CN103289035A - Preparation method of furan-modified cashew phenolic resin - Google Patents
Preparation method of furan-modified cashew phenolic resin Download PDFInfo
- Publication number
- CN103289035A CN103289035A CN2013102685653A CN201310268565A CN103289035A CN 103289035 A CN103289035 A CN 103289035A CN 2013102685653 A CN2013102685653 A CN 2013102685653A CN 201310268565 A CN201310268565 A CN 201310268565A CN 103289035 A CN103289035 A CN 103289035A
- Authority
- CN
- China
- Prior art keywords
- parts
- preparation
- cardanol
- formaldehyde
- furan
- 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
Images
Landscapes
- Phenolic Resins Or Amino Resins (AREA)
Abstract
The invention provides a preparation method of furan-modified cashew phenolic resin. The preparation method comprises the following steps of: selecting the following raw materials in parts by weight: 100-140 parts of cardanol, 32-54 parts of formaldehyde, 10-23 parts of furfuryl alcohol, 80-120 parts of dimethyl benzene and 8-10 parts of catalyst; adding the cardanol, the formaldehyde and the catalyst into a reaction kettle in proportion, reacting for 1 hour to 2 hours at 70 DEG C-80 DEG C; adding the furfuryl alcohol, and reacting for 1 hour to 2 hours at 90 DEG C-100 DEG C; adding the 80-120 parts of dimethyl benzene, heating up, separating the water by adopting an oil-water separating device until the temperature reaches 155 DEG C-160 DEG C, and performing heat preservation for 1 hour to 2 hours to obtain the furan-modified cashew phenolic resin. The preparation method of the furan-modified cashew phenolic resin has the beneficial effects of remarkably improving boiling water resistance and heat resistance of the resin, having a practical application meaning in corrosion resistance and scaling prevention of a distillation-process seawater desalting heat transfer tube as well as steam blowing resistance of a heat exchanger tube bundle of a petrifaction system, and being applicable to paint base preparation of industrial heavy-duty anticorrosive coating.
Description
Technical field
The present invention relates to the synthetic resins preparing technical field, particularly a kind of preparation method of furan modified cashew pnenolic aldehyde resin, this resin can be used for the making of industrial heavy duty system as the lacquer base.
Background technology
Cardanol is that the juicing of natural product cashew nut shell processes from strand, and belongs to renewable natural resources, and is cheap.Cardanol is the derivative of phenol, and the unsaturated alkane of long-chain is contained in the position between phenolic hydroxyl group, as the raw material of synthetic resins, can play self-plasticizing action in resin, increases the snappiness of resin, and its using value more and more causes concern.The cardanol formaldehyde resin is the basis of modified by cardanol, is used for fields such as sizing agent, friction materials, common coating more, but is used for the heavy anticorrosion organic coating of high-temperature water medium industry field as the lacquer base, and its resistance to boiling water can still can not satisfy application requiring.
Summary of the invention
At above-mentioned deficiency, the invention provides a kind of preparation method of furan modified cashew pnenolic aldehyde resin, furan nucleus is incorporated in the cardanol formaldehyde condensation polymer product, can significantly improve resin resistance to boiling water energy, and improve the resin thermotolerance.
For achieving the above object, the technical solution used in the present invention provides a kind of preparation method of furan modified cashew pnenolic aldehyde resin, and this method includes following steps:
1) material choice
Adopt cardanol, formaldehyde, furfuryl alcohol, solvent, catalyzer, each raw material ratio by weight is: cardanol: 100-140 part, formaldehyde: 32-54 part, furfuryl alcohol: 10-23 part, dimethylbenzene: 80-120 part, catalyzer: 8-10 part;
2) preparation method
In reactor, add cardanol, formaldehyde, catalyzer according to the above ratio, 70 ℃-80 ℃ reactions 1-2 hour; Add furfuryl alcohol, 90 ℃-100 ℃ reactions 1-2 hour; Heat up after adding 80-120 part dimethylbenzene again, adopt oily-water seperating equipment that moisture is deviate from, reach 155-160 ℃ until temperature, kept 1-2 hour, can obtain furan modified cashew pnenolic aldehyde resin.
Beneficial effect of the present invention:
1. significantly improve the resistance to boiling water of resin.The cardanol formaldehyde resin is through the boiling water cooking test in 2 cycles, and the coupon surface namely has vesicle to produce; And 4 embodiment of resin of the present invention are through 15 periodic tests, the coupon no any variation in surface.
