, until when evaporated condensation water flows in receiving flask, stop underpressure distillation; Treat that temperature is cooled to 50 DEG C, then add solvent, regulate solid content to be 15% ~ 75%, namely obtain described Cardanol Modified PF Resin.
Wherein, the mol ratio of described formaldehyde and aldehydes matter is 1.2:1, and described aldehydes matter is phenol and cardanol, and the mol ratio of phenol and cardanol is 1:9 ~ 9:1; Every 1.2mol formaldehyde need add catalyzer 30g.
Described stirring is specially stirs 1h at 50 DEG C.
Described catalyzer is ammoniacal liquor.
Described solvent is ethanol.
Described underpressure distillation is carried out under the condition of 70 DEG C.
Beneficial effect
The preparation method of Cardanol Modified PF Resin of the present invention, by introducing the three components-cardanol, carries out modification to resol, makes to have longer alkyl in resol, thus add the toughness of resol, reduce its high-temperature hot fragility.TG and DSC test all shows that Cardanol Modified PF Resin shows good thermostability in temperature lower than when 400 DEG C, is suitable as the tackiness agent of high temperature friction brake material.The cardanol used in the present invention is the byproduct refined from the shell of tropical plants cashew nut tree fruit, is a kind of renewable resources of natural environmental-protective, and it is abundance, unique properties and cheap not only.The utilization of cardanol not only reduces environmental pollution, and greatly reduces the production cost of resol, improves the performance of resol.
Embodiment
Below in conjunction with specific embodiment in detail the present invention is described in detail, but is not limited thereto.
Embodiment 1
By the phenol 0.1mol melted in advance, load in the four-hole bottle with strong stirring, then add formaldehyde 1.2mol.Open electric mixer, 1h is stirred at 50 DEG C, and start the ammoniacal liquor 15g dripping half amount with constant pressure funnel, be then warming up to 60 DEG C, become after muddiness until system, disposablely add cardanol 0.9mol, and drip remaining ammoniacal liquor 15g, after ammoniacal liquor dropwises, be warming up to 65 DEG C, insulation reaction 1h, then be warming up to 70 DEG C of reaction 1.5h, stop heating; By product in Rotary Evaporators, temperature is carry out underpressure distillation under the condition of 70 DEG C, until when evaporated condensation water flows in receiving flask, stops underpressure distillation; Treat that temperature is cooled to 50 DEG C, then add the alcohol solvent 1807g of metering, being adjusted to solid content is 15%, obtained Cardanol Modified PF Resin.
Embodiment 2
By the phenol 0.5mol melted in advance, load in the four-hole bottle with strong stirring, then add formaldehyde 1.2mol.Open electric mixer, 1h is stirred at 50 DEG C, and start the ammoniacal liquor 15g dripping half amount with constant pressure funnel, be then warming up to 60 DEG C, become after muddiness until system, disposablely add cardanol 0.5mol, and drip remaining ammoniacal liquor 15g, after ammoniacal liquor dropwises, be warming up to 65 DEG C, insulation reaction 1h, then be warming up to 70 DEG C of reaction 1.5h, stop heating; By product in Rotary Evaporators, temperature is carry out underpressure distillation under the condition of 80 DEG C, until when evaporated condensation water flows in receiving flask, stops underpressure distillation; Treat that temperature is cooled to 50 DEG C, then add the alcohol solvent 126g of metering, being adjusted to solid content is 65%, obtained Cardanol Modified PF Resin.
Embodiment 3
0.9mol after being weighed by the phenol melted in advance, loads in the four-hole bottle with strong stirring, then adds formaldehyde 1.2mol.Open electric mixer, 1h is stirred at 50 DEG C, and start the ammoniacal liquor 15g dripping half amount with constant pressure funnel, be then warming up to 60 DEG C, become after muddiness until system, disposablely add 0.1mol cardanol, and drip remaining ammoniacal liquor 15g, after ammoniacal liquor dropwises, be warming up to 65 DEG C, insulation reaction 1h, then be warming up to 70 DEG C of reaction 1.5h, stop heating; By product in Rotary Evaporators, temperature is carry out underpressure distillation under the condition of 70 DEG C, until when evaporated condensation water flows in receiving flask, stops underpressure distillation; Treat that temperature is cooled to 90 DEG C, then add the alcohol solvent 50g of metering, being adjusted to suitable solid content is 75%, the Cardanol Modified PF Resin of system.
