WO1997014747A1 - Lignin-based friction material - Google Patents
Lignin-based friction material Download PDFInfo
- Publication number
- WO1997014747A1 WO1997014747A1 PCT/US1995/013286 US9513286W WO9714747A1 WO 1997014747 A1 WO1997014747 A1 WO 1997014747A1 US 9513286 W US9513286 W US 9513286W WO 9714747 A1 WO9714747 A1 WO 9714747A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- lignin
- friction material
- material composition
- friction
- phenolic resin
- Prior art date
Links
- 229920005610 lignin Polymers 0.000 title claims abstract description 47
- 239000002783 friction material Substances 0.000 title claims abstract description 31
- 239000000203 mixture Substances 0.000 claims abstract description 41
- 229920001568 phenolic resin Polymers 0.000 claims abstract description 20
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims abstract description 19
- 238000000034 method Methods 0.000 claims abstract description 18
- 239000005011 phenolic resin Substances 0.000 claims abstract description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 238000009472 formulation Methods 0.000 claims abstract description 8
- 239000010425 asbestos Substances 0.000 claims description 8
- 229910052895 riebeckite Inorganic materials 0.000 claims description 8
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 claims description 6
- 229910000831 Steel Inorganic materials 0.000 claims description 5
- 239000000835 fiber Substances 0.000 claims description 5
- 239000010959 steel Substances 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 3
- 239000010439 graphite Substances 0.000 claims description 3
- 229910002804 graphite Inorganic materials 0.000 claims description 3
- 239000004312 hexamethylene tetramine Substances 0.000 claims description 3
- 235000010299 hexamethylene tetramine Nutrition 0.000 claims description 3
- 229960004011 methenamine Drugs 0.000 claims description 3
- 230000008569 process Effects 0.000 description 8
- 238000004537 pulping Methods 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 239000011159 matrix material Substances 0.000 description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 4
- 239000003607 modifier Substances 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 229920001732 Lignosulfonate Polymers 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 239000002655 kraft paper Substances 0.000 description 3
- 230000009467 reduction Effects 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002028 Biomass Substances 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 238000003915 air pollution Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229920005611 kraft lignin Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 235000019645 odor Nutrition 0.000 description 1
- 239000010450 olivine Substances 0.000 description 1
- 229910052609 olivine Inorganic materials 0.000 description 1
- 239000011146 organic particle Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000003911 water pollution Methods 0.000 description 1
Classifications
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16D—COUPLINGS FOR TRANSMITTING ROTATION; CLUTCHES; BRAKES
- F16D69/00—Friction linings; Attachment thereof; Selection of coacting friction substances or surfaces
- F16D69/02—Composition of linings ; Methods of manufacturing
- F16D69/025—Compositions based on an organic binder
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16D—COUPLINGS FOR TRANSMITTING ROTATION; CLUTCHES; BRAKES
- F16D69/00—Friction linings; Attachment thereof; Selection of coacting friction substances or surfaces
- F16D69/02—Composition of linings ; Methods of manufacturing
- F16D69/021—Composition of linings ; Methods of manufacturing containing asbestos
- F16D69/022—Composition of linings ; Methods of manufacturing containing asbestos in the form of fibres
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16D—COUPLINGS FOR TRANSMITTING ROTATION; CLUTCHES; BRAKES
- F16D2200/00—Materials; Production methods therefor
- F16D2200/006—Materials; Production methods therefor containing fibres or particles
- F16D2200/0065—Inorganic, e.g. non-asbestos mineral fibres
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16D—COUPLINGS FOR TRANSMITTING ROTATION; CLUTCHES; BRAKES
- F16D2200/00—Materials; Production methods therefor
- F16D2200/006—Materials; Production methods therefor containing fibres or particles
- F16D2200/0073—Materials; Production methods therefor containing fibres or particles having lubricating properties
Definitions
- Phenolic resins are produced through the condensation of a phenol with formaldehyde in the presence of a catalyst. Phenol is derived from benzene and the supply of benzene has been reduced because of industry changes. Because of the reduction in the supply of phenol and the elevated price of phenol, it has been a necessity to find an extender or substitute for phenolic resin.
- the organosolv process allows for the recovery of a highly pure, essentially sulfur-free and hydrophobic form of lignin with low water solubility.
