US2272876A - Grinding wheel - Google Patents

Grinding wheel Download PDF

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US2272876A
US2272876A US405243A US40524341A US2272876A US 2272876 A US2272876 A US 2272876A US 405243 A US405243 A US 405243A US 40524341 A US40524341 A US 40524341A US 2272876 A US2272876 A US 2272876A
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acid
furfural
resin
formaldehyde
hundred
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US405243A
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Samuel S Kistler
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Saint Gobain Abrasives Inc
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Norton Co
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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B24GRINDING; POLISHING
    • B24DTOOLS FOR GRINDING, BUFFING OR SHARPENING
    • B24D3/00Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents
    • B24D3/02Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents the constituent being used as bonding agent
    • B24D3/20Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents the constituent being used as bonding agent and being essentially organic
    • B24D3/28Resins or natural or synthetic macromolecular compounds
    • B24D3/285Reaction products obtained from aldehydes or ketones
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/20Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08L61/22Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds

Definitions

  • the invention relates to grinding wheels and other abrasive bodies bonded with organic bond.
  • One object of the invention is to provide an improved dry snagging wheel.
  • Another object of the invention is to provide a grinding wheel or other abrasive body which, in various embodiments, may be substituted for abrasive bodies bonded with shellac, rubber, or phenol formaldehyde, and which will remove a greater amount of metal for a given wheel wear.
  • Another object of the invention is to provide a resin bond for the manufacture of grinding wheels and other abrasive bodies having a chemical reaction with the work piece to increase the abrading action.
  • Another object of the invention is to provide an ingredient for addition to an aromatic amine-aldehyde polymer which causes adidtional curing thereof when heated.
  • Another object of the invention is to improve an aniline formaldehyde polymer. Another object of the invention is to improve an aniline formaldehyde bonded grinding wheel or other abrasive body.
  • Another object of the invention is to get an acid to the surface of the work piece being ground without spreading it all over the work piece
  • the invention accordingly consists in the features of construction, combinations of elements,
  • I provide a quantity of abrasive grain, a quantity of a primary aromatic amine, .a quantity of aldehyde, and a quantity of an aromatic amine di-hydrohalide, the halogen being selected from the group consisting of chlorine, bromine and iodine.
  • the latter substances react with the polymer of the aromatic amine and aldehyde.
  • I take aniline or other aromatic amine and formaldehyde or other aldehyde and condense them in the presence of a strong acid, and then I modify the condensate with an aromatic amine di-hydrohalide.
  • I first produce a polymer from the reaction of one molecular proportion of aniline with between one and three molecular proportions of formaldehyde in the presence of at least approximately one molecular proportion of an acid at least as strong as phosphoric acid.
  • the polymer thus formed is powdered.
  • While the preferred aromatic amine is aniline, I may use other primary aromatic amines, such as metaphenylene diamine, metatoluidine and diamino diphenyl methane.
  • the preferred aldehyde used in my invention is formaldehyde and so far as I know this gives .better results than other aldehydes.
  • the invention contemplates the use of any type of abrasive grain desired, for example, fused alumina and other kinds of alumina such as emery or corundum, silicon carbide or other hard carbide, quartz, or diamonds.
  • 20% excess of formaldehyde has adjacent chains connected with methylene groups to form a tough, heat resistant, semi-thermoplastic resin.
  • n 11 a H or meta-phenylene diamine di-hydrochloride
  • the aromatic diamine di-hydrochloride cross links the resin chains and increases the strength of the resin.
  • snagging wheels the purpose of which is to clean off the fins, risers, cores and the like from rough castings and to smooth billets and the like prior to rolling. Snagging involves the removal of much metal and usually in snagging operations the desideratum is to remove metal as quickly as possible with a minimum amount of wheel wear.
  • Example I Eight hundred and fifty-eight cubic centimeters of aniline is dissolved in eight liters of water containing nine and three-tenths mols of hydrochloric acid. To this is added seven hundred and fifty cubic centimeters of formalin solution containing four-tenths gram of formaldehyde per cubic centimeter. After standing for one hour, a quantity of sodium hydroxide is added equivalent to the hydrochloric acid present. The precipitated resin is filtered, washed, dried and ground to a fine powder. Into each ten pounds of this powdered resin I mix two and two-tenths pounds of para-phenylene diamine til-hydrochloride.
