CN103755904B - A kind of Asphalt resin binder - Google Patents
A kind of Asphalt resin binder Download PDFInfo
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- CN103755904B CN103755904B CN201310754543.8A CN201310754543A CN103755904B CN 103755904 B CN103755904 B CN 103755904B CN 201310754543 A CN201310754543 A CN 201310754543A CN 103755904 B CN103755904 B CN 103755904B
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- resin binder
- asphalt resin
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- pix carbonis
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Abstract
The invention discloses a kind of Asphalt resin binder, this binding agent is under mineral acid katalysis, and pix carbonis praeparsta and phenol formaldehyde condensation are prepared from.Compared with existing Asphalt resin binder, raw materials used cheap and easy to get, and the softening temperature of Asphalt resin binder is low, quinoline insolubles content is low, have higher carbon residue compared with resol, and the specific surface area of carbon residue being less, is excellent carbon material binding agent.
Description
Technical field
The present invention relates to a kind of Asphalt resin binder that can be used for preparing carbon materials.
Background technology
Carbon material normally add in the aggregate such as pitch coke and hard coal 20% ~ 30% binding agent shaping, then sintering is obtained at a certain temperature.As binding agent, mainly use coal-tar pitch at present, but because it contains volatile matter, easily crack when sintering, and the binding agent part after sintering is porous mass, is therefore difficult to the carbon material obtaining high-density, high strength.Afterwards, develop the method making aggregate shaping as binding agent with thermosetting resins such as resol, by controlling sintering process parameter, the carbon product of high-density, high strength can be obtained, but the rigidity aromatic ring connected due to resol molecular structure methylene is closely piled up, and makes resin become fragile, again because its phenolic aldehyde base and methylene radical are easily oxidized, cause it oxidizable under the high temperature conditions and form decarburizing layer, causing carbon material high-temperature oxidation resistance poor.
Condensing multi-kernel aromatic resin (COPNA), also known as bituminous resins, be a class by pure aromatics or some rich aromatic components under the effect of linking agent and an acidic catalyst, nitrogen gas protection heat condensation forms.This polymer obtained by condensing polyaromatic hydrocarbon compound is in charcoal and organic intermediate, has the feature of transition state carbon allotrope.Bituminous resins has good thermostability and workability, can be used for making friction materials, the matrix of lubricant and carbon fiber, with carbon material, there is fabulous affine performance, be the excellent body material preparing the carbon materials such as carbon, carbon fiber, graphite, can be used as the binding agent of carbon material.But obtain because bituminous resins generally carries out low temperature condensation reaction with the linking agent such as aromatic diol or aromatic aldehyde by pure compounds such as naphthalene, anthracene phenanthrene, pyrenes under Catalyzed by P-Toluenesulfonic Acid effect and protection of inert gas; expensive, be unfavorable for that further genralrlization is applied.
Summary of the invention
Technical problem to be solved by this invention is the shortcoming overcoming above-mentioned Asphalt resin binder, and provide a kind of softening temperature low, quinoline insolubles content is low, has higher carbon residue compared with resol, and the Asphalt resin binder that the specific surface area of carbon residue is less.
Solving the problems of the technologies described above adopted scheme is that this binding agent is prepared by following method: pix carbonis praeparsta and phenol or p-cresol, aldehyde compound, acid, solvent are mixed for 1:0.01 ~ 0.2:0.01 ~ 0.2:0.001 ~ 0.05:0.5 ~ 4 in mass ratio, gained mixture is heated to 60 ~ 150 DEG C under whipped state, isothermal reaction 0.5 ~ 5 hour, reaction product obtains Asphalt resin binder through vacuum-drying.
Above-mentioned aldehyde compound to be massfraction be 37% formalin or the polymerization degree be the paraformaldehyde of 8 ~ 100, the polymerization degree be 8 ~ 100 paraformaldehyde produced by Tianjin Kermel Chemical Reagent Co., Ltd.; Acid is the vitriol oil, concentrated hydrochloric acid, commercially available phosphoric acid or the unsaturated carbonate aqueous solution; Solvent is trichloromethane, Isosorbide-5-Nitrae-dioxane or pyridine.