2. the thermotolerance of resin is obviously improved.See that with 400 ℃ and 450 ℃ of two nodes cardanol formaldehyde resin thermal weight loss is respectively: 6.26% and 43.68%; And be respectively with the thermal weight loss rate of four embodiment of resin of the present invention: 5.34%-5.37% and 25.13%-25.17%.
Superior resistance to boiling water and the thermotolerance of resin of the present invention, the distillation sea water desalting heat-transfer pipe of protection against corrosion, good antiscale property and the anti-steaming out of petrochemical system heat exchanger tube solve to(for) the method with organic coating have the practical application meaning.
Description of drawings
Fig. 1 is the thermogravimetric curve (TGA) of cardanol formaldehyde resin and resin embodiment 1 of the present invention.
Embodiment
Reaching embodiment by reference to the accompanying drawings is illustrated the preparation method of furan modified cashew pnenolic aldehyde resin of the present invention.
Preparation method's design philosophy of furan modified cashew pnenolic aldehyde resin of the present invention is based on the heterocycle structure that the furan nucleus of furan modified cashew pnenolic aldehyde resin has conjugated double bond, stable performance own, as the structural unit of polycondensate, can effectively improve acidproof, alkaline-resisting, anti-solvent and the resistance toheat of resin.Simultaneously, the introducing of furan nucleus increases the molecular weight of polycondensate, strengthened the spacing that contains the methylol phenyl ring simultaneously, reduced methylol sterically hindered in the further polycondensation process when thermofixation, make after the resin thermofixation crosslinked more abundant, cross-linking density is bigger, impel the formation of high crosslink density network structure, improved permeability resistance and the thermotolerance of resin to boiling water.
The primary product of the cardanol of furan modified cashew pnenolic aldehyde resin and formaldehyde addition reaction is monobasic methylol or binary methylol, under the excessive situation of formaldehyde based on the binary methylol:
The present invention selects furfuryl alcohol as one of main raw material:
Contain active methylol and furan nucleus in the furfuryl alcohol molecule, furan nucleus contains conjugated double bond, has higher degree of unsaturation, therefore is rich in reactive behavior, hydrogen atom on the furan nucleus alpha position is owing to be subjected to the influence of Sauerstoffatom more active, easily and the methylol generation polycondensation of cashew pnenolic aldehyde.
Be example with binary methylol cashew pnenolic aldehyde, reaction mechanism of the present invention is:
The preparation method of furan modified cashew pnenolic aldehyde resin of the present invention includes following steps:
1) material choice
Adopt cardanol, formaldehyde, furfuryl alcohol, solvent, catalyzer, each raw material ratio by weight is: cardanol: 100-140 part, formaldehyde: 32-54 part, furfuryl alcohol: 10-23 part, dimethylbenzene: 80-120 part, catalyzer: 8-10 part;
2) preparation method
In reactor, add cardanol, formaldehyde, catalyzer according to the above ratio, 70 ℃-80 ℃ reactions 1-2 hour; Add furfuryl alcohol, 90 ℃-100 ℃ reactions 1-2 hour; Heat up after adding 80-120 part dimethylbenzene again, adopt oily-water seperating equipment that moisture is deviate from, reach 155-160 ℃ until temperature, kept 1-2 hour, can obtain furan modified cashew pnenolic aldehyde resin.
Described catalyzer is one or both mixtures of zinc oxide or ammoniacal liquor.
Described cardanol is the commercially available product of content 〉=95%; Described formaldehyde is the chemical pure of percentage concentration 37%; Described furfuryl alcohol is the commercially available product of content 〉=98%; Described catalyzer is the commercial reagent; Described dimethylbenzene is commercially available product.
Following examples are to illustrate of the present invention, rather than to limitation of the present invention.
Embodiment 1:(is in weight part)
(1) its component ratio is counted with parts by weight: cardanol: 100 parts, and formaldehyde: 32 parts, furfuryl alcohol: 10 parts, dimethylbenzene: 80 parts, catalyzer: 2 parts in zinc oxide, 6 parts of ammoniacal liquor.
(2) resins process of the present invention added cardanol, formaldehyde, catalyzer in proportion in reactor, 70 ℃-80 ℃ reactions 1-2 hour; Add furfuryl alcohol, 90 ℃-100 ℃ reactions 1-2 hour; Heat up after adding 80-120 part dimethylbenzene again, adopt oily-water seperating equipment that moisture is deviate from, reach 155-160 ℃ until temperature, kept 1-2 hour, can obtain resin of the present invention.
Embodiment 2(is in weight part):
(1) its component ratio is counted with parts by weight: cardanol: 140 parts, and formaldehyde: 54 parts, furfuryl alcohol: 23 parts, dimethylbenzene: 120 parts, catalyzer: 9 parts of ammoniacal liquor.
