KR102535026B1 - 접합된 연마 물품 및 이를 제조하는 방법 - Google Patents
접합된 연마 물품 및 이를 제조하는 방법 Download PDFInfo
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- KR102535026B1 KR102535026B1 KR1020227024516A KR20227024516A KR102535026B1 KR 102535026 B1 KR102535026 B1 KR 102535026B1 KR 1020227024516 A KR1020227024516 A KR 1020227024516A KR 20227024516 A KR20227024516 A KR 20227024516A KR 102535026 B1 KR102535026 B1 KR 102535026B1
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- KR
- South Korea
- Prior art keywords
- delete delete
- catechol
- abrasive particles
- resin
- bonded abrasive
- 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.)
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- 238000000034 method Methods 0.000 title claims description 53
- 239000002245 particle Substances 0.000 claims abstract description 188
- 239000011230 binding agent Substances 0.000 claims abstract description 61
- 238000000576 coating method Methods 0.000 claims abstract description 50
- 239000011248 coating agent Substances 0.000 claims abstract description 43
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 40
- 229920001568 phenolic resin Polymers 0.000 claims abstract description 36
- 239000005011 phenolic resin Substances 0.000 claims abstract description 36
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000011159 matrix material Substances 0.000 claims abstract description 21
- 239000002952 polymeric resin Substances 0.000 claims abstract description 7
- 229920003002 synthetic resin Polymers 0.000 claims abstract description 7
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 claims description 153
- 229920005989 resin Polymers 0.000 claims description 71
- 239000011347 resin Substances 0.000 claims description 71
- 239000002243 precursor Substances 0.000 claims description 65
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 63
- 239000000203 mixture Substances 0.000 claims description 30
- 229920003986 novolac Polymers 0.000 claims description 25
- 229920003987 resole Polymers 0.000 claims description 24
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 15
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 claims description 14
- LNTHITQWFMADLM-UHFFFAOYSA-N gallic acid Chemical compound OC(=O)C1=CC(O)=C(O)C(O)=C1 LNTHITQWFMADLM-UHFFFAOYSA-N 0.000 claims description 14
- RGZHEOWNTDJLAQ-UHFFFAOYSA-N 3,4,5-trihydroxybenzaldehyde Chemical compound OC1=CC(C=O)=CC(O)=C1O RGZHEOWNTDJLAQ-UHFFFAOYSA-N 0.000 claims description 12
- 239000003054 catalyst Substances 0.000 claims description 12
- 239000000178 monomer Substances 0.000 claims description 12
- 229920000642 polymer Polymers 0.000 claims description 11
- PCYGLFXKCBFGPC-UHFFFAOYSA-N 3,4-Dihydroxy hydroxymethyl benzene Natural products OCC1=CC=C(O)C(O)=C1 PCYGLFXKCBFGPC-UHFFFAOYSA-N 0.000 claims description 9
- TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 claims description 8
- IXWOUPGDGMCKGT-UHFFFAOYSA-N 2,3-dihydroxybenzaldehyde Chemical compound OC1=CC=CC(C=O)=C1O IXWOUPGDGMCKGT-UHFFFAOYSA-N 0.000 claims description 8
- UCQUAMAQHHEXGD-UHFFFAOYSA-N 3',4'-dihydroxyacetophenone Chemical compound CC(=O)C1=CC=C(O)C(O)=C1 UCQUAMAQHHEXGD-UHFFFAOYSA-N 0.000 claims description 8
- YQUVCSBJEUQKSH-UHFFFAOYSA-N 3,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C(O)=C1 YQUVCSBJEUQKSH-UHFFFAOYSA-N 0.000 claims description 8
- LPYUENQFPVNPHY-UHFFFAOYSA-N 3-methoxycatechol Chemical compound COC1=CC=CC(O)=C1O LPYUENQFPVNPHY-UHFFFAOYSA-N 0.000 claims description 8
- 239000001263 FEMA 3042 Substances 0.000 claims description 8