Mass ratio preferred 1:0.03 ~ 0.15:0.03 ~ 0.15:0.001 ~ 0.04:1 ~ 3 of above-mentioned pix carbonis praeparsta and phenol or p-cresol, aldehyde compound, acid, solvent, more preferably 1:0.04 ~ 0.15:0.04 ~ 0.15:0.005 ~ 0.04:1.5 ~ 2.5, the best is 1:0.08:0.11:0.01:1.5.
Above-mentioned gained mixture is heated to 70 ~ 130 DEG C under whipped state, isothermal reaction 1 ~ 4 hour, and reaction product 50 ~ 90 DEG C of vacuum-dryings 1 ~ 5 hour, obtain Asphalt resin binder.
8, Asphalt resin binder according to claim 1, it is characterized in that: gained mixture is heated to 80 ~ 110 DEG C under whipped state, isothermal reaction 1.5 ~ 3 hours, reaction product, 70 ~ 80 DEG C of vacuum-dryings 1 ~ 3 hour, obtains Asphalt resin binder.
Pix carbonis praeparsta of the present invention can be prepared according to the method for existing bibliographical information, also can obtain according to following method:
Be add after 1:0.5 ~ 4 stir to filter in still in mass ratio by coal tar and filter solvents; be heated to 70 ~ 200 DEG C; pressurize with rare gas element; pressure-controlling is at 0.1 ~ 1.0MPa; gained filtrate is heated to 260 ~ 360 DEG C under protection of inert gas and whipped state; the flow of rare gas element is every gram of raw material 0.1 ~ 1.0mL/ minute, distills 30 ~ 180 minutes, obtain pix carbonis praeparsta under pressure is-0.01 ~-0.09MPa.
Pix carbonis praeparsta of the present invention preferably obtains as follows:
Be add after 1:1 ~ 3 stir to filter in still in mass ratio by coal tar and filter solvents; be heated to 110 ~ 150 DEG C; pressurize with rare gas element; pressure-controlling is at 0.4 ~ 0.6MPa; gained filtrate is heated to 300 ~ 320 DEG C under protection of inert gas and whipped state; the flow of rare gas element is every gram of raw material 0.1 ~ 0.8mL/ minute, distills 40 ~ 80 minutes, obtain pix carbonis praeparsta under pressure is-0.05 ~-0.09MPa.
Above-mentioned filtration still does filter screen with the white steel mesh of 2000 object, and on filter screen, lay the mixture of fine sand and perlite powder, and filter solvents is any one in benzene, toluene, pyridine, washing oil, carbolineum.
The present invention is under mineral acid katalysis, make pix carbonis praeparsta and phenol formaldehyde condensation, obtain Asphalt resin binder, compared with the synthetic method of existing Asphalt resin binder, raw materials used cheap and easy to get, and the Asphalt resin binder softening temperature of synthesis is low, quinoline insolubles content is low, have higher carbon residue compared with resol, and the specific surface area of carbon residue being less, is excellent carbon material binding agent.
Embodiment
Below in conjunction with embodiment, the present invention is described in more detail, but the invention is not restricted to these embodiments, and all distortion that those of ordinary skill in the art can directly derive from content disclosed by the invention or associate are all in protection scope of the present invention.
The softening temperature of the Asphalt resin binder below prepared by embodiment is tested according to GB/T4507-1999 " pitch softening point assay method (ring and ball method) ", quinoline insolubles content measures according to GB GB/T2293-1997 " coked solid series products quinoline insolubles test method ", carbon residue measures and adopts GB GB/T8727-2008 " measuring method of coal-tar pitch series products coking value ", and the ASAP2020 type physical adsorption appearance that the specific surface area of carbon residue adopts Micromeritics company of the U.S. to produce is tested.
