CN101948608A - Boron, nano-montmorillonite and nitrile-butadiene rubber modified phenolic resin and preparation method thereof - Google Patents
Boron, nano-montmorillonite and nitrile-butadiene rubber modified phenolic resin and preparation method thereof Download PDFInfo
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Abstract
The invention relates to a boron, nano-montmorillonite and nitrile-butadiene rubber modified phenolic resin and a preparation method thereof, and the boron, nano-montmorillonite and nitrile-butadiene rubber modified phenolic resin comprises the following raw materials in parts by weight: 100 parts of phenol, 60-80 parts of aldehyde, 0.5-10 parts of catalyst, 0.5-20 parts of boron-containing substance, 0.5-20 parts of nano-montmorillonite and 0.5-10 parts of nitrile-butadiene rubber. The phenolic resin is modified for three times, thereby improving the heat resistance, the toughness and the abrasive resistance of the phenolic resin and completely being capable of serving as an adhesive for friction materials.
Description
Technical field
The present invention relates to boron, nano imvite, paracril three component modification resol and preparation method thereof.
Technical background
Resol is the synthetic resins of realizing suitability for industrialized production in the world the earliest, so far the history in existing more than 100 year.Because the resol molecular structure contains a large amount of polar groups, solidify the back and form high crosslinked aromatic structure, therefore have remarkable adhesion, good thermotolerance, unique anti-ablative and excellent flame-retardant performance.Thereby be widely used in aircraft and aspects such as aviation field, military equipment field, automobile and transport trade, construction industry.But resol self has some shortcomings, and fragility is big, in some Application Areas thermotolerance deficiency etc., has greatly limited it and has used widely.In order to improve the performance of resol, further enlarge its range of application, need resol is carried out modification, improve the direction that thermotolerance and toughness are the resol development.Common method of modifying has boron modified phenolic resin, nano montmorillonite modified resol, nitrile rubber modified phenolic resin at present.
Boron modified phenolic resin is a kind of method of modifying of introducing boron in common resol, the B-O key of generation, and bond energy is higher, thereby has improved the thermotolerance (especially instantaneous resistant to elevated temperatures character) of resin, wear resistance etc.Be applied to heat-resisting brake facing of having relatively high expectations, clutch disc both at home and abroad, its heat decomposition temperature improves 100～140 ℃ than common resol, and 700 ℃ residue is 63%.China's patent 200610024515.0 provides a kind of preparation method of high boron content modified phenolic resins, and at first boric acid and phenol reactant generate boric acid ester, boric acid ester again with polyformaldehyde reaction, generate boracic modified resol.China's patent 201010152008.1 has been mentioned a kind of preparation method of boron modified phenolic resin, at first phenol and formalin is reacted generation resol under acidic conditions, adds the reaction of boracic oxy-compound then.Though the thermotolerance of boron modified phenolic resin improves a lot, toughness also is not fine, and process industrial art performance is relatively poor.
Nano montmorillonite modified resol is polynite obtains nanoscale in resol homodisperse, resol enters in-situ inserted polymerization takes place between montmorillonite layer simultaneously, form nano composite material, because nanoscale effect and strong interfacial interaction, thereby montmorillonite modified phenolic resin has good heat-resistant and good processing characteristics.China patent 00136247.X introduces a kind of novolac resin/clay nanocomposites and preparation method thereof, at first with phenol, formaldehyde, clay (containing the polynite more than 80%) in dispersion medium high speed dispersed with stirring, add catalyst reaction then and generate modified phenolic resins.
Nitrile rubber modified phenolic resin has dual mode, and a kind of is physical blending, with paracril and resol blend, makes rubber particles reach homodisperse in the phenolic aldehyde matrix resin, and shape " island " structure plays toughening effect.Another kind is a chemical modification, allows paracril and resol generation chemical reaction, generates covalent linkage, and this toughening effect is better.Shock strength by resol after the modification can improve several times, but because paracril decomposes about 420 ℃ fully, makes the whole thermotolerance of modified phenolic resins reduce.China's patent 200610137781.4 has been introduced high adjacent position phenolic resin of a kind of elastic body toughening and preparation method thereof, at first paracril is dissolved in the phenol, adds formaldehyde then, catalyst reaction obtains modified phenolic resins.