- LRBQNJMCXXYXIU-PPKXGCFTSA-N Penta-digallate-beta-D-glucose Natural products OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-PPKXGCFTSA-N 0.000 claims description 8
- GGNQRNBDZQJCCN-UHFFFAOYSA-N benzene-1,2,4-triol Chemical compound OC1=CC=C(O)C(O)=C1 GGNQRNBDZQJCCN-UHFFFAOYSA-N 0.000 claims description 8
- HCZKYJDFEPMADG-TXEJJXNPSA-N masoprocol Chemical compound C([C@H](C)[C@H](C)CC=1C=C(O)C(O)=CC=1)C1=CC=C(O)C(O)=C1 HCZKYJDFEPMADG-TXEJJXNPSA-N 0.000 claims description 8
- CUFLZUDASVUNOE-UHFFFAOYSA-N methyl 3,4-dihydroxybenzoate Chemical compound COC(=O)C1=CC=C(O)C(O)=C1 CUFLZUDASVUNOE-UHFFFAOYSA-N 0.000 claims description 8
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 claims description 8
- 235000015523 tannic acid Nutrition 0.000 claims description 8
- 229940033123 tannic acid Drugs 0.000 claims description 8
- 229920002258 tannic acid Polymers 0.000 claims description 8
- CRPNQSVBEWWHIJ-UHFFFAOYSA-N 2,3,4-trihydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C(O)=C1O CRPNQSVBEWWHIJ-UHFFFAOYSA-N 0.000 claims description 7
- NBTCXIZQSZQNKJ-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)methyl]benzene-1,2,3-triol Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C(O)=C1O NBTCXIZQSZQNKJ-UHFFFAOYSA-N 0.000 claims description 7
- NYUABOGYMWADSF-UHFFFAOYSA-N 5-methylbenzene-1,2,3-triol Chemical compound CC1=CC(O)=C(O)C(O)=C1 NYUABOGYMWADSF-UHFFFAOYSA-N 0.000 claims description 7
- VWPUAXALDFFXJW-UHFFFAOYSA-N benzenehexol Chemical compound OC1=C(O)C(O)=C(O)C(O)=C1O VWPUAXALDFFXJW-UHFFFAOYSA-N 0.000 claims description 7
- 229940074391 gallic acid Drugs 0.000 claims description 7
- 235000004515 gallic acid Nutrition 0.000 claims description 7
- 229940079877 pyrogallol Drugs 0.000 claims description 7
- QMLILIIMKSKLES-UHFFFAOYSA-N triphenylene-2,3,6,7,10,11-hexol Chemical group C12=CC(O)=C(O)C=C2C2=CC(O)=C(O)C=C2C2=C1C=C(O)C(O)=C2 QMLILIIMKSKLES-UHFFFAOYSA-N 0.000 claims description 7
- IBGBGRVKPALMCQ-UHFFFAOYSA-N 3,4-dihydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1O IBGBGRVKPALMCQ-UHFFFAOYSA-N 0.000 claims description 6
- 230000002378 acidificating effect Effects 0.000 claims description 6
- 229960003638 dopamine Drugs 0.000 claims description 6
- 125000000524 functional group Chemical group 0.000 claims description 6
- 229910044991 metal oxide Inorganic materials 0.000 claims description 6
- 150000004706 metal oxides Chemical class 0.000 claims description 6
- ARWCZKJISXFBGI-UHFFFAOYSA-N (3,4-dihydroxyphenyl)-phenylmethanone Chemical compound C1=C(O)C(O)=CC=C1C(=O)C1=CC=CC=C1 ARWCZKJISXFBGI-UHFFFAOYSA-N 0.000 claims description 4
- NUWHYWYSMAPBHK-UHFFFAOYSA-N 3,4-dihydroxybenzonitrile Chemical compound OC1=CC=C(C#N)C=C1O NUWHYWYSMAPBHK-UHFFFAOYSA-N 0.000 claims description 4
- PJZLSMMERMMQBJ-UHFFFAOYSA-N 3,5-ditert-butylbenzene-1,2-diol Chemical compound CC(C)(C)C1=CC(O)=C(O)C(C(C)(C)C)=C1 PJZLSMMERMMQBJ-UHFFFAOYSA-N 0.000 claims description 4
- AQVKHRQMAUJBBP-UHFFFAOYSA-N 4-Bromocatechol Chemical compound OC1=CC=C(Br)C=C1O AQVKHRQMAUJBBP-UHFFFAOYSA-N 0.000 claims description 4
- NFWGQJUHSAGJBE-UHFFFAOYSA-N 4-Fluorocatechol Chemical compound OC1=CC=C(F)C=C1O NFWGQJUHSAGJBE-UHFFFAOYSA-N 0.000 claims description 4
- WWOBYPKUYODHDG-UHFFFAOYSA-N 4-chlorocatechol Chemical compound OC1=CC=C(Cl)C=C1O WWOBYPKUYODHDG-UHFFFAOYSA-N 0.000 claims description 4
- ZBCATMYQYDCTIZ-UHFFFAOYSA-N 4-methylcatechol Chemical compound CC1=CC=C(O)C(O)=C1 ZBCATMYQYDCTIZ-UHFFFAOYSA-N 0.000 claims description 4
