US3296022A - Polymer saturated backing material - Google Patents

Polymer saturated backing material Download PDF

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Publication number
US3296022A
US3296022A US216347A US21634762A US3296022A US 3296022 A US3296022 A US 3296022A US 216347 A US216347 A US 216347A US 21634762 A US21634762 A US 21634762A US 3296022 A US3296022 A US 3296022A
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US
United States
Prior art keywords
saturant
web
nylon
alcohol
solution
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US216347A
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English (en)
Inventor
William F Timmer
Nolan A Curry
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Saint Gobain Abrasives Inc
Original Assignee
Norton Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Norton Co filed Critical Norton Co
Priority to US216347A priority Critical patent/US3296022A/en
Priority to GB34138/66A priority patent/GB1055562A/en
Priority to GB26233/63A priority patent/GB1055561A/en
Priority to FR942636A priority patent/FR1370873A/fr
Priority to SE8752/63A priority patent/SE303269B/xx
Application granted granted Critical
Publication of US3296022A publication Critical patent/US3296022A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • DTEXTILES; PAPER
    • D21PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21HPULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H17/00Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20Macromolecular organic compounds
    • D21H17/33Synthetic macromolecular compounds
    • D21H17/46Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H17/54Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen
    • D21H17/55Polyamides; Polyaminoamides; Polyester-amides
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B24GRINDING; POLISHING
    • B24DTOOLS FOR GRINDING, BUFFING OR SHARPENING
    • B24D11/00Constructional features of flexible abrasive materials; Special features in the manufacture of such materials
    • B24D11/02Backings, e.g. foils, webs, mesh fabrics
    • 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
    • C08L61/04Condensation polymers of aldehydes or ketones with phenols only
    • C08L61/06Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • C08L77/06Polyamides derived from polyamines and polycarboxylic acids
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/41Phenol-aldehyde or phenol-ketone resins
    • DTEXTILES; PAPER
    • D21PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21HPULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H17/00Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20Macromolecular organic compounds
    • D21H17/33Synthetic macromolecular compounds
    • D21H17/46Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H17/47Condensation polymers of aldehydes or ketones
    • D21H17/48Condensation polymers of aldehydes or ketones with phenols
    • DTEXTILES; PAPER
    • D21PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21HPULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H17/00Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20Macromolecular organic compounds
    • D21H17/33Synthetic macromolecular compounds
    • D21H17/46Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H17/54Synthetic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2221Coating or impregnation is specified as water proof
    • Y10T442/2246Nitrogen containing