In order to make full use of the advantage of three kinds of method of modifying, avoid being used alone the deficiency that method of modifying brings, therefore phenolic aldehyde is carried out three component modifications, bring out one's strengths to make up for one's weaknesses, improve toughness, thermotolerance and the wear resistance etc. of modified phenolic resins with this.
The present invention has following advantage:
1. technological process of the present invention is simple, with short production cycle, is applicable to most existing resol or modified phenolic resins production technique.
2. the present invention uses ultrasonic unit, make nano imvite can homodisperse, in-situ inserted, peel off, make paracril in matrix resin, can reach Nano grade simultaneously and disperse.Can promote reaction to carry out by ultrasonic wave at last, shorten the production technique time, help saving cost.
3. resulting three component modification resol have excellent mechanical mechanics property, thermotolerance, wear resistance, chemical resistance and high obstructing performance.
4. three component modification resol application prospects of gained are boundless, can be used for high performance friction materials, precoated sand, abrasive substance and grinding tool field.
Summary of the invention
The objective of the invention is to develop a kind of good heat resistance, the modified phenolic resins of intensity height and good toughness is used to make high performance resol product.
For achieving the above object, the present invention reacts by following component (parts by weight):
Phenol 100
Formaldehyde 60～80
Catalyzer 0.5～5
Contain boron substance 0.5～20
Polynite 0.5～20
Paracril 0.5～20
The catalyzer that the present invention uses comprises mineral acid (for example hydrochloric acid, sulfuric acid, phosphoric acid), organic acid (for example tosic acid, oxalic acid, acetate), bivalent metal oxide or salt (for example zinc oxide, magnesium oxide, zinc acetate, magnesium acetate, cadmium acetate, Cobaltous diacetate) or its mixture.
The boron substance that contains that uses among the present invention comprises boric acid, boric anhydride, boron oxide, borate, decaborane etc. or its mixture.
The polynite that the present invention uses comprises inorganic polynite, process montmorillonite modified or its mixture of non-modified.
The paracril that the present invention uses comprises nbr carboxyl terminal, half crosslinked Powdered acrylonitrile-butadiene rubber, paracril nano-elastic particle, liquid acrylonitrile butadiene rubber, nitrile rubber, carboxylic acrylonitrile butadiene rubber latex.
The adding mode that contains boron substance among the present invention has four kinds, and first kind of mode is pre-reaction for some time in four-hole boiling flask with boron and phenol; The second way is that direct and unclassified stores adds reaction together; The third mode is to add boron before vacuum hydro-extraction; The 4th kind of mode is to add boron after dehydration is finished.
The adding mode of polynite among the present invention has four kinds, and first kind of mode is ultrasonic homodisperse in four-hole boiling flask with polynite and formaldehyde; The second way is direct and unclassified stores adds reaction together; The third mode is to add polynite before vacuum hydro-extraction; The 4th kind of mode is to add polynite after dehydration is finished.
The adding mode of paracril has four kinds among the present invention, and first kind is with pre-reaction for some time in paracril and the phenol four-hole boiling flask; The second way is not do pre-reaction, and direct and unclassified stores adds reaction together; The third mode is to add paracril before vacuum hydro-extraction; The 4th kind of mode is that resin modified phenol resin and paracril blend is even, and opens refining with the mill shearing.
Can use the ultrasonic unit of adjustable power size among the present invention, both can promote the dispersion of modified material in matrix resin, also can promote the carrying out that reacts.
Embodiment
Further describe the present invention by the following examples.But these examples do not constitute limitation of the scope of the invention.
Implementing regulations 1
1) in the four-hole boiling flask that mechanical stirring, condenser, ultrasonic unit and thermometer are housed, adds 100g phenol, 10g boric acid, 8g organo montmorillonite, 4g Powdered acrylonitrile-butadiene rubber 100 ℃ of ultrasonic reactions 3 hours.
2) add 75g formaldehyde, 1g magnesium oxide is warming up to 100 ℃ of reactions 2 hours.