  • Para-phenylene diamine di-hydrochloride and the others heretofore mentioned and other aromatic diamine di-hydrohalides have the property of giving ofi hydrogen halide when heated to a temperature of the order of 500 C. When cooled down well below that point, they no longer give up hydrogen halide.
  • the furyl groups connecting benzene rings are derived from furfural (the aldehyde of furfurane) which is used to wet the abrasive grains.
  • furfural the aldehyde of furfurane
  • a furyl group will be found replacing one hydrogen atom attached to the carbon atom of some of the methylene groups connecting the amino groups to the opposite ring.
  • the connection is through a furyl group.
  • Example II Thirty-seven pounds of #14 mesh fused alumina abrasive is placed in a mixing pan and wet with five hundred and forty cubic centimeters of furfural. To this are added nine pounds of the resin and di-hydro-halogenated aromatic diamine of Example I and two pounds of cryolite. The mixture, is spread in a sixteen inch mold with a six inch arbor and hot pressed for two hours at a temperature of C. and under a pressure of five hundred tons. Such a wheel will give as good a finish on stainless steel as a rubber wheel,; but is more durable. It may be noted at this point that cold pressing can be resorted toby reason of the plasticizing of the abrasive with furfural. However, the results are not as satisfactory as when the hot pressing method is used. Furthermore, the addition of furfural definitely increases the plasticity and provides a better product made by the hot pressing method.
  • Example III Nineteen hundred and eighty grams of diamino diphenyl methane are dissolved in eight liters of water containing twenty mols of hydrochloric acid. To this solution is added eight hundred cubic centimeters of formalin solution containing four tenths gram formaldehyde per cubic centimeter. After standing for one hour a quantity of sodium hydroxide is added equivalent to the hydrochloric acid used. The precipitated resin is filtered, washed, dried, and ground to a fine powder.
  • Example I V One thousand and eighty grams of metaphenylene diamine is dissolved in eight liters of water containing twenty mols of hydrochloric acid. To this solution is added six hundredcubic centimeters of formalin, solution containing fourtenths gram formaldehyde per cubic centimeter. After standing for one hour, a quantity of sodium hydroxide is added equivalent to the hydro- Example V
  • Nine hundred and thirty grams of aniline and and two liters of water containing eleven mols of hydrochloric acid are mixed with six hundred and seventy cubic centimeters of furfural and I heated to 80 C. overnight. The solid mix resulting is ground and suspended in water containing sodium hydroxide equivalent to the hy-' drochloric acid used. After neutralization is complete, the powder is filtered, washed and dried.
  • Example VI Ten hundred and seventy grams of meta toluidine are dissolved in eight liters of water containing ten and two tenths mols of phosphoric acid. To this solution is added seven hundred and fifty cubic centimeters of formaldehyde solution containing four tenths of a gram of formaldehyde per cubic centimeter. After standing for one hour, a quantity of sodium hydroxide is added equivalent to the phosphoric acid used. The precipitated resin is filtered, washed, dried and ground to a fine powder.
  • Every example of the invention constitutes abrasive grains bonded with a halogenated primary amine-aldehyde resin.
  • the halogen is derived from the aromatic dlamine dl-hydrohalides.
  • the di-hydrobromide and the di-hydroiodide respectively, may be substituted for the di-hydrochloride and the same proportions can be used.
  • the fluorine compounds are believed to be too stable. While I have mentioned specific curing temperatures, it should be understood that any temperature between 130 C. and 190 C. may be used for curing any of the resins with the aromatic amine di-hydrohalide.
  • An abrasive body comprising abrasive grains bonded with the condensation product of a molecular proportion of primary aromatic amine and between one and three molecular proportions of aldehyde selected from the group consisting of formaldehyde and furfural, condensed eight inch mold and pressed under a pressure of inthe presence of at least approximately one molecular proportion of acid at least as strong as phosphoric acid and reacted by heating at resin curing temperatures with an aromatic amine di-hydrolnalide, the halogen being selected from the group consisting of chlorine, bromine and iodine.