Definitions

  • the present invention relates in general to an improved saturant for fibrous webs and more particularly to such a saturant and b-ackings made therewith for use as a component of a coated abrasive product.
  • Fibrous webs including among others, woven webs and non-woven webs, such as paper or the like, have commonly been impregnated with various saturants to vary the properties of such webs as desired for the end use in which these webs are a component.
  • One area of use which has been known for many years is the coated abrasive field wherein the webs are used as backings to support a layer of abrasive grains adhesively secured to the web by a hard, rigid binder adhesive. Backings for this use must be capable of withstanding severe strain without tearing or ply separation and hence the use of saturants of various kinds has long been practiced for these products.
  • a further object of the present invention is the provision of a high strength backing especially adapted to serve as a component of a coated abrasive product.
  • the present invention comprises the use, as a saturant or impre-gnant for fibrous webs, of a nylonphenolic resin blend. Small amounts of this saturant have been found to materially strengthen and improve both woven and non-woven fibrous webs, particularly for use as a coated abrasive backing component.
  • the invention contemplates the use as a saturant of a blend of alcohol-soluble nylon with a thermosetting, alkali-catalyzed unmodified phenol-formaldehyde resin.
  • the ratio of nylon to phenolic may range from 6.33:1 to 1:1 and the amount applied will vary, depending on the properties desired and the type of web treated, e.g., 25% to 50% by weight for a woven backing down to 1% or 2% by weight for some paper backings.
  • the alcohol-soluble nylons useful in this invention are those having the functional group:
  • R is the organic radical derived from the alcohol used in forming the functional group as describe-d in United States Letters Patent No. 2,430,923 to Foster et a1.
  • alcohols which introduce radicals having a greater number of carbon atoms may be used as, for example, ethanol, propanol, isopropanol and butanol. If a mixed alkoxymethyl derivative is desired, a mixture of alcohols can be used or different alcohols may be added at different stages of the manufacture of the alcohol-soluble nylon.
  • the N-alkoxymethyl nylons -or filament-forming polyamides used in this invention preferably have a dilution value of 33 or more when the dilution value is determined by the method disclosed in the aforementioned Foster et al.
  • nylons or filament-forming polyamides for use in the present invention. While suitable nylons for use in this invention are commercially available from E. I. du Pont de Nemours & Company, Wilmington, Delaware, U.S.A., such nylons may be prepared as illustrated in the following specific example:
  • nylon marquisette polyhexamethylene adipamide
  • the reaction mixture is maintained at 60 C., and 8 minutes after all the aldehyde solution has been added 1 part of second-stage methanol is added to the reaction mixture. Seventeen minutes later (25 minutes after all the aldehyde solution has been added) 2 parts of thirdstage methanol is added and 5 minutes later the reaction mixture is discharged into a precipitation vessel containing 28 parts of cold aqueous acetone (44% acetone by weight). The resulting solution is stirred vigorously and net-uralized with aqueous ammonia. The product, N-methoxymethyl polyhexamethylene adipamide, precipitates in finely divided, free-settling, granular form. It is separated from the mother liquor by decantation and washed by reslurrying with water. The decanted precipitate is dried in a vacuum at 50 C.
  • polyhexamethylene adipamide instead of polyhexamethylene adipamide, other polyamides such as polyhexamethylene sebacamide or those derived from epsilon-aminocaproic acid, which are readily available commercially, may be used.
  • Interpolymer nylons or filament-forming interpolyamides are well adapted for use in the present invention.
  • Interpolymer nylons or filament-forming interpolyamides used in carrying out this invention are limited to those having suitable intrinsic viscosities and are the reaction product of at least three polyamide-forming reactants of which (a) one is a diprimary diamine containing at least 6, but not more than 14, carbon atoms; (b) one is a dibasic carboxylic acid containing at least 6, but not more than 12, carbon atoms; and (0) one is polyamide-forming material composed of at least one additional reactant different from the two others selected as defined in (a) and (b), which third reactant is, however, selected from other diprimary diamines defined in (a), or other dibasic carboxylic acids defined in (b), or from the polmerizable amino acids or from mixtures of two or more of such different diprimary diamines, such different acids and said amino acids.
  • N-alkoxymethyl polyamides and the interpolyamides and mixture of the former and the latter suitable for use in the present invention have an intrinsic viscosity of 0.4 or more.
  • Intrinsic viscosity V(int.) for purposes of this invention is the limit as 0 goes to 0 of V(sp.)/c wherein c is the concentration and wherein V(sp.) is the specific viscosity and is given by the equation:
  • the polyamides in the form of small /s" x A5") cubes are weighed out to 0.1 mg. as 0.35, 0.5 and 0.75 gram samples and transferred to glass-st'oppered bottles, to each of which exactly 100ml. of 80% formic acid was added. Several hours were required for solution to become complete, and in some instances the solutions were allowed to stand overnight at room temperature.
  • the resin used in the saturant of the present invention is, as aforesaid, a thermosettin-g, alkali-catalyzed resin made from unsubstituted phenol.
  • the ratio of formaldehyde to phenol may vary from 0.95:1 up to 2: 1, with the prefered ratio being 1.7:1.
  • the saturant of the present invention may be applied in any of the ways known to the art and the manner of such application does not form a part of the invention.
  • the following examples illustrate the improvement in tear strength of paper treated with the saturant and also show the formation of a coated abrasive product from a fabric treated with the saturant:
  • Example 2 A standard wood pulp cylinder paper (130 #/papermakers ream) was tested for tear strength without any saturant added and the Elmendorf Tear Strength was found to be 350 gm. cm. Normally, the addition of any curing type saturant to such a paper would reduce the tear strength after cure to below that of the untreated paper. In this case the paper was impregnated with 2% by weight of a methanol solution containing 72% nylon solids and 28% phenolic resin solids. Curing the treated paper for one hour at varying temperatures produced the following tear strengths as measured on the Elmendorf Tear Testing Machine:
  • Example 3 An abrasive belt was formed using as a backing an endless cotton :belt.
  • the fabric used in the backing was a plain Weave cotton having a 38 x 30, 1 x 1 construction and weighing 23.2 pounds per ream.
  • the 'belt was first pre-saturated by passing the same through a two-roll padder and a dip and squeeze with a 2% solution of the nylon-phenolic saturant described below. Saturation of the belt was then canried out by doctoring onto the belt a 28% solution of the saturant, preferably in three applications, to give a total pick-up of 34% saturant based on the weight of the fabric backing.
  • the saturant was a 20% solution of nylon 66 (alcohol-soluble) in methanol mixed with a 75% solids solution of an unmodified phenolformaldehyde resin having a formaldehydezphenol ratio of 1.7:1.
  • nylon 66 alcohol-soluble
  • the saturant was a 20% solution of nylon 66 (alcohol-soluble) in methanol mixed with a 75% solids solution of an unmodified phenolformaldehyde resin having a formaldehydezphenol ratio of 1.7:1.
  • Ninety parts of the nylon solution was added to 10 parts of the phenolic solution and the resin thoroughly dispersed in the nylon. After saturation, the fabric was dried for one-half hour at 160 F. The fabric then contained 6.9 p-ounds/ sandpaper ream of the saturant.
  • a backsize of a slurry of pelletized graphite and phenolic resin in denatured alcohol was then app-lied by a doctor knife to the saturated cloth in an amount of approximately 40% by we ght of the original cloth weight.
  • the backsize was then dried and cured for about one hour at 250 F.
  • the material treated as above was in the form of an endless belt, 4" wide by 75" long. It was next slit to the desired widthin this case, As" x 75".
  • the maker adhesive consisting of a phenolic resin adhesive was then applied to the surface of the belt and a blend of 35 parts diamonds and 65 parts flint .abrasive (both mesh) was applied uniformly to the adhesive. The total weight of grain was 0.63 gram.
  • This product was then heated in step-wise fashion, with the maximum temperature reach- I ing 255 F., to set the maker adhesive, whereupon a size adhesive of a phenol-formaldehyde resin was applied over the abrasive, with a top cure of about one hour at 300 F.
  • the finished belt was found to be capable both of polishing tungsten carbide and also of removing stock in a cutting operation.
  • the diamond-flint abrasive referred to above is described in detail in our co-pending application, Serial No. 211,770, filed July 23, 1962.
  • alcohol-soluble nylon as used herein and in the appended claims, is meant a polyamide as described herein which is soluble in hot methanol or hot ethanol.
  • coated abrasives made on paper treated with such saturant have a tendency towards decreased curl-a definite advantage for this end use. Also, the saturant provides a waterproofing effect on cloth, fibre and paper backings.
  • alkali-catalyzed resin as used herein is meant not only resins catalyzed by a true alkali such as NaOH but also those resins catalyzed by materials having an alkaline pH such as the carbonates, amines, etc.
  • a flexible backing for coated abrasives which comprises:
  • a saturant for said web present in an amount of at least 1% by weight of said web
  • Said saturant comprising the reaction product of an alcohol-soluble nylon having a dilution value of at least 33 and an intrinsic viscosity of at least 0.4 with a thermosetting, alkali-catalyzed, unsubstituted phenolic resin;
  • a flexible backing for coated abrasives which comprises:
  • a saturant for said web present in an amount ranging from 1% to 50% :by weight of said web;
  • Said saturant comprising the reaction product of an alcohol-soluble nylon having a dilution value of at least 33 and an intrinsic viscosity of at least 0.4 with a thermosettin-g, alkali-catalyzed, unsubstituted phenolic resin;
  • a flexible backing for coated abrasives which comprises:
  • a saturant for said web present in an amount of at least 1% by weight of said web
  • Said saturant comprising the reaction product of an alcohol-soluble nylon having a "dilution value of at least 33 and an intrinsic viscosity of at least 0.4 with a thermosetting, alkali-catalyzed, unsubstituted phenolic resin having a formaldehyde to phenol ratio of from 0.95:1 to 2:1;
  • a flexible backing for coated abrasives which comprises:
  • a saturant for said web present in an amount ranging from 1% to 50% by weight of said web;
  • Said saturant comprising the reaction product of an alcohol-soluble nylon having a dilution value of at least 33 and an intrinsic viscosity of at least 0.4 with a thermosetting, alkali-catalyzed, unsubstituted References Cited by the Examiner UNITED STATES PATENTS Hanford 260-43 Watson et a1 26043 Beauchamp 260 -43 Ball 51-298.1 Works et a1. 260-43 WILLIAM D. MARTIN, Primary Examiner.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Mechanical Engineering (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Paper (AREA)
  • Laminated Bodies (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Polishing Bodies And Polishing Tools (AREA)
US216347A 1962-08-13 1962-08-13 Polymer saturated backing material Expired - Lifetime US3296022A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
US216347A US3296022A (en) 1962-08-13 1962-08-13 Polymer saturated backing material
GB34138/66A GB1055562A (en) 1962-08-13 1963-07-02 Synthetic resin saturant for fibrous webs
GB26233/63A GB1055561A (en) 1962-08-13 1963-07-02 Synthetic resin saturant for fibrous webs
FR942636A FR1370873A (fr) 1962-08-13 1963-07-25 Agent de saturation pour bandes fibreuses, notamment pour supports d'abrasifs appliqués
SE8752/63A SE303269B (enExample) 1962-08-13 1963-08-09