- This lignin can be suitable for the preparation of a lignin-based friction material for use in friction elements.
- an environmentally friendly lignin-based friction material composition By the method of the present invention is provided an environmentally friendly lignin-based friction material composition.
- the composition when formulated in friction elements can greatly reduce the noise, wear and sulfur-based emissions which are generally encountered with prior art friction elements.
- the invention provides for a friction material composition for use in friction elements wherein an essentially sulfur-free lignin low water solubility replaces from about 1% to about 30% of the phenolic resin in the composition.
- the friction material composition when formulated into friction elements such as brake pads results in a significant reduction in wear, noise level, and sulfur-based emissions resulting from the performance of the friction element.
- Figures 1 and 2 show the effect of 20% lignin replacement on the uniformity of the coefficient of friction of the resulting brake pad as a function of temperature.
- Figures 3 and 4 show the effect of 20% lignin replacement on the noise performance of the resulting brake pad at different frequencies.
- This invention provides for a friction material composition having stability in the thermal operating range of most vehicle friction elements.
- the friction material composition when used in friction elements such brake pads reduces noise levels and improves the wear of the friction element.
- the friction material composition comprises a highly pure, essentially sulfur-free and hydrophobic form of lignin with low water solubility at neutral or acidic pH.
- a lignin which can be combined into the friction material can be selected from steam explosion, autohydrolysis extraction or soda lignins.
- a preferred lignin to accomplish the objectives of this invention is the lignin described in U.S. Patent No. 4,764,596.
- Such a lignin is a high purity organosolv lignin and is separated as a coproduct of the pulping and chemical delignification of plant biomass with organic solvents, for example ethanol.
- This lignin is an essentially sulfur-free powder. It has low water solubility at neutral or acidic pH and is soluble in aqueous alkali and selected organic solvents. It is generally characterized by its hydrophobicity, high purity, melt flow and a low level of carbohydrates and inorganic contaminants.
- organosolv lignin can be used as a partial replacement for the phenol- formaldehyde resin binder used in friction material formulations wherein powder phenol-formaldehyde resin is used.
- Lignin can be formulated to replace on a weight basis from about 1 to about 30% of the phenolic resin.
- An example of such a friction material formulation comprises from about 20% to about 35% iron powder, from about 0.1% to about 1.5% hexamethylene tetramine, from about 10% to about 15% steel fiber or asbestos, from about 8% to about 14% phenolic resin, from about 7% to about 11% graphite and the balance is a modifier which comprises friction coefficient modifiers such as barium sulfate, aluminum oxide and in certain formulations, brown or black organic particles.
- Such a formulation can comprise lignin of from about 0.08% to about 4.2% on a weight basis with the resulting friction material composition.
- An important property of the lignin-based friction material composition of this invention is its water solubility.
- Brake pads are manufactured by blending the friction material composition and then pressing the blend at from about 375°F to about 500°F for from about 10 minutes to about 45 minutes and at a pressure of from about 350 psig to about 750 psig. Manufacturing techniques are well known in the art.
- friction elements such as brake pads comprising the lignin-of the invention.
- the pads were all formed by techniques well known in the art.
- Figures 1 and 2 show that replacing 20% of the phenolic resin with organosolv lignin did not affect the stability of the coefficient of friction as the temperature was changed.
- a stable coefficient of friction is a requirement of friction element products since drivers require the same braking power or feel regardless of the temperature of the friction elements.
- a reduction of organic deposits on the rotor can also be observed resulting in an improvement in vibration characteristics as confirmed by noise data as shown in Figure 4 (20% lignin) as compared to Figure 3 (control) .
- Figure 4 demonstrates a shift of the peak of the frequency to the (human) non-audible part of the spectrum (approximately above 16 KHz) .
Landscapes
- Engineering & Computer Science (AREA)
- General Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Braking Arrangements (AREA)
Abstract
This invention provides for a friction material composition suitable for friction element formulation. The composition comprises an essentially sulfur-free lignin with low water solubility. The lignin replaces from about 1 to about 30 % on a weight basis with the phenolic resin in the friction material composition. A method of reducing noise within the range of human hearing resulting from friction element performance is also provided.