- XJNPNXSISMKQEX-UHFFFAOYSA-N 4-nitrocatechol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1O XJNPNXSISMKQEX-UHFFFAOYSA-N 0.000 claims description 4
- FHEHIXJLCWUPCZ-UHFFFAOYSA-N 4-prop-2-enylbenzene-1,2-diol Chemical compound OC1=CC=C(CC=C)C=C1O FHEHIXJLCWUPCZ-UHFFFAOYSA-N 0.000 claims description 4
- XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical compound CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 claims description 4
- JUUBCHWRXWPFFH-UHFFFAOYSA-N Hydroxytyrosol Chemical compound OCCC1=CC=C(O)C(O)=C1 JUUBCHWRXWPFFH-UHFFFAOYSA-N 0.000 claims description 4
- HCZKYJDFEPMADG-UHFFFAOYSA-N erythro-nordihydroguaiaretic acid Natural products C=1C=C(O)C(O)=CC=1CC(C)C(C)CC1=CC=C(O)C(O)=C1 HCZKYJDFEPMADG-UHFFFAOYSA-N 0.000 claims description 4
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- NXPPAOGUKPJVDI-UHFFFAOYSA-N naphthalene-1,2-diol Chemical compound C1=CC=CC2=C(O)C(O)=CC=C21 NXPPAOGUKPJVDI-UHFFFAOYSA-N 0.000 claims description 4
- JRNGUTKWMSBIBF-UHFFFAOYSA-N naphthalene-2,3-diol Chemical compound C1=CC=C2C=C(O)C(O)=CC2=C1 JRNGUTKWMSBIBF-UHFFFAOYSA-N 0.000 claims description 4
- 230000000717 retained effect Effects 0.000 claims description 4
- JFXDYPLHFRYDJD-UHFFFAOYSA-M sodium;6,7-dihydroxynaphthalene-2-sulfonate Chemical compound [Na+].C1=C(S([O-])(=O)=O)C=C2C=C(O)C(O)=CC2=C1 JFXDYPLHFRYDJD-UHFFFAOYSA-M 0.000 claims description 4
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- 229920006026 co-polymeric resin Polymers 0.000 claims description 2
- ZLRROLLKQDRDPI-UHFFFAOYSA-L disodium;4,5-dihydroxybenzene-1,3-disulfonate;hydrate Chemical compound O.[Na+].[Na+].OC1=CC(S([O-])(=O)=O)=CC(S([O-])(=O)=O)=C1O ZLRROLLKQDRDPI-UHFFFAOYSA-L 0.000 claims 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 52
- 239000000463 material Substances 0.000 description 37
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Images
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B24—GRINDING; POLISHING
- B24D—TOOLS FOR GRINDING, BUFFING OR SHARPENING
- B24D3/00—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents
- B24D3/02—Physical 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
- B24D3/20—Physical 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
- B24D3/28—Resins or natural or synthetic macromolecular compounds
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B24—GRINDING; POLISHING
- B24D—TOOLS FOR GRINDING, BUFFING OR SHARPENING
- B24D3/00—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents
- B24D3/001—Physical 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 supporting member
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B24—GRINDING; POLISHING
- B24D—TOOLS FOR GRINDING, BUFFING OR SHARPENING
- B24D3/00—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents
- B24D3/34—Physical features of abrasive bodies, or sheets, e.g. abrasive surfaces of special nature; Abrasive bodies or sheets characterised by their constituents characterised by additives enhancing special physical properties, e.g. wear resistance, electric conductivity, self-cleaning properties
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
- C09K3/14—Anti-slip materials; Abrasives
- C09K3/1436—Composite particles, e.g. coated particles
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- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Mechanical Engineering (AREA)
- Composite Materials (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Polishing Bodies And Polishing Tools (AREA)
Abstract
Description
도 2는 선 2-2를 따라 취한 도 1에 나타낸 예시적인 접합된 연마 절삭 휠의 개략 측단면도이다.