The Cardanol Modified PF Resin obtained to embodiment 1 ~ 3 carries out infrared, TG (thermogravimetric analysis) and DSC (differential scanning amount thermal analyses) test, and result is as follows:
Infrared test result shows that the infrared spectra of Cardanol Modified PF Resin is at 2950cm
-1the intensity of the strength ratio tradition resol at the C-H stretching vibration spectrum peak of place's methylene radical wants large many, this alkyl branches position having 15 ~ 17 carbon atom long between phenyl ring due to cardanol, thus the stretching vibration spectral strength of C-H and area are increased, infrared spectra illustrates and adopts above-mentioned synthesis technique cashew nut oil, phenol and formaldehyde three to react, and products therefrom is Cardanol Modified PF Resin.
TG and DSC test all shows that Cardanol Modified PF Resin shows good thermostability in temperature lower than when 400 DEG C, is suitable as the tackiness agent of high temperature friction brake material.
The present invention includes but be not limited to above embodiment, every any equivalent replacement of carrying out under the principle of spirit of the present invention or local improvement, all will be considered as within protection scope of the present invention.
Claims (5)
1. a preparation method for Cardanol Modified PF Resin, is characterized in that, described method steps is as follows:
By the phenol melted in advance, load with in the reaction vessel stirred, then add formaldehyde; Drip the catalyzer of 1/2 amount after stirring, be then warming up to 60 DEG C, become after muddiness until system, add cardanol, and drip the catalyzer of residue 1/2 amount, after catalyzer dropwises, be warming up to 65 DEG C, insulation reaction 1h, is then warming up to 70 DEG C of reaction 1.5h, stops heating; By reacted suspension liquid in Rotary Evaporators, carry out underpressure distillation, until when evaporated condensation water flows in receiving flask, stop underpressure distillation; Treat that temperature is cooled to 50 DEG C, then add solvent, regulate solid content to be 15% ~ 75%, namely obtain described Cardanol Modified PF Resin.
Wherein, the mol ratio of described formaldehyde and aldehydes matter is 1.2:1, and described aldehydes matter is phenol and cardanol, and the mol ratio of phenol and cardanol is 1:9 ~ 9:1; Every 1.2mol formaldehyde need add catalyzer 30g.
2. the preparation method of a kind of Cardanol Modified PF Resin according to claim 1, is characterized in that, described stirring is specially stirs 1h at 50 DEG C.
3. the preparation method of a kind of Cardanol Modified PF Resin according to claim 1, is characterized in that, described underpressure distillation is carried out under the condition of 70 DEG C.
4. the preparation method of a kind of Cardanol Modified PF Resin according to claim 1, is characterized in that, described solvent is ethanol.