Description
LIGNIN-BASED FRICTION MATERIAL
BACKGROUND OF THE INVENTION
When the brakes of a vehicle are applied, the brake lining on each wheel frictionally engages another member to reduce the rotary motion of the wheel . During the frictional engagement, thermal energy is created as the drum or disc slide on the brake lining. Conventional organic brake linings are made up of a mixture of asbestos or steel fibers and modifiers held together in a fixed matrix created by a phenolic resin. The asbestos or steel fibers remain stable when subjected to thermal changes up to 800° F. However, asbestos deteriorates at higher temperatures due to loss of water. When asbestos dehydrates, it is transformed into forsterites or olivine while the phenolic resin is reduced to a carbonaceous resin as the matrix engages the drum or disc. However, when a phenolic resin iε utilized, a melting of the phenolic resin at the surfaces of all particles occurs to wet the same and reduce the wear of the friction producing elements. Upon curing the phenolic resin reestablishes the matrix bond which holds the friction modifiers and asbestos in a fixed relationship.
Phenolic resins are produced through the condensation of a phenol with formaldehyde in the presence of a catalyst. Phenol is derived from benzene and the supply of benzene has been reduced because of industry changes. Because of the reduction in the supply of phenol and the elevated price of phenol, it has been a necessity to find an extender or substitute for phenolic resin.
In view of the foregoing, it was suggested that lignin or a lignin derivative be combined with a phenolic resin to produce a fixed matrix. In U.S. Patent No. 4,239,666 it is disclosed a composition for a friction material for use in friction elements such as brake pads,
brake linings and clutch facings. In the friction material, lignosulfonate or kraft lignin are substituted for a portion of the phenolic resin binder. However, such a combination presented severe limitations since the resulting friction elements emitted sulfur-based odors upon normal use and erratic brake performance.
The choice of lignin or lignin derivative that can be combined in friction material is greatly affected by the environmental considerations which affect the development of pulping technologies. Due to increasing environmental demands during the last three decades, traditional sulfite pulping has almost completely been replaced by the kraft pulping process. Both sulfite and kraft pulping processes are noted for their contribution to air and water pollution, which requires costly pollution control equipment to bring kraft and sulfite pulping operations into environmental compliance. These pulping technologies can now be economically replaced by more environmentally friendly processes. One of these processes is the organosolv pulping process which has minimal impact on the environment. Unlike the traditional sulfite process, the organosolv process allows for the recovery of a highly pure, essentially sulfur-free and hydrophobic form of lignin with low water solubility. This lignin can be suitable for the preparation of a lignin-based friction material for use in friction elements.
By the method of the present invention is provided an environmentally friendly lignin-based friction material composition. The composition when formulated in friction elements can greatly reduce the noise, wear and sulfur-based emissions which are generally encountered with prior art friction elements.
SUMMARY OF THE INVENTION
The invention provides for a friction material composition for use in friction elements wherein an essentially sulfur-free lignin low water solubility replaces from about 1% to about 30% of the phenolic resin in the composition. The friction material composition when formulated into friction elements such as brake pads results in a significant reduction in wear, noise level, and sulfur-based emissions resulting from the performance of the friction element.
Novel features and aspects of the invention, as well as other benefits will be readily ascertained from the more detailed description and claims which follow.
DESCRIPTION OF THE FIGURES
Figures 1 and 2 show the effect of 20% lignin replacement on the uniformity of the coefficient of friction of the resulting brake pad as a function of temperature.
Figures 3 and 4 show the effect of 20% lignin replacement on the noise performance of the resulting brake pad at different frequencies.
DESCRIPTION OF THE PREFERRED EMBODIMENT
This invention provides for a friction material composition having stability in the thermal operating range of most vehicle friction elements. The friction material composition when used in friction elements such
brake pads reduces noise levels and improves the wear of the friction element. The friction material composition comprises a highly pure, essentially sulfur-free and hydrophobic form of lignin with low water solubility at neutral or acidic pH.