(2) preparation method of present embodiment is identical with the preparation method of embodiment (1).
Embodiment 3:
(1) its component ratio is counted with parts by weight: cardanol: 120 parts, and formaldehyde: 39 parts, furfuryl alcohol: 16 parts, dimethylbenzene: 100 parts, catalyzer: 8 parts in zinc oxide.
(2) preparation method of present embodiment is identical with the preparation method of embodiment (1).
Embodiment 4:
(1) its component ratio is counted with parts by weight: cardanol: 130 parts, and formaldehyde: 42 parts, furfuryl alcohol: 17 parts, dimethylbenzene: 110 parts, catalyzer: 7 parts of 3 parts of ammoniacal liquor of zinc oxide.
(2) preparation method of present embodiment is identical with the preparation method of embodiment (1).
Table 1. resin resistance to boiling water energy (with reference to GB/T1733-1993(9))
Method of sample preparation:
Coupon size: long 100mm, the carbon steel rod of diameter 10mm.
The coupon pre-treatment: hand cleaning reaches the St-3 level, with standby after the acetone wiping.
Coupon applies: adopt dip coating, per pass has been coated with 160 ℃ and had baked 2 hours, last one 180 ℃ baked the application build 2 hours: 150 μ m-250 μ m.
Table 2. resin thermal weight loss rate (GB/T13464-2008 thermoanalytical material analysis test method)
Fig. 1 is the thermogravimetric curve (TGA) of cardanol formaldehyde resin and the embodiment of the invention 1, and is close at both thermal weight losses below 350 ℃, but along with the raising gradually of temperature, the thermal weight loss rate of the embodiment of the invention obviously reduces, and shows stable on heating raising.
Claims (3)
1. the preparation method of a furan modified cashew pnenolic aldehyde resin, this method includes following steps:
1) material choice
Adopt cardanol, formaldehyde, furfuryl alcohol, solvent, catalyzer, each raw material ratio by weight is: cardanol: 100-140 part, formaldehyde: 32-54 part, furfuryl alcohol: 10-23 part, dimethylbenzene: 80-120 part, catalyzer: 8-10 part;
2) preparation method
In reactor, add cardanol, formaldehyde, catalyzer according to the above ratio, 70 ℃-80 ℃ reactions 1-2 hour; Add furfuryl alcohol, 90 ℃-100 ℃ reactions 1-2 hour; Heat up after adding 80-120 part dimethylbenzene again, adopt oily-water seperating equipment that moisture is deviate from, reach 155-160 ℃ until temperature, kept 1-2 hour, can obtain furan modified cashew pnenolic aldehyde resin.
2. according to the preparation method of the described furan modified cashew pnenolic aldehyde resin of claim 1, it is characterized in that: described catalyzer is one or both mixtures of zinc oxide or ammoniacal liquor.
3. according to the preparation method of the described furan modified cashew pnenolic aldehyde resin of claim 1, it is characterized in that:
Described cardanol is the commercially available product of content 〉=95%;
Described formaldehyde is the chemical pure of percentage concentration 37%;
Described furfuryl alcohol is the commercially available product of content 〉=98%;
Described catalyzer is the commercial reagent;
Described dimethylbenzene is commercially available product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310268565.3A CN103289035B (en) | 2013-06-28 | 2013-06-28 | Preparation method of furan-modified cashew phenolic resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310268565.3A CN103289035B (en) | 2013-06-28 | 2013-06-28 | Preparation method of furan-modified cashew phenolic resin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103289035A true CN103289035A (en) | 2013-09-11 |
| CN103289035B CN103289035B (en) | 2015-03-11 |
Family
ID=49090606
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310268565.3A Active CN103289035B (en) | 2013-06-28 | 2013-06-28 | Preparation method of furan-modified cashew phenolic resin |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103289035B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103626942A (en) * | 2013-11-18 | 2014-03-12 | 天津市中海科技实业总公司 | Method for preparing organic titanium chelate modified cardanol aldehyde resin |
| CN104140529A (en) * | 2014-07-10 | 2014-11-12 | 何少云 | Preparation method of high-viscosity silicone oil |
| CN105505103A (en) * | 2016-01-27 | 2016-04-20 | 安徽新大陆特种涂料有限责任公司 | Anticorrosive modified cashew nutshell oil resin finish paint for steel structure and preparation method thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101121191A (en) * | 2007-09-26 | 2008-02-13 | 济南圣泉集团股份有限公司 | Casting core sand synthetic resin adhesive |
-
2013