Embodiment 1
Get 100g coal tar, 50g benzene stirs; add and do filter screen with the white steel mesh of 2000 object and the 300mL laying the thick 120 order fine sands of 1cm and 300 order perlite powder mixtures on filter screen filters in still; be warming up to 150 DEG C; by nitrogen pressurization; pressure is 0.1MPa, and gained filtrate is heated to 260 DEG C under nitrogen protection and whipped state, and the flow of nitrogen is every gram of raw material 0.1mL/ minute; distill 60 minutes under pressure is-0.09MPa, obtain pix carbonis praeparsta.Get 50g pix carbonis praeparsta, 75g trichloromethane adds in 250mL there-necked flask, then 4g p-cresol is added, 5.5g massfraction be 37% formalin and 0.5g massfraction be the aqueous hydrochloric acid of 37%, stir, gained mixture is heated to 110 DEG C under whipped state, isothermal reaction 3 hours, after reaction terminates, resultant is put into the vacuum drying oven that vacuum tightness is-0.07MPa, 80 DEG C of dryings 6 hours, be prepared into Asphalt resin binder, its softening temperature is 108 DEG C, carbon yield is 50.25%, quinoline insolubles content is 0.47%, carbon residue specific surface area is 10.5660m
2/ g.
Embodiment 2
Get 100g coal tar, 100g toluene stirs; add and do filter screen with the white steel mesh of 2000 object and the 300mL laying the thick 120 order fine sands of 1cm and 300 order perlite powder mixtures on filter screen filters in still; be warming up to 110 DEG C; by nitrogen pressurization; pressure is 0.5MPa, and gained filtrate is heated to 330 DEG C under nitrogen protection and whipped state, and the flow of nitrogen is every gram of raw material 0.6mL/ minute; distill 80 minutes under pressure is-0.06MPa, obtain pix carbonis praeparsta.Get 50g pix carbonis praeparsta, 50g trichloromethane adds in 250mL there-necked flask, then 4g p-cresol is added, 5.5g massfraction be 37% formalin and 0.1g massfraction be the aqueous hydrochloric acid of 37%, stir, gained mixture is heated to 110 DEG C under whipped state, isothermal reaction 4 hours, after reaction terminates, resultant is put into the vacuum drying oven that vacuum tightness is-0.09MPa, 80 DEG C of dryings 6 hours, be prepared into Asphalt resin binder, its softening temperature is 100 DEG C, carbon yield is 48.20%, quinoline insolubles content is 1.36%, carbon residue specific surface area is 13.9399m
2/ g.
Embodiment 3
Get 100g coal tar, 200g toluene stirs; add and do filter screen with the white steel mesh of 2000 object and the 300mL laying the thick 120 order fine sands of 1cm and 300 order perlite powder mixtures on filter screen filters in still; be warming up to 150 DEG C; by nitrogen pressurization; pressure is 0.1MPa, and gained filtrate is heated to 300 DEG C under nitrogen protection and whipped state, and the flow of nitrogen is every gram of raw material 0.6mL/ minute; distill 40 minutes under pressure is-0.09MPa, obtain pix carbonis praeparsta.Get 50g pix carbonis praeparsta, 75g trichloromethane adds in 250mL there-necked flask, then 2g p-cresol is added, 2.75g massfraction be 37% formalin and 0.1g massfraction be the aqueous hydrochloric acid of 37%, stir, gained mixture is heated to 110 DEG C under whipped state, isothermal reaction 4 hours, after reaction terminates, resultant is put into the vacuum drying oven that vacuum tightness is-0.09MPa, 80 DEG C of dryings 6 hours, be prepared into Asphalt resin binder, its softening temperature is 92 DEG C, carbon yield is 46.88%, quinoline insolubles content is 0.08%, carbon residue specific surface area is 16.1267m
2/ g.