  • An abrasive body comprising abrasive grains bonded with the condensation product of one molecular proportion of aniline and between one and three molecular proportions of aldehyde selected from the group consisting of formaldehyde and furfural, condensed in the presence of at least approximately one molecular proportion of acid at least as strong as phosphoric acid, andreacted by heating at resin curing temperatures with an aromatic amine di-hydrohalide, the condensation product of one molecular proportion of aniline and between one and three molecular proportions of aldehyde selected from the group consisting of formaldehyde and furfural, condensed in the presence of at least approximately one molecular proportion of acid at least as strong as phosphoric acid, andreacted by heating at resin curing temperatures with an aromatic amine di-hydrohalide, the condensation product of one molecular proportion of aniline and between one and three molecular proportions of aldehyde selected from the group consisting of formaldehyde and furfural, condensed
  • halogen being selected from the group consisting of chlorine, bromine and iodine.
  • An abrasive body comprising abrasive grains bonded with the condensation product of one molecular proportion of primary aromatic amine and between one and three molecular proportions of formaldehyde, condensed in the presence of at least approximately one molecular proportion of an acid at least as strong as phosphoric acid and reacted by heating at resin curing temperatures with an aromatic amine di-hydrohalide, the halogen being selected from the group consisting of chlorine, bromine and iodine.
  • An abrasive body comprising abrasive grains bonded with the condensation product of one molecular proportionof aniline and between one and three molecular proportions oi aldehyde consisting at least in part of formaldehyde, condensed in the presence of at least approximately one molecular proportion of acid at least as strong as phosphoric acid and reacted by heating at resin curing temperatures with an aromatic amine di-hydrohalide, the halogen being selected from the group consisting of chlorine, bromine and iodine.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polishing Bodies And Polishing Tools (AREA)

Description

Patented Feb. 10, 1942 GRINDING WHEEL Samuel S. Kistler, West Boylston, Mass, assignor to Norton Company, Worcester, Mass, a corporation of Massachusetts No Drawing. Application August 2, 1941,
Serial No. 405,243
8 Claims.
The invention relates to grinding wheels and other abrasive bodies bonded with organic bond.
One object of the invention is to provide an improved dry snagging wheel. Another object of the invention is to provide a grinding wheel or other abrasive body which, in various embodiments, may be substituted for abrasive bodies bonded with shellac, rubber, or phenol formaldehyde, and which will remove a greater amount of metal for a given wheel wear.
Another object of the invention is to provide a resin bond for the manufacture of grinding wheels and other abrasive bodies having a chemical reaction with the work piece to increase the abrading action. Another object of the invention is to provide an ingredient for addition to an aromatic amine-aldehyde polymer which causes adidtional curing thereof when heated.
Another object of the invention is to improve an aniline formaldehyde polymer. Another object of the invention is to improve an aniline formaldehyde bonded grinding wheel or other abrasive body.
Another object of the invention is to get an acid to the surface of the work piece being ground without spreading it all over the work piece,
thereby increasing the effectiveness of the grinding operation without etching the work piece or causing it to rust or otherwise detrimentally affecting it and without such disadvantages as spraying acid upon the operator, upon the grinding machine, or corroding the coolant pipes or coolant pump. Other objects will be in part obvious or in part pointed out hereinafter.
The invention accordingly consists in the features of construction, combinations of elements,
arrangements of atoms, and in the several steps and relation and order of each of said steps to one or more of the others thereof, all as will be illustratively described herein, and the scope of the application of which will be indicated in the following claims.
I provide a quantity of abrasive grain, a quantity of a primary aromatic amine, .a quantity of aldehyde, and a quantity of an aromatic amine di-hydrohalide, the halogen being selected from the group consisting of chlorine, bromine and iodine. The latter substances react with the polymer of the aromatic amine and aldehyde. According to the present invention I take aniline or other aromatic amine and formaldehyde or other aldehyde and condense them in the presence of a strong acid, and then I modify the condensate with an aromatic amine di-hydrohalide. Preferably I first produce a polymer from the reaction of one molecular proportion of aniline with between one and three molecular proportions of formaldehyde in the presence of at least approximately one molecular proportion of an acid at least as strong as phosphoric acid. The polymer thus formed is powdered.
I now take a quantity of abrasive grains, plasticize it with furfural, for example, then add the aniline formaldehyde polymer together with a quantity of an aromatic amine di-hydrohalide, for example, paraphenylene-diamine di-hydrochloride. I preferably mix the foregoing in a mixing machine until each granule is coated with the powdered constituents, thus producing what is called a dry granular mix. From this mixture I mold an abrasive body, press and heat the whole to a temperature capable of causing further reaction and suflicient to fuse the aniline formaldehyde resin. I can use any temperature from C. to C. inclusive with satisfactory results, and very likely temperatures outside of this range will give a satisfactory product.