- 2013-06-28 CN CN201310268565.3A patent/CN103289035B/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101121191A (en) * | 2007-09-26 | 2008-02-13 | 济南圣泉集团股份有限公司 | Casting core sand synthetic resin adhesive |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103626942A (en) * | 2013-11-18 | 2014-03-12 | 天津市中海科技实业总公司 | Method for preparing organic titanium chelate modified cardanol aldehyde resin |
| CN103626942B (en) * | 2013-11-18 | 2016-01-20 | 天津市中海科技实业总公司 | The preparation method of Organo-Titanate Chelates modification cardanol-aldehyde resin |
| CN104140529A (en) * | 2014-07-10 | 2014-11-12 | 何少云 | Preparation method of high-viscosity silicone oil |
| CN105505103A (en) * | 2016-01-27 | 2016-04-20 | 安徽新大陆特种涂料有限责任公司 | Anticorrosive modified cashew nutshell oil resin finish paint for steel structure and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103289035B (en) | 2015-03-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP6526685B2 (en) | Method for producing wet gel and method for producing dry gel from the wet gel | |
| CN102134306A (en) | Cardanol epoxy floor curing agent and preparation method thereof | |
| CN103289035B (en) | Preparation method of furan-modified cashew phenolic resin | |
| CN103012743A (en) | Cashew novolac epoxy resin and preparation method thereof | |
| CN104774298B (en) | A kind of production technology of super Amino Group Resin Containing Low Free Formaldehyde | |
| CN101747483B (en) | Urushiol organic silicon resin and preparing method thereof | |
| CN102040737A (en) | Polyetheretherketone-modified phenol formaldehyde resin and preparation method thereof | |
| CN103910855A (en) | Vinyl ester resin and preparation method thereof | |
| Sreehari et al. | Bio epoxy coatings: an emergent green anticorrosive coating for the future | |
| Shukla et al. | Synthesis, spectral and thermal degradation kinetics of the epoxidized resole resin derived from cardanol | |
| CN104693390A (en) | Modified phenol-formaldehyde resin and applications thereof in anticorrosion coating | |
| Arasaretnam et al. | Studies on synthesis, characterization of modified phenol formaldehyde resin and metal adsorption of modified resin derived from lignin biomass | |
| Zhang et al. | Thermal stability and thermal degradation study of phenolic resin modified by cardanol | |
| CN105315820A (en) | Waterproofing acid-proofing anti-collision insulating coating | |
| CN103122203A (en) | Inner layer metal decorating paint and metal decorating method | |
| Cui et al. | A novel UV‐curable epoxy acrylate resin containing arylene ether sulfone linkages: Preparation, characterization, and properties | |
| CN106947075B (en) | A kind of poly(aryl ether ketone) CABLE MATERIALS resin and its synthetic method | |
| CN105085848A (en) | Preparation method for modified phenolic resin | |
| Shibata et al. | Preparation and properties of biocomposites composed of sorbitol‐based epoxy resin, tung oil‐pyrogallol resin, and wood flour | |
| CN103819653A (en) | Slow distillation method of removing solvent for synthesizing epoxy resin and device | |
| CN101357991A (en) | Dimer acid type polyamide resin and preparation method thereof | |
| CN103626942B (en) | The preparation method of Organo-Titanate Chelates modification cardanol-aldehyde resin | |
| CN102408531A (en) | Thermosetting phenolic resin and preparation method thereof | |
| CN105754451A (en) | Konjac fly powder based epoxy resin, preparation method thereof and coating prepared from konjac fly powder based epoxy resin | |
| CN109535359A (en) | A method of alkali resistance phenolic resin is synthesized based on control solution ph |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C53 | Correction of patent of invention or patent application | ||
| CB03 | Change of inventor or designer information |
Inventor after: Huang Xin Inventor after: Yan Zhishan Inventor after: Tang Gongwen Inventor after: Huang Xianqun Inventor before: Huang Xin Inventor before: Yan Zhishan Inventor before: Huang Xianqun |
|
| COR | Change of bibliographic data |
Free format text: CORRECT: INVENTOR; FROM: HUANG XIN YAN ZHISHAN HUANG XIANQUN TO: HUANG XIN YAN ZHISHAN TANG GONGWEN HUANG XIANQUN |
|
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CP01 | Change in the name or title of a patent holder | ||
| CP01 | Change in the name or title of a patent holder |
Address after: 300192 No. 1 East scientific research road, Tianjin, Nankai District Patentee after: Tianjin Zhonghai Technology Co.,Ltd. Address before: 300192 No. 1 East scientific research road, Tianjin, Nankai District Patentee before: TIANJIN ZHONGHAI SCIENCE AND TECHNOLOGY INDUSTRIAL Corp. |