5. the preparation method of a kind of Cardanol Modified PF Resin according to claim 1, is characterized in that, described catalyzer is ammoniacal liquor.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410763432.8A CN104497244A (en) | 2014-12-11 | 2014-12-11 | Preparation method of anacardol modified phenolic resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410763432.8A CN104497244A (en) | 2014-12-11 | 2014-12-11 | Preparation method of anacardol modified phenolic resin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104497244A true CN104497244A (en) | 2015-04-08 |
Family
ID=52938709
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410763432.8A Pending CN104497244A (en) | 2014-12-11 | 2014-12-11 | Preparation method of anacardol modified phenolic resin |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104497244A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105001387A (en) * | 2015-07-13 | 2015-10-28 | 贵阳学院 | Composite modified phenolic resin preparation method |
| CN107177335A (en) * | 2017-04-29 | 2017-09-19 | 成都博美实润科技有限公司 | A kind of timber modified phenolic resin adhesive and preparation method thereof |
| CN107474205A (en) * | 2017-09-04 | 2017-12-15 | 夏青 | A kind of preparation method of timber oxidation Cardanol Modified PF Resin adhesive |
| CN110105515A (en) * | 2019-04-28 | 2019-08-09 | 闽江学院 | Modified urushiol phenolic resin and preparation method thereof, application |
| CN110229296A (en) * | 2019-07-03 | 2019-09-13 | 福建师范大学 | A kind of cardanol-aldehyde resin microballoon and its St*ber preparation method |
| CN110669189A (en) * | 2019-09-20 | 2020-01-10 | 广东省铸力铸材科技有限公司 | Phenolic resin and preparation method thereof |
| CN114181446A (en) * | 2022-01-12 | 2022-03-15 | 北京新世纪京喜防水材料有限责任公司 | Polymer waterproof sheet, preparation method thereof and polymer waterproof coiled material |
| CN117362560A (en) * | 2023-12-04 | 2024-01-09 | 山东永创材料科技有限公司 | Modified phenolic resin and preparation method thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102408672A (en) * | 2011-08-05 | 2012-04-11 | 江苏星源航天材料股份有限公司 | Production method for cardanol modified phenolic resin |
| CN102555383A (en) * | 2012-02-09 | 2012-07-11 | 江阴市明康绝缘玻纤有限公司 | Method for preparing cardanol modified phenolic paper-based copper clad plate |
| CN103122054A (en) * | 2013-02-19 | 2013-05-29 | 中国西电集团公司 | Method for modifying phenolic resin by using cardanol |
| CN103772632A (en) * | 2014-01-23 | 2014-05-07 | 抚顺唯特化工有限公司 | Synthesis method of thermosetting cardanol resin |
-
2014
- 2014-12-11 CN CN201410763432.8A patent/CN104497244A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102408672A (en) * | 2011-08-05 | 2012-04-11 | 江苏星源航天材料股份有限公司 | Production method for cardanol modified phenolic resin |
| CN102555383A (en) * | 2012-02-09 | 2012-07-11 | 江阴市明康绝缘玻纤有限公司 | Method for preparing cardanol modified phenolic paper-based copper clad plate |
| CN103122054A (en) * | 2013-02-19 | 2013-05-29 | 中国西电集团公司 | Method for modifying phenolic resin by using cardanol |
| CN103772632A (en) * | 2014-01-23 | 2014-05-07 | 抚顺唯特化工有限公司 | Synthesis method of thermosetting cardanol resin |
Non-Patent Citations (2)
| Title |
|---|
| 刘渊等: "改性酚醛树脂基层压式摩擦制动材料制备与表征", 《非金属矿》 * |
| 刘渊等: "腰果壳酚改性酚醛树脂的制备与表征", 《塑料》 * |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105001387A (en) * | 2015-07-13 | 2015-10-28 | 贵阳学院 | Composite modified phenolic resin preparation method |
| CN107177335A (en) * | 2017-04-29 | 2017-09-19 | 成都博美实润科技有限公司 | A kind of timber modified phenolic resin adhesive and preparation method thereof |
| CN107474205A (en) * | 2017-09-04 | 2017-12-15 | 夏青 | A kind of preparation method of timber oxidation Cardanol Modified PF Resin adhesive |
| CN110105515A (en) * | 2019-04-28 | 2019-08-09 | 闽江学院 | Modified urushiol phenolic resin and preparation method thereof, application |
| CN110229296A (en) * | 2019-07-03 | 2019-09-13 | 福建师范大学 | A kind of cardanol-aldehyde resin microballoon and its St*ber preparation method |
| CN110669189A (en) * | 2019-09-20 | 2020-01-10 | 广东省铸力铸材科技有限公司 | Phenolic resin and preparation method thereof |