3) vacuum hydro-extraction, vacuum tightness is at 0.07～0.09MPa, discharging when temperature reaches 140～170 ℃.
4) it is 200～400 orders that the novolac resin that obtains is crushed to granularity with pulverizer.
Implementing regulations 2
1) in the four-hole boiling flask that mechanical stirring, condenser and thermometer are housed, adds 100g phenol, 10g boric acid, 4g half crosslinked Powdered acrylonitrile-butadiene rubber 100 ℃ of reactions 2 hours.
2) add 80g formaldehyde, the inorganic polynite of 4g in the four-hole boiling flask that mechanical stirring, condenser and thermometer are housed, the intense mechanical dispersed with stirring is even.
3) add in the mixed system that step 1 obtains obtaining polynite and formaldehyde uniform mixture in the step 2, add 3g oxalic acid simultaneously, be warming up to 100 ℃ of reactions 2 hours.
4) vacuum hydro-extraction, vacuum tightness is at 0.07～0.09MPa, discharging when temperature reaches 140～170 ℃.
5) it is 200～400 orders that the novolac resin that obtains is crushed to granularity with pulverizer.
Implementing regulations 3
1) in the four-hole boiling flask that mechanical stirring, ultrasonic unit, condenser and thermometer are housed, adds 100g phenol, 6g organo montmorillonite, 8g liquid acrylonitrile butadiene rubber, 70g formaldehyde solution, 2g tosic acid, 100 ℃ of ultrasonic reactions 3 hours.
2) add 5g Sodium Tetraborate, vacuum hydro-extraction, vacuum tightness is at 0.07～0.09MPa, discharging when temperature reaches 140～170 ℃.
3) it is 200～400 orders that the novolac resin that obtains is crushed to granularity with pulverizer.
Implementing regulations 4
1) in the four-hole boiling flask that mechanical stirring, condenser and thermometer are housed, adds 100g phenol, 5g boric acid 100 ℃ of reactions 2 hours.
2) in the four-hole boiling flask that mechanical stirring, Vltrasonic device, condenser and thermometer are housed, add 70g formaldehyde, the inorganic polynite of 20g, even through ultrasonic dispersing.
3) add in the mixed system that step 1 obtains obtaining polynite and formaldehyde uniform mixture in the step 2, add 1g hydrochloric acid simultaneously, be warming up to 85 ℃ of reactions 4 hours.
4) vacuum hydro-extraction, vacuum tightness is at 0.07～0.09MPa, discharging when temperature reaches 140～170 ℃.
5) it is 200～400 orders that the novolac resin that obtains is crushed to granularity with pulverizer.Add 12 parts of paracril nano-elastic particles, mix back shearing in mill and open refining.
6) it is 200～400 orders that the modified phenolic resins that obtains at last is crushed to granularity with pulverizer.
Implementing regulations 5
1) in the four-hole boiling flask that mechanical stirring, condenser and thermometer are housed, add 100g phenol, 8g boric acid, 100 ℃ of reactions 2 hours.
2) in the four-hole boiling flask that mechanical stirring, Vltrasonic device, condenser and thermometer are housed, add 80g formaldehyde, 5g organo montmorillonite, even through ultrasonic dispersing.
3) obtain mixed system with obtaining polynite and formaldehyde mixture adding step 1 in the step 2, add 2g oxalic acid simultaneously, be warming up to 80 ℃ of reactions 3 hours.
4) with in the aqueous solution of sodium hydroxide and system to pH be 7, add the 9g carboxylic acrylonitrile butadiene rubber latex, violent stirring 10 minutes.
5) vacuum hydro-extraction, vacuum tightness is at-0.08～0.09MPa, discharging when temperature reaches 140～170 ℃
6) novolac resin that obtains is crushed to 200～400 orders with pulverizer.
The gelation time experiment
Gelation time refers to resin from being molten to crosslinked this section reaction times, and it is an important parameter in the material processing.Suitable gelation time can guarantee that resin solidifies and finish to have time enough to be full of die cavity, to bond preferably with strongthener again before curing before depanning.Gelation time is short more, illustrates that phenolic resin curing is fast more.The gelation time contrast of pure phenolic resin and modified phenolic resins is as shown in table 1.From table as can be seen the phenolic resin gel time behind three component modifications shorten, thereby make shorten set time.