While the preferred aromatic amine is aniline, I may use other primary aromatic amines, such as metaphenylene diamine, metatoluidine and diamino diphenyl methane. The preferred aldehyde used in my invention is formaldehyde and so far as I know this gives .better results than other aldehydes. Secondly, however, I may use furfural to prepare the aromatic amine resin. A distinction must be made between a furfural aromatic amine resin, as such, and an abrasive body the abrasive grains of which were plasticized with furfural and the bond of which is I findmodified aromatic amine formaldehyde. that as a practical matter to facilitate the use of "the dry granular mix method of making abrasive articles and also for hot pressing, it is quite desirable to plasticize the abrasive grains with furfural. During the curing reaction furyl methylene groups attach themselves to the benzene rings of the resin, linking the rings together and increasing the strength of the resin, when furfural is added at this stage. However, within the scope of the invention, the amine-aldehyde resin with abrasive grains and aromatic amine dihydrohalide may be hot pressed and furfural may be dispensed with. Also it is practical to use other liquid plasticizers.
The invention contemplates the use of any type of abrasive grain desired, for example, fused alumina and other kinds of alumina such as emery or corundum, silicon carbide or other hard carbide, quartz, or diamonds.
Aniline, 7
in the presence of a strong acid, reacts with formaldehyde, HCHO,to produce a long chain polymer which, when an excess of formaldehyde above the stoichiometric proportions is used, for
example, 20% excess of formaldehyde, has adjacent chains connected with methylene groups to form a tough, heat resistant, semi-thermoplastic resin.
When para-phenylene diamine di-hydrochloride,
n 11 a H or meta-phenylene diamine di-hydrochloride,
or benzidine di-hydrochloride,
is added to the polymer formed from aniline and formaldehyde and the mixture is heated to between 130 C. and 190 C.,'the aromatic diamine di-hydrochloride cross links the resin chains and increases the strength of the resin. When such a resin is used for the bond of a grinding wheel, I find that superior results in grinding can be achieved. The invention has particular utility when embodied in snagging wheels the purpose of which is to clean off the fins, risers, cores and the like from rough castings and to smooth billets and the like prior to rolling. Snagging involves the removal of much metal and usually in snagging operations the desideratum is to remove metal as quickly as possible with a minimum amount of wheel wear.-
It is my belief that one of the improved results in grinding with wheels made according to the present invention is due to the release of hydrogen chloride, hydrogen bromide or hydrogen iodide at the grinding line from the bond, caused by the generation of heat at this line, and the reaction of the thus liberated acid halide with the metal of the work piece. It is my theory that the chips of metal clear themselves from the abrasive grains more readily when their adhesion to the abrasive grains is broken by the presence of an acid. It should be noted that the result is accomplished without the use of any liquid acid and, in fact, without any free acid excepting at the grinding line. At this point alone is the temperature high enough to liberate the acid from the molecule and cause its reaction with metal.
Considering now certain specific examples of the manufacture of grinding wheels in accordance with the present invention, I may proceed as follows:
Example I Eight hundred and fifty-eight cubic centimeters of aniline is dissolved in eight liters of water containing nine and three-tenths mols of hydrochloric acid. To this is added seven hundred and fifty cubic centimeters of formalin solution containing four-tenths gram of formaldehyde per cubic centimeter. After standing for one hour, a quantity of sodium hydroxide is added equivalent to the hydrochloric acid present. The precipitated resin is filtered, washed, dried and ground to a fine powder. Into each ten pounds of this powdered resin I mix two and two-tenths pounds of para-phenylene diamine til-hydrochloride.
Twenty-eight and one-tenth pounds of a porous, relatively pure grade of fused alumina abrasive, #20 mesh grit size, is now wet with twenty-three hundredths of a pound of furfural. Five and nine-tenths pounds of the above mixture of aniline formaldehyde resin and the diamine di-hydrochloride are intimately mixed with the fused alumina wet with furfural, spread in an eighteen inch mold with a five inch arbor. and hot pressed for one hour and a half at a temperature of 160 C. under a pressure of three tons per square inch. The wheel is then stripped from the mold.