Embodiment 4
Get 100g coal tar, 100g toluene stirs; add and do filter screen with the white steel mesh of 2000 object and the 300mL laying the thick 120 order fine sands of 1cm and 300 order perlite powder mixtures on filter screen filters in still; be warming up to 130 DEG C; by nitrogen pressurization; pressure is 0.5MPa, and gained filtrate is heated to 300 DEG C under nitrogen protection and whipped state, and the flow of nitrogen is every gram of raw material 0.5mL/ minute; distill 60 minutes under pressure is-0.06MPa, obtain pix carbonis praeparsta.Get 50g pix carbonis praeparsta, 75g trichloromethane adds in 250mL there-necked flask, then 8g p-cresol is added, 10g massfraction be 37% formalin and 0.5g massfraction be the aqueous hydrochloric acid of 37%, stir, gained mixture is heated to 110 DEG C under whipped state, isothermal reaction 4 hours, after reaction terminates, resultant is put into the vacuum drying oven that vacuum tightness is-0.09MPa, 80 DEG C of dryings 3 hours, be prepared into Asphalt resin binder, its softening temperature is 102 DEG C, carbon yield is 47.28%, quinoline insolubles content is 2.13%, carbon residue specific surface area is 12.5889m
2/ g.
Embodiment 5
Get 100g coal tar, 150g toluene stirs; add and do filter screen with the white steel mesh of 2000 object and the 300mL laying the thick 120 order fine sands of 1cm and 300 order perlite powder mixtures on filter screen filters in still; be warming up to 140 DEG C; by nitrogen pressurization; pressure is 0.4MPa, and gained filtrate is heated to 340 DEG C under nitrogen protection and whipped state, and the flow of nitrogen is every gram of raw material 0.5mL/ minute; distill 50 minutes under pressure is-0.08MPa, obtain pix carbonis praeparsta.Get 50g pix carbonis praeparsta, 50g trichloromethane adds in 250mL there-necked flask, then 8g p-cresol is added, 5.5g massfraction be 37% formalin and 0.1g massfraction be the aqueous hydrochloric acid of 37%, stir, gained mixture is heated to 110 DEG C under whipped state, isothermal reaction 4 hours, after reaction terminates, resultant is put into the vacuum drying oven that vacuum tightness is-0.09MPa, 80 DEG C of dryings 5 hours, be prepared into Asphalt resin binder, its softening temperature is 104 DEG C, carbon yield is 49.12%, quinoline insolubles content is 1.45%, carbon residue specific surface area is 19.2015m
2/ g.
Embodiment 6
Get 100g coal tar, 400g benzene stirs; add and do filter screen with the white steel mesh of 2000 object and the 300mL laying the thick 120 order fine sands of 1cm and 300 order perlite powder mixtures on filter screen filters in still; be warming up to 70 DEG C; by nitrogen pressurization; pressure is 1.0MPa, and gained filtrate is heated to 360 DEG C under nitrogen protection and whipped state, and the flow of nitrogen is every gram of raw material 0.8mL/ minute; distill 30 minutes under pressure is-0.09MPa, obtain pix carbonis praeparsta.Get 50g pix carbonis praeparsta, 25g trichloromethane adds in 250mL there-necked flask, then add 0.5g p-cresol, 0.5g massfraction be 37% formalin and 0.25g massfraction be the aqueous hydrochloric acid of 37%, stir, gained mixture is heated to 60 DEG C under whipped state, isothermal reaction 5 hours, after reaction terminates, puts into the vacuum drying oven that vacuum tightness is-0.07MPa by resultant, 50 DEG C of dryings 6 hours, are prepared into Asphalt resin binder.