The softening temperature experiment
Softening temperature is resol another important index in use, is a kind of embodiment of molecular thermalmotion, and the segment mobility is strong more, and softening point temperature is just low more.The softening temperature contrast of pure phenolic resin and three component modification resol is as shown in table 1.The softening temperature of three component modification resol is than common pure phenolic resin height as can be seen from the table.
The shock strength experiment
Important indicator of resol flexible during shock strength.Shock strength is big more, and toughness is good more.The shock strength contrast of pure phenolic resin and three component modification resol is as shown in table 1.The shock strength of three component modification resol has improved more than 2 times as can be seen from the table.
The correlated performance index of table 1 resol
The thermal weight loss experiment
The thermal weight loss experiment is the stable on heating important indicator of resol.Under a certain high temperature, residual mass is many more, and thermotolerance is good more, and residual mass is few more, and thermotolerance is poor more.The contrast of solidifying back pure phenolic resin and three component modification resol is as shown in table 2, and the thermotolerance of resol improves a lot after the modification as can be seen.
The residual mass of table 2 resol under differing temps
Claims (9)
1. the preparation method of boron, nano imvite, paracril three component modification resol is characterized in that the synthesis material of this modified phenolic resins makes by following parts by weight:
Phenol 100
Formaldehyde 60～80
Catalyzer 0.5～5
Contain boron substance 0.5～20
Polynite 0.5～20
Paracril 0.5～10
2. the preparation method of boron according to claim 1, nano imvite, paracril three component modification resol, it is characterized in that, described catalyzer comprises mineral acid (for example hydrochloric acid, sulfuric acid, phosphoric acid), organic acid (for example tosic acid, oxalic acid, acetate), bivalent metal oxide or salt (for example zinc oxide, magnesium oxide, zinc acetate, magnesium acetate, cadmium acetate, Cobaltous diacetate) or its mixture.
3. the preparation method of boron according to claim 1, nano imvite, paracril three component modification resol is characterized in that, the described boron substance that contains comprises boric acid, boric anhydride, boron oxide, borate, decaborane etc.
4. the preparation method of boron according to claim 1, nano imvite, paracril three component modification resol is characterized in that, described nano imvite comprises inorganic polynite, process montmorillonite modified or its mixture of non-modified.
5. the preparation method of boron according to claim 1, nano imvite, paracril three component modification resol, it is characterized in that, described paracril comprises nbr carboxyl terminal, half crosslinked Powdered acrylonitrile-butadiene rubber, paracril nano-elastic particle, liquid acrylonitrile butadiene rubber, nitrile rubber, carboxylic acrylonitrile butadiene rubber latex.
6. the preparation method of boron according to claim 3, nano imvite, paracril three component modification resol, it is characterized in that, the described adding mode that contains boron substance has four kinds, and first kind of mode is pre-reaction for some time in four-hole boiling flask with boron and phenol; The second way is that direct and unclassified stores adds reaction together; The third mode is to add boron before vacuum hydro-extraction; The 4th kind of mode is to add boron after dehydration is finished.
7. the preparation method of boron according to claim 4, nano imvite, paracril three component modification resol, it is characterized in that, the adding mode of described polynite has four kinds, and first kind of mode is ultrasonic homodisperse in four-hole boiling flask with polynite and formaldehyde; The second way is direct and unclassified stores adds reaction together; The third mode is to add polynite before vacuum hydro-extraction; The 4th kind of mode is to add polynite after dehydration is finished.
8. the preparation method of boron according to claim 5, nano imvite, paracril three component modification resol, it is characterized in that, the adding mode of described paracril has four kinds, and first kind is pre-reaction for some time in four-hole boiling flask with paracril and phenol; The second way is not do pre-reaction, and direct and unclassified stores adds reaction together; The third mode is to add paracril before vacuum hydro-extraction; The 4th kind of mode is that resin modified phenol resin and paracril blend is even, and opens refining with the mill shearing.