Para-phenylene diamine di-hydrochloride and the others heretofore mentioned and other aromatic diamine di-hydrohalides (including the dihydrobromides and di-hydroiodides) have the property of giving ofi hydrogen halide when heated to a temperature of the order of 500 C. When cooled down well below that point, they no longer give up hydrogen halide.
The furyl groups connecting benzene rings are derived from furfural (the aldehyde of furfurane) which is used to wet the abrasive grains. When furfural is substituted in whole or in part for formaldehyde in the original condensation process, a furyl group will be found replacing one hydrogen atom attached to the carbon atom of some of the methylene groups connecting the amino groups to the opposite ring. In other words, the connection is through a furyl group. It will be seen that it is more advantageous to plasticize the abrasive grains with furfural because thereby a number of additional linkages are provided in the polymeric structure, making it stronger.
Example II Thirty-seven pounds of #14 mesh fused alumina abrasive is placed in a mixing pan and wet with five hundred and forty cubic centimeters of furfural. To this are added nine pounds of the resin and di-hydro-halogenated aromatic diamine of Example I and two pounds of cryolite. The mixture, is spread in a sixteen inch mold with a six inch arbor and hot pressed for two hours at a temperature of C. and under a pressure of five hundred tons. Such a wheel will give as good a finish on stainless steel as a rubber wheel,; but is more durable. It may be noted at this point that cold pressing can be resorted toby reason of the plasticizing of the abrasive with furfural. However, the results are not as satisfactory as when the hot pressing method is used. Furthermore, the addition of furfural definitely increases the plasticity and provides a better product made by the hot pressing method.
Example III Nineteen hundred and eighty grams of diamino diphenyl methane are dissolved in eight liters of water containing twenty mols of hydrochloric acid. To this solution is added eight hundred cubic centimeters of formalin solution containing four tenths gram formaldehyde per cubic centimeter. After standing for one hour a quantity of sodium hydroxide is added equivalent to the hydrochloric acid used. The precipitated resin is filtered, washed, dried, and ground to a fine powder.
Eight hundred and eight-five grams of #60 mesh fused alumina is mixed dry with one hundred and sixty grams of the above powdered resin and forty-nine grams of benzidine di-hydrochloride. This mixture is spread in an eight inch mold and pressed at a temperature of 175 C. under a pressure of one hundred and fifty tons for half an hour. This constitutes a grinding wheel the resin bond of which is hard, tough and heat resistant. This bond likewise during grinding liberates hydrogen chloride at the grinding line.
Example I V One thousand and eighty grams of metaphenylene diamine is dissolved in eight liters of water containing twenty mols of hydrochloric acid. To this solution is added six hundredcubic centimeters of formalin, solution containing fourtenths gram formaldehyde per cubic centimeter. After standing for one hour, a quantity of sodium hydroxide is added equivalent to the hydro- Example V Nine hundred and thirty grams of aniline and and two liters of water containing eleven mols of hydrochloric acid are mixed with six hundred and seventy cubic centimeters of furfural and I heated to 80 C. overnight. The solid mix resulting is ground and suspended in water containing sodium hydroxide equivalent to the hy-' drochloric acid used. After neutralization is complete, the powder is filtered, washed and dried.
Eight hundred and eighty-five grams of #60 mesh fused alumina is first wet with thirty cubic centimeters of furfural. Then one hundred and sixty 'grams of the above powdered resin and twenty grams of para-phenylene diamine dihydrochloride are added. This mixture is spread in an eight inch mold and pressed under a pressure of two hundred tons. It is then stripped from the mold and the green wheel is baked in an autoclave under a pressure of seven atmospheres at a temperature gradually rising to 175 C. and maintained at this temperature forthree hours.
Example VI Ten hundred and seventy grams of meta toluidine are dissolved in eight liters of water containing ten and two tenths mols of phosphoric acid. To this solution is added seven hundred and fifty cubic centimeters of formaldehyde solution containing four tenths of a gram of formaldehyde per cubic centimeter. After standing for one hour, a quantity of sodium hydroxide is added equivalent to the phosphoric acid used. The precipitated resin is filtered, washed, dried and ground to a fine powder.