A lignin which can be combined into the friction material can be selected from steam explosion, autohydrolysis extraction or soda lignins. A preferred lignin to accomplish the objectives of this invention is the lignin described in U.S. Patent No. 4,764,596. Such a lignin is a high purity organosolv lignin and is separated as a coproduct of the pulping and chemical delignification of plant biomass with organic solvents, for example ethanol. This lignin is an essentially sulfur-free powder. It has low water solubility at neutral or acidic pH and is soluble in aqueous alkali and selected organic solvents. It is generally characterized by its hydrophobicity, high purity, melt flow and a low level of carbohydrates and inorganic contaminants.
In a preferred embodiment, organosolv lignin can be used as a partial replacement for the phenol- formaldehyde resin binder used in friction material formulations wherein powder phenol-formaldehyde resin is used. Lignin can be formulated to replace on a weight basis from about 1 to about 30% of the phenolic resin. An example of such a friction material formulation comprises from about 20% to about 35% iron powder, from about 0.1% to about 1.5% hexamethylene tetramine, from about 10% to about 15% steel fiber or asbestos, from about 8% to about 14% phenolic resin, from about 7% to about 11% graphite and the balance is a modifier which comprises friction coefficient modifiers such as barium sulfate, aluminum oxide and in certain formulations, brown or black organic particles. Such a formulation can comprise lignin of from about 0.08% to about 4.2% on a weight basis with the resulting friction material composition.
An important property of the lignin-based friction material composition of this invention is its water solubility. It has been observed that the water solubility of a friction material composition comprising a lignosulfonate shows a tenfold increase in water solubility as compared to a friction material composition comprising the same level of substitution with organosolv lignin. This observation can be explained by the fact that the lignosulfonate-based friction material composition has not been incorporated into the phenolic matrix to the same extent as the lignin of this invention.
Brake pads are manufactured by blending the friction material composition and then pressing the blend at from about 375°F to about 500°F for from about 10 minutes to about 45 minutes and at a pressure of from about 350 psig to about 750 psig. Manufacturing techniques are well known in the art.
In order to evaluate the friction material composition, a series of tests were performed on friction elements such as brake pads comprising the lignin-of the invention. The pads were all formed by techniques well known in the art.
Figures 1 and 2 show that replacing 20% of the phenolic resin with organosolv lignin did not affect the stability of the coefficient of friction as the temperature was changed. A stable coefficient of friction is a requirement of friction element products since drivers require the same braking power or feel regardless of the temperature of the friction elements.
The friction material composition of this invention when formulated in brake pads result in an improvement in wear characteristics (Table 1) .
Table 1
Inner Outer Average (mm/crm of brake pad)
Control 0.102 0.142 0.122
10% Lignin 0.071 0.122 0.096
20% Lignin 0.090 0.139 0.114
A reduction of organic deposits on the rotor can also be observed resulting in an improvement in vibration characteristics as confirmed by noise data as shown in Figure 4 (20% lignin) as compared to Figure 3 (control) .
The use of the lignin in brake pad formulations were tested at about 300 rpm, 50 psig and 300°F according to a modified Ford Test. Figure 4 demonstrates a shift of the peak of the frequency to the (human) non-audible part of the spectrum (approximately above 16 KHz) .
The invention and many of its attendant advantages will be understood from the foregoing description, and it will be apparent that various modifications and changes can be made without departing from the spirit and scope of the invention or sacrificing all of its material advantages, the compositions and processes hereinbefore described being merely preferred embodiments.
Claims
1. A friction material composition comprising an essentially sulfur-free lignin with low water solubility, said lignin replacing from about 1 to about 30% on a weight basis with the phenolic resin in said friction material composition.
2. The composition of claim 1 wherein said lignin is an organosolv lignin.
3. A friction material composition comprising on a weight basis from about 20% to about 35% iron powder, from about 0.1% to about 1.5% hexamethylene tetramine, from about 10% to about 15% steel fiber or asbestos, from about 8% to about 14% phenolic resin, from about 7% to about 11% graphite and of from about 0.08% to about 4.2% of an essentially sulfur-free lignin with low water solubility on a weight basis with said composition.
4. The composition of claim 3 wherein said lignin is an organosolv lignin.
5. A method for reducing noise within the range of human hearing, said noise resulting from friction element performance, said method comprising the step of incorporating in a friction element formulation a friction material composition comprising an essentially sulfur-free lignin with low water solubility, said lignin replacing from about 1 to about 30% on a weight basis with the phenolic resin in said friction material composition.