| CN110669189B (en) * | 2019-09-20 | 2022-03-25 | 广东省铸力铸材科技有限公司 | Phenolic resin and preparation method thereof |
| CN114181446A (en) * | 2022-01-12 | 2022-03-15 | 北京新世纪京喜防水材料有限责任公司 | Polymer waterproof sheet, preparation method thereof and polymer waterproof coiled material |
| CN114181446B (en) * | 2022-01-12 | 2023-03-31 | 北京新世纪京喜防水材料有限责任公司 | Polymer waterproof sheet, preparation method thereof and polymer waterproof coiled material |
| CN117362560A (en) * | 2023-12-04 | 2024-01-09 | 山东永创材料科技有限公司 | Modified phenolic resin and preparation method thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN104497244A (en) | Preparation method of anacardol modified phenolic resin | |
| CN102173980B (en) | Method for preparing phenolic chemicals through thermo-chemical conversion of industrial lignin | |
| CN100528926C (en) | Enzymatic hydrolysis lignin epoxy resin material formula and its preparation method | |
| CN101891933B (en) | Method for preparing friction-resistant composite material by modifying solvent type lignin | |
| CN103102478A (en) | Cashew nut shell oil alkyd resin and preparation method thereof | |
| CN103772632B (en) | The synthetic method of thermosetting cashew pnenolic aldehyde resin | |
| CN107128914A (en) | The preparation method of petroleum coke pilum shaped activated carbon | |
| CN103183798B (en) | Method for producing phenolic resin, resin material, and method for producing resin molded material | |
| CN102838716A (en) | Preparation method of boron modified phenolic resin for carbon/carbon composite material | |
| CN103468182B (en) | Preparation method of boron modified phenolic resin adhesive | |
| CN102977298B (en) | Lignin and boronic acid modified phenolic resin and method for preparing same | |
| CN104312604B (en) | A kind of improve the method for creosote content in biomass molding fuel pyrolytic tar | |
| CN108948299A (en) | A kind of bisphenol A formaldehyde phenolic resin and its synthetic method | |
| CN103319671B (en) | The preparation method of phenolic resin for refractory material | |
| CN105732924A (en) | Preparation method of boron modified phenolic resins | |
| CN102633967A (en) | Preparation technology of bamboo-quality modified phenolic resin | |
| CN105001387A (en) | Composite modified phenolic resin preparation method | |
| Liu et al. | Analysis of chemical components and liquefaction process of eucalyptus globulus bark | |
| CN108395362A (en) | A method of extracting biphenyl using heat carrier heating negative pressure rectifying | |
| CN107163227B (en) | Using bark as epoxy hardener of raw material and preparation method thereof | |
| CN105461872A (en) | Light-colored cardanol resin and preparation method thereof | |
| CN106189964B (en) | A kind of preparation method of bamboo liquefied substance base flame-retarding adhesive | |
| CN103805302A (en) | Environment-friendly industrial briquette composite binder and preparation method thereof | |
| CN110105905A (en) | A kind of modified by cardanol itrile group phenolic resin adhesive and preparation method thereof | |
| CN114011461B (en) | Heterogeneous catalyst based on eutectic solvent and application thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| CB03 | Change of inventor or designer information |
Inventor after: Luo Jun Inventor after: Liu Yuan Inventor after: Li Quanwu Inventor after: Zeng Lihong Inventor after: Liu Lian Inventor before: Luo Jun Inventor before: Liu Yuan Inventor before: Cui Guangyao |
|
| CB03 | Change of inventor or designer information | ||
| TA01 | Transfer of patent application right |
Effective date of registration: 20180201 Address after: Nanming District of Guizhou city in Guiyang province 550005 see Longdong Road No. 103 Applicant after: Guiyang University Applicant after: Talfri Brakes Co., Ltd. Address before: Nanming District of Guizhou city in Guiyang province 550005 see Longdong Road No. 103 Applicant before: Guiyang University |
|
| TA01 | Transfer of patent application right | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20150408 |
|
| RJ01 | Rejection of invention patent application after publication |