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US216347A US3296022A (en) 1962-08-13 1962-08-13 Polymer saturated backing material

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US3296022A true US3296022A (en) 1967-01-03

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US216347A Expired - Lifetime US3296022A (en) 1962-08-13 1962-08-13 Polymer saturated backing material

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US (1) US3296022A (enExample)
GB (2) GB1055561A (enExample)
SE (1) SE303269B (enExample)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3787273A (en) * 1971-06-07 1974-01-22 Norton Co Low stretch sectional abrasive belts
WO2000037561A1 (en) * 1998-12-22 2000-06-29 3M Innovative Properties Company Aminoplast resin/thermoplastic polyamide presize coatings for abrasive article backings
US6238449B1 (en) 1998-12-22 2001-05-29 3M Innovative Properties Company Abrasive article having an abrasive coating containing a siloxane polymer
US6312484B1 (en) 1998-12-22 2001-11-06 3M Innovative Properties Company Nonwoven abrasive articles and method of preparing same
WO2016044625A1 (en) * 2014-09-17 2016-03-24 Saint-Gobain Abrasives, Inc. Polymer impregnated backing material, abrasive articles incorporating same, and processes of making and using

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2292442A (en) * 1939-12-18 1942-08-11 Du Pont Polymeric composition
US2609963A (en) * 1949-06-15 1952-09-09 Du Pont Adhesive composition and seam
US2662865A (en) * 1950-05-31 1953-12-15 Sherwin Williams Co Coating composition comprising a polyamide and a phenol-formaldehyde resin dissolved in an aqueous alcohol solution
US2740725A (en) * 1953-07-02 1956-04-03 Bay State Abrasive Products Co Manufacture of flexible abrasive products
US2748046A (en) * 1954-04-12 1956-05-29 Crown Zellerbach Corp Method of edge-surfacing woody products

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2292442A (en) * 1939-12-18 1942-08-11 Du Pont Polymeric composition
US2609963A (en) * 1949-06-15 1952-09-09 Du Pont Adhesive composition and seam
US2662865A (en) * 1950-05-31 1953-12-15 Sherwin Williams Co Coating composition comprising a polyamide and a phenol-formaldehyde resin dissolved in an aqueous alcohol solution
US2740725A (en) * 1953-07-02 1956-04-03 Bay State Abrasive Products Co Manufacture of flexible abrasive products
US2748046A (en) * 1954-04-12 1956-05-29 Crown Zellerbach Corp Method of edge-surfacing woody products

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3787273A (en) * 1971-06-07 1974-01-22 Norton Co Low stretch sectional abrasive belts
WO2000037561A1 (en) * 1998-12-22 2000-06-29 3M Innovative Properties Company Aminoplast resin/thermoplastic polyamide presize coatings for abrasive article backings
US6239049B1 (en) 1998-12-22 2001-05-29 3M Innovative Properties Company Aminoplast resin/thermoplastic polyamide presize coatings for abrasive article backings
US6238449B1 (en) 1998-12-22 2001-05-29 3M Innovative Properties Company Abrasive article having an abrasive coating containing a siloxane polymer
US6312484B1 (en) 1998-12-22 2001-11-06 3M Innovative Properties Company Nonwoven abrasive articles and method of preparing same
US6635719B2 (en) 1998-12-22 2003-10-21 3M Innovative Properties Company Aminoplast resin/thermoplastic polyamide presize coatings for abrasive article backings
WO2016044625A1 (en) * 2014-09-17 2016-03-24 Saint-Gobain Abrasives, Inc. Polymer impregnated backing material, abrasive articles incorporating same, and processes of making and using
CN106687254A (zh) * 2014-09-17 2017-05-17 圣戈班磨料磨具有限公司 聚合物浸渍的背衬材料、掺入其的研磨制品、以及制造和使用方法
US9751192B2 (en) 2014-09-17 2017-09-05 Saint-Gobain Abrasives, Inc. Polymer impregnated backing material, abrasive articles incorporating same, and processes of making and using

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Publication number Publication date
GB1055561A (en) 1967-01-18
SE303269B (enExample) 1968-08-26
GB1055562A (en) 1967-01-18

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