Eight hundred and eighty-five grams of 60 mesh fused alumina is first wet with thirty cubic centimeters of furfural. Then one hundred and sixty grams of the above powdered resin and twenty grams of meta-phenylene diamine dihydrochloric are addedand mixed to produce a dry granular mix. This mixture is spread in an two hundred tons at a temperature of 150 C. for one hour. It is then cooled and stripped from the mold, and is found to be a grinding wheel of superior 'quality. v
For the acid used in condensing the resin, besides hydrochloric and phosphoric, the following acids may also be used:
Hydriodic acid Tri-chloro acetic acid Di-chloro acetic acid Maleic acid Oxalic acid Picric acid Sulphuric acid The requirement is that the acid should be at least as strong as phosphoric acid to give the best results.
Every example of the invention constitutes abrasive grains bonded with a halogenated primary amine-aldehyde resin. The halogen is derived from the aromatic dlamine dl-hydrohalides. In each of the examples the di-hydrobromide and the di-hydroiodide, respectively, may be substituted for the di-hydrochloride and the same proportions can be used. The fluorine compounds, however, are believed to be too stable. While I have mentioned specific curing temperatures, it should be understood that any temperature between 130 C. and 190 C. may be used for curing any of the resins with the aromatic amine di-hydrohalide.
It will thus be seen that there has been provided by this invention a composition of matter, an article of manufacture, and an art in which the various objects hereinabove set forth together with many thoroughly practical advantages are successfully achieved. As various possible embodiments might be made of the mechanical features of the above invention and as the art herein described might be varied in various parts, all without departing from the scope of the invention, it is to be understood that all matter hereinbefore set forth is to be interpreted as illustrative and not in a limiting sense. I claim: r 1. An abrasive body comprising abrasive grains bonded with the condensation product of a molecular proportion of primary aromatic amine and between one and three molecular proportions of aldehyde selected from the group consisting of formaldehyde and furfural, condensed eight inch mold and pressed under a pressure of inthe presence of at least approximately one molecular proportion of acid at least as strong as phosphoric acid and reacted by heating at resin curing temperatures with an aromatic amine di-hydrolnalide, the halogen being selected from the group consisting of chlorine, bromine and iodine.
2. An abrasive body comprising abrasive grains bonded with the condensation product of one molecular proportion of aniline and between one and three molecular proportions of aldehyde selected from the group consisting of formaldehyde and furfural, condensed in the presence of at least approximately one molecular proportion of acid at least as strong as phosphoric acid, andreacted by heating at resin curing temperatures with an aromatic amine di-hydrohalide, the
halogen being selected from the group consisting of chlorine, bromine and iodine.
3. An abrasive body comprising abrasive grains bonded with the condensation product of one molecular proportion of primary aromatic amine and between one and three molecular proportions of formaldehyde, condensed in the presence of at least approximately one molecular proportion of an acid at least as strong as phosphoric acid and reacted by heating at resin curing temperatures with an aromatic amine di-hydrohalide, the halogen being selected from the group consisting of chlorine, bromine and iodine.
4. An abrasive body comprising abrasive grains bonded with the condensation product of one molecular proportionof aniline and between one and three molecular proportions oi aldehyde consisting at least in part of formaldehyde, condensed in the presence of at least approximately one molecular proportion of acid at least as strong as phosphoric acid and reacted by heating at resin curing temperatures with an aromatic amine di-hydrohalide, the halogen being selected from the group consisting of chlorine, bromine and iodine.
5. An abrasive body according to claim 1 in which the condensation product has benzene rings linked together with furyl methylene groups derived from furfural.
6. An abrasive body according to claim 2 in which the condensation product has benzene rings linked together with furyl methylene groups derived from furfural. l
'7. An abrasive body according to claim 3 in which the condensation product has benzene rings linked together with furyl methylene groups derived from furfural.
8. An abrasive body according to claim 4 in which the product has benzene rings linked together with furfural groups derived from furfural.
SAMUEL S. KISTLER.
US405243A 1941-08-02 1941-08-02 Grinding wheel Expired - Lifetime US2272876A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2875160A (en) * 1950-02-16 1959-02-24 Centrale Suiker Mij Nv Synthetic resin capable for binding organic atom complexes and process for preparingsame

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2875160A (en) * 1950-02-16 1959-02-24 Centrale Suiker Mij Nv Synthetic resin capable for binding organic atom complexes and process for preparingsame

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