Embodiment 7
Get 100g coal tar, 300g benzene stirs; add and do filter screen with the white steel mesh of 2000 object and the 300mL laying the thick 120 order fine sands of 1cm and 300 order perlite powder mixtures on filter screen filters in still; be warming up to 200 DEG C; by nitrogen pressurization; pressure is 0.4MPa, and gained filtrate is heated to 320 DEG C under nitrogen protection and whipped state, and the flow of nitrogen is every gram of raw material 1.0mL/ minute; distill 180 minutes under pressure is-0.05MPa, obtain pix carbonis praeparsta.Get 50g pix carbonis praeparsta, 200g trichloromethane adds in 250mL there-necked flask, then add 10g p-cresol, 2g massfraction be 37% formalin and 2.5g massfraction be the aqueous hydrochloric acid of 37%, stir, gained mixture is heated to 150 DEG C under whipped state, isothermal reaction 0.5 hour, after reaction terminates, puts into the vacuum drying oven that vacuum tightness is-0.07MPa by resultant, 90 DEG C of dryings 1 hour, are prepared into Asphalt resin binder.
Embodiment 8
In embodiment 1 ~ 7, the pyridine of the quality such as toluene used or benzene use is replaced, massfraction to be the quality polymerization degree such as the formalin use of 37% be 8 paraformaldehyde replace, massfraction to be the quality massfractions such as the aqueous hydrochloric acid use of 37% be 98% aqueous sulfuric acid replace, the quality 1 such as trichloromethane use, 4-dioxane is replaced, and other steps are identical with corresponding embodiment, are prepared into Asphalt resin binder.
Embodiment 9
In embodiment 1 ~ 7, the washing oil of the quality such as toluene used or benzene use is replaced, massfraction to be the quality polymerization degree such as the formalin use of 37% be 50 paraformaldehyde replace, massfraction is that the commercially available phosphoric acid of the quality such as the aqueous hydrochloric acid use of 37% is replaced, the quality pyridines such as trichloromethane use are replaced, other steps are identical with corresponding embodiment, are prepared into Asphalt resin binder.
Embodiment 10
In embodiment 1 ~ 7, the carbolineum of the quality such as toluene used or benzene use is replaced, massfraction to be the quality polymerization degree such as the formalin use of 37% be 100 paraformaldehyde replace, massfraction is that the quality unsaturated carbonate aqueous solution such as the aqueous hydrochloric acid use of 37% are replaced, the quality pyridines such as trichloromethane use are replaced, other steps are identical with corresponding embodiment, are prepared into Asphalt resin binder.
Claims (7)
1. an Asphalt resin binder, it is characterized in that this binding agent is obtained by following method: pix carbonis praeparsta and phenol or p-cresol, aldehyde compound, acid, solvent are mixed for 1:0.01 ~ 0.2:0.01 ~ 0.2:0.001 ~ 0.05:0.5 ~ 4 in mass ratio, gained mixture is heated to 60 ~ 150 DEG C under whipped state, isothermal reaction 0.5 ~ 5 hour, reaction product obtains Asphalt resin binder through vacuum-drying;
Above-mentioned aldehyde compound to be massfraction be 37% formalin or the polymerization degree be the paraformaldehyde of 8 ~ 100; Acid is the vitriol oil, concentrated hydrochloric acid or commercially available phosphoric acid; Solvent is trichloromethane, Isosorbide-5-Nitrae-dioxane or pyridine;
Above-mentioned pix carbonis praeparsta is obtained by following method: be add after 1:0.5 ~ 4 stir to filter in still in mass ratio by coal tar and filter solvents, be heated to 70 ~ 200 DEG C, pressurize with rare gas element, pressure-controlling is at 0.1 ~ 1.0MPa, gained filtrate is heated to 260 ~ 360 DEG C under protection of inert gas and whipped state, the flow of rare gas element is every gram of raw material 0.1 ~ 1.0mL/ minute, distills 30 ~ 180 minutes, obtain pix carbonis praeparsta under pressure is-0.01 ~-0.09MPa;
Above-mentioned filtration still does filter screen with the white steel mesh of 2000 object, and on filter screen, lay the mixture of fine sand and perlite powder, and filter solvents is any one in benzene, toluene, pyridine, washing oil, carbolineum.