6. The method of claim 5 wherein said lignin is an organosolv lignin.
7. A method for reducing noise within the range of human hearing, said noise resulting from friction element performance, said method comprising the step of incorporating in a friction element formulation a friction material composition comprising on a weight basis from about 20% to about 35% iron powder, from about 0.1% to about 1.5% hexamethylene tetramine, from about 10% to about 15% steel fiber or asbestos, from about 8% to about 14% phenolic resin, from about 7% to about 11% graphite and of from about 0.08% to about 4.2% of an essentially sulfur-free lignin with low water solubility on a weight basis with said composition.
8. The method of claim 7 wherein said lignin is an organosolv lignin.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9515769A JPH11513726A (en) | 1995-10-18 | 1995-10-18 | Lignin based friction material |
| BR9510654-5A BR9510654A (en) | 1995-10-18 | 1995-10-18 | Composition of friction material and noise reduction process within the range of human hearing. |
| EP95939523A EP0856030A4 (en) | 1995-10-18 | 1995-10-18 | Lignin-based friction material |
| CA002242554A CA2242554A1 (en) | 1995-10-18 | 1995-10-18 | Lignin-based friction material |
| PCT/US1995/013286 WO1997014747A1 (en) | 1995-10-18 | 1995-10-18 | Lignin-based friction material |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA002242554A CA2242554A1 (en) | 1995-10-18 | 1995-10-18 | Lignin-based friction material |
| PCT/US1995/013286 WO1997014747A1 (en) | 1995-10-18 | 1995-10-18 | Lignin-based friction material |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1997014747A1 true WO1997014747A1 (en) | 1997-04-24 |
Family
ID=25680355
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US1995/013286 WO1997014747A1 (en) | 1995-10-18 | 1995-10-18 | Lignin-based friction material |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0856030A4 (en) |
| JP (1) | JPH11513726A (en) |
| CA (1) | CA2242554A1 (en) |
| WO (1) | WO1997014747A1 (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1319860A1 (en) * | 2001-12-12 | 2003-06-18 | Aisin Kako Kabushiki Kaisha | Dry clutch facing and its manufacturing method |
| WO2013101397A1 (en) * | 2011-12-30 | 2013-07-04 | Renmatix, Inc. | Compositions comprising lignin |
| EP2631276A1 (en) * | 2012-02-27 | 2013-08-28 | Akebono Brake Industry Co., Ltd. | Friction Material |
| US8840995B2 (en) * | 2011-05-04 | 2014-09-23 | Renmatix, Inc. | Lignin production from lignocellulosic biomass |
| EP2918627A1 (en) | 2014-03-13 | 2015-09-16 | Nederlandse Organisatie voor toegepast- natuurwetenschappelijk onderzoek TNO | Lignin compound |
| EP2918640A1 (en) | 2014-03-13 | 2015-09-16 | Nederlandse Organisatie voor toegepast- natuurwetenschappelijk onderzoek TNO | Bitumen composition |
| US9534650B2 (en) | 2012-03-23 | 2017-01-03 | Akebono Brake Industry Co., Ltd. | Friction material |
| US10053745B2 (en) | 2010-01-19 | 2018-08-21 | Renmatix, Inc. | Production of fermentable sugars and lignin from biomass using supercritical fluids |
| US10059730B2 (en) | 2013-03-15 | 2018-08-28 | Renmatix, Inc. | High purity lignin, lignin compositions, and higher structured lignin |
| US10793646B2 (en) | 2014-09-26 | 2020-10-06 | Renmatix, Inc. | Adhesive compositions comprising type-II cellulose |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5918585B2 (en) * | 2012-03-23 | 2016-05-18 | 曙ブレーキ工業株式会社 | Friction material manufacturing method |
| CN109851733B (en) * | 2018-12-29 | 2020-05-01 | 江南大学 | Lignin-based phenolic resin and preparation and application thereof |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4239666A (en) * | 1979-03-02 | 1980-12-16 | The Bendix Corporation | Lignin modified friction material |