9. the preparation method of boron according to claim 1, nano imvite, paracril three component modification resol, it is characterized in that, can use the ultrasonic unit of adjustable power size, both can promote the dispersion of properties-correcting agent in matrix resin, also can promote the carrying out that reacts.
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Cited By (8)
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| CN102321336A (en) * | 2011-08-11 | 2012-01-18 | 徐小波 | Thermal insulating and fireproof board for external wall |
| CN105294963A (en) * | 2015-07-06 | 2016-02-03 | 武汉元丰摩擦材料有限公司 | Modified phenolic resin for friction material, and preparation method of modified phenolic resin |
| CN108410042A (en) * | 2018-01-12 | 2018-08-17 | 中国铁道科学研究院金属及化学研究所 | A kind of synthetic friction material and preparation method thereof suitable for high braking energy |
| CN111503197A (en) * | 2020-04-08 | 2020-08-07 | 罗水英 | Preparation process of composite wear-resistant material for brake pad |
| CN115725033A (en) * | 2021-08-31 | 2023-03-03 | 中国石油化工股份有限公司 | Preparation method of cross-linking agent for oil field, cross-linking agent and blocking agent for oil field, and preparation method and application of cross-linking agent and blocking agent |
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Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102321336A (en) * | 2011-08-11 | 2012-01-18 | 徐小波 | Thermal insulating and fireproof board for external wall |
| CN102321336B (en) * | 2011-08-11 | 2012-07-25 | 徐小波 | Thermal insulating and fireproof board for external wall |
| CN105294963A (en) * | 2015-07-06 | 2016-02-03 | 武汉元丰摩擦材料有限公司 | Modified phenolic resin for friction material, and preparation method of modified phenolic resin |
| CN105294963B (en) * | 2015-07-06 | 2017-12-12 | 武汉元丰摩擦材料有限公司 | A kind of friction material phenol-formaldehyde resin modified and preparation method thereof |
| CN108410042A (en) * | 2018-01-12 | 2018-08-17 | 中国铁道科学研究院金属及化学研究所 | A kind of synthetic friction material and preparation method thereof suitable for high braking energy |
| CN111503197B (en) * | 2020-04-08 | 2021-10-15 | 衡水众成摩擦材料有限公司 | Preparation process of composite wear-resistant material for brake pad |
| CN111503197A (en) * | 2020-04-08 | 2020-08-07 | 罗水英 | Preparation process of composite wear-resistant material for brake pad |
| CN115725033A (en) * | 2021-08-31 | 2023-03-03 | 中国石油化工股份有限公司 | Preparation method of cross-linking agent for oil field, cross-linking agent and blocking agent for oil field, and preparation method and application of cross-linking agent and blocking agent |
| CN115725283A (en) * | 2021-08-31 | 2023-03-03 | 中国石油化工股份有限公司 | Lignin-based composite channeling sealing agent and preparation method and application thereof |
| CN115725033B (en) * | 2021-08-31 | 2024-02-13 | 中国石油化工股份有限公司 | Preparation method of cross-linking agent for oil field, cross-linking agent and plugging agent for oil field, and preparation method and application thereof |
| CN115725283B (en) * | 2021-08-31 | 2024-02-13 | 中国石油化工股份有限公司 | Lignin-based composite channeling sealing agent and preparation method and application thereof |
| CN115746806A (en) * | 2021-09-02 | 2023-03-07 | 中国石油化工股份有限公司 | Full-lignin-based plugging agent and preparation method and application thereof |
| CN115746806B (en) * | 2021-09-02 | 2024-02-13 | 中国石油化工股份有限公司 | All-lignin-based plugging agent as well as preparation method and application thereof |
| CN115746807A (en) * | 2021-09-03 | 2023-03-07 | 中国石油化工股份有限公司 | Lignin-based channeling sealing agent and preparation method and application thereof |
| CN115746807B (en) * | 2021-09-03 | 2024-02-13 | 中国石油化工股份有限公司 | Lignin-based channeling sealing agent and preparation method and application thereof |
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Application publication date: 20110119 |