2. Asphalt resin binder according to claim 1; it is characterized in that described pix carbonis praeparsta is obtained by following method: be add after 1:1 ~ 3 stir to filter in still in mass ratio by coal tar and filter solvents; be heated to 110 ~ 150 DEG C; pressurize with rare gas element; pressure-controlling is at 0.4 ~ 0.6MPa; gained filtrate is heated to 300 ~ 320 DEG C under protection of inert gas and whipped state; the flow of rare gas element is every gram of raw material 0.1 ~ 0.8mL/ minute; distill 40 ~ 80 minutes under pressure is-0.05 ~-0.09MPa, obtain pix carbonis praeparsta.
3. Asphalt resin binder according to claim 1, is characterized in that: the mass ratio of described pix carbonis praeparsta and phenol or p-cresol, aldehyde compound, acid, solvent is 1:0.03 ~ 0.15:0.03 ~ 0.15:0.001 ~ 0.04:1 ~ 3.
4. Asphalt resin binder according to claim 1, is characterized in that: the mass ratio of described pix carbonis praeparsta and phenol or p-cresol, aldehyde compound, acid, solvent is 1:0.04 ~ 0.15:0.04 ~ 0.15:0.005 ~ 0.04:1.5 ~ 2.5.
5. Asphalt resin binder according to claim 1, is characterized in that: the mass ratio of described pix carbonis praeparsta and phenol or p-cresol, aldehyde compound, acid, solvent is 1:0.08:0.11:0.01:1.5.
6. Asphalt resin binder according to claim 1, is characterized in that: gained mixture is heated to 70 ~ 130 DEG C under whipped state, isothermal reaction 1 ~ 4 hour, and reaction product 50 ~ 90 DEG C of vacuum-dryings 1 ~ 6 hour, obtain Asphalt resin binder.
7. Asphalt resin binder according to claim 1, it is characterized in that: gained mixture is heated to 80 ~ 110 DEG C under whipped state, isothermal reaction 1.5 ~ 3 hours, reaction product, 70 ~ 80 DEG C of vacuum-dryings 1 ~ 3 hour, obtains Asphalt resin binder.
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| CN201310754543.8A CN103755904B (en) | 2013-12-31 | 2013-12-31 | A kind of Asphalt resin binder |
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| CN104674381B (en) * | 2015-03-16 | 2016-08-17 | 山东莱芜润达新材料有限公司 | A kind of high carbon residue Colophonium-phenolic fibre |
| CN110817868A (en) * | 2019-12-13 | 2020-02-21 | 陕西师范大学 | Preparation method of high-strength mesoporous carbon |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0047992A2 (en) * | 1980-09-17 | 1982-03-24 | Hoechst Aktiengesellschaft | Process for the production of synthetic resins on the basis of resorcin compounds |
| CN1693331A (en) * | 2005-06-17 | 2005-11-09 | 武汉科技大学 | Modified phenol aldehyde resin and its producing process |
| CN102746916A (en) * | 2012-08-01 | 2012-10-24 | 石家庄学院 | Binding agent for coking and preparation method thereof |
| CN103289718A (en) * | 2013-07-02 | 2013-09-11 | 西北大学 | Method for preparing dephenolized oil and phenolic resin through medium and low temperature coal tar oil |
-
2013
- 2013-12-31 CN CN201310754543.8A patent/CN103755904B/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0047992A2 (en) * | 1980-09-17 | 1982-03-24 | Hoechst Aktiengesellschaft | Process for the production of synthetic resins on the basis of resorcin compounds |
| CN1693331A (en) * | 2005-06-17 | 2005-11-09 | 武汉科技大学 | Modified phenol aldehyde resin and its producing process |
| CN102746916A (en) * | 2012-08-01 | 2012-10-24 | 石家庄学院 | Binding agent for coking and preparation method thereof |
| CN103289718A (en) * | 2013-07-02 | 2013-09-11 | 西北大学 | Method for preparing dephenolized oil and phenolic resin through medium and low temperature coal tar oil |
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