| US4764596A (en) * | 1985-11-05 | 1988-08-16 | Repap Technologies Inc. | Recovery of lignin |
| US4920159A (en) * | 1987-12-28 | 1990-04-24 | Allies-Signal Inc. | Friction resistant composition |
| US5010156A (en) * | 1988-05-23 | 1991-04-23 | Eastman Kodak Company | Organosolv lignin-modified phenolic resins and method for their preparation |
| US5196460A (en) * | 1990-05-29 | 1993-03-23 | Repap Technologies Inc. | Rubber compositions containing high purity lignin derivatives |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6022011B2 (en) * | 1975-04-21 | 1985-05-30 | ザ・ベンデイクス・コ−ポレ−ション | organic friction material |
| JPS57111373A (en) * | 1980-12-27 | 1982-07-10 | Sumitomo Electric Ind Ltd | Friction material for brake |
| EP0540835B1 (en) * | 1991-11-07 | 1996-03-06 | Rütgerswerke Aktiengesellschaft | Binder based on lignin and synthetic resins |
| JPH0617030A (en) * | 1992-06-30 | 1994-01-25 | Tokico Ltd | Brake friction material |
-
1995
- 1995-10-18 CA CA002242554A patent/CA2242554A1/en not_active Abandoned
- 1995-10-18 EP EP95939523A patent/EP0856030A4/en not_active Withdrawn
- 1995-10-18 WO PCT/US1995/013286 patent/WO1997014747A1/en not_active Application Discontinuation
- 1995-10-18 JP JP9515769A patent/JPH11513726A/en active Pending
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Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1319860A1 (en) * | 2001-12-12 | 2003-06-18 | Aisin Kako Kabushiki Kaisha | Dry clutch facing and its manufacturing method |
| US10858712B2 (en) | 2010-01-19 | 2020-12-08 | Renmatix, Inc. | Production of fermentable sugars and lignin from biomass using supercritical fluids |
| US10053745B2 (en) | 2010-01-19 | 2018-08-21 | Renmatix, Inc. | Production of fermentable sugars and lignin from biomass using supercritical fluids |
| US8840995B2 (en) * | 2011-05-04 | 2014-09-23 | Renmatix, Inc. | Lignin production from lignocellulosic biomass |
| US8759498B2 (en) | 2011-12-30 | 2014-06-24 | Renmatix, Inc. | Compositions comprising lignin |
| US9255188B2 (en) | 2011-12-30 | 2016-02-09 | Renmatix, Inc. | Compositions comprising lignin |
| US9963555B2 (en) | 2011-12-30 | 2018-05-08 | Renmatix, Inc. | Compositions comprising lignin |
| WO2013101397A1 (en) * | 2011-12-30 | 2013-07-04 | Renmatix, Inc. | Compositions comprising lignin |
| CN103289301A (en) * | 2012-02-27 | 2013-09-11 | 曙制动器工业株式会社 | Friction material |
| EP2631276A1 (en) * | 2012-02-27 | 2013-08-28 | Akebono Brake Industry Co., Ltd. | Friction Material |
| US9534650B2 (en) | 2012-03-23 | 2017-01-03 | Akebono Brake Industry Co., Ltd. | Friction material |
| US10059730B2 (en) | 2013-03-15 | 2018-08-28 | Renmatix, Inc. | High purity lignin, lignin compositions, and higher structured lignin |
| EP2918627A1 (en) | 2014-03-13 | 2015-09-16 | Nederlandse Organisatie voor toegepast- natuurwetenschappelijk onderzoek TNO | Lignin compound |
| EP2918640A1 (en) | 2014-03-13 | 2015-09-16 | Nederlandse Organisatie voor toegepast- natuurwetenschappelijk onderzoek TNO | Bitumen composition |
| WO2015137813A1 (en) | 2014-03-13 | 2015-09-17 | Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno | Bitumen composition |
| US11453779B2 (en) | 2014-03-13 | 2022-09-27 | Nederlandse Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek Tno | Bitumen composition |
| US10793646B2 (en) | 2014-09-26 | 2020-10-06 | Renmatix, Inc. | Adhesive compositions comprising type-II cellulose |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH11513726A (en) | 1999-11-24 |
| EP0856030A1 (en) | 1998-08-05 |
| CA2242554A1 (en) | 1997-04-24 |
| EP0856030A4 (en) | 1999-11-17 |
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