도 3은 카테콜계 중합체 수지를 형성하기 위한 화학 반응을 예시한다.
도 4는 페놀계 중합체 수지를 형성하기 위한 화학 반응을 예시한다.
도 5는 본 명세서에 기재된 실시 형태에 따른 접합된 연마 물품을 형성하는 방법을 예시한다.
도 6은 본 명세서에 기재된 실시 형태에 따른 접합된 연마 물품의 구성요소의 블록도를 예시한다.
도 7은 예시적인 접합된 연마 물품을 예시한다.
본 명세서 및 도면에서 도면 부호의 반복되는 사용은 본 발명의 동일하거나 유사한 특징부 또는 요소를 나타내도록 의도된다. 본 발명의 원리의 범주 및 사상에 속하는 다수의 다른 변형 및 실시 형태가 당업자에 의해 안출될 수 있음을 이해하여야 한다. 도면은 축척대로 도시되지 않을 수 있다.
Claims (38)
- 접합된 연마 물품으로서,
각각의 입자가 한 쪽 면 상에 카테콜-유사 중합체 수지의 코팅을 갖는, 복수의 연마 입자; 및
상기 접합된 연마 물품의 접합된 연마 매트릭스를 형성하는 페놀 수지 결합제를 포함하며, 상기 복수의 연마 입자는 페놀계 결합제 내에 보유되는, 접합된 연마 물품. - 제1항에 있어서, 상기 페놀계 결합제는 레졸 페놀계 결합제를 포함하거나, 또는 상기 페놀계 결합제는 노볼락 페놀계 결합제를 포함하는, 접합된 연마 물품.
- 제1항 또는 제2항에 있어서, 상기 카테콜-유사 중합체는 교호 공중합체를 포함하고, 교호하는 단량체들 중 하나는 추가 작용기를 갖는 카테콜-유형 분자를 포함하는, 접합된 연마 물품.
- 제3항에 있어서, 상기 카테콜-유사 중합체는, 도파민, 4-플루오로카테콜, 4-메틸카테콜, 4-클로로카테콜, 4-브로모카테콜, 1,2-다이하이드록시나프탈렌, 2,3-다이하이드록시나프탈렌, 1,2,4-트라이하이드록시벤젠, 3-메톡시카테콜, 3,4-다이하이드록시벤즈알데하이드, 4-tert-부틸피로카테콜, 3,4-다이하이드록시벤조니트릴, 2,3-다이하이드록시벤즈알데하이드, 3',4'-다이하이드록시아세토페논, 3,4-다이하이드록시벤질 알코올, 3,4-다이하이드록시벤조페논, 4-니트로카테콜, 노르다이하이드로구아이아레트산, 메틸 3,4-다이하이드록시벤조에이트, 4-알릴피로카테콜, 소듐 6,7-다이하이드록시나프탈렌-2-설포네이트, 3,5-다이-tert-부틸카테콜, 2-(3,4-다이하이드록시페닐)에틸 알코올, 3,4-다이하이드록시벤조산, 타이론(tiron) 일수화물, 피로갈롤, 타닌산, 갈산, 5-메틸피로갈롤, 2,3,6,7,10,11-헥사하이드록시트라이페닐렌, 헥사하이드록시벤젠, 3,4,5-트라이하이드록시벤즈알데하이드, 2,3,4-트라이하이드록시벤즈알데하이드, 및 2,3,4,4'-테트라하이드록시다이페닐메탄으로 이루어진 군으로부터 선택되는 단량체를 포함하는, 접합된 연마 물품.
- 제1항 또는 제2항에 있어서, 카테콜 코팅은 상기 복수의 연마 입자의 각각의 약 1% 내지 약 5%를 구성하는, 접합된 연마 물품.
- 접합된 연마 물품을 형성하는 방법으로서,
연마 입자를 제공하는 단계;
상기 연마 입자를 카테콜-유형 수지로 코팅하는 단계;
코팅된 연마 입자를 페놀 수지 결합제와 조합하여 접합된 물품 혼합물을 형성하는 단계; 및
상기 접합된 물품 혼합물을 형상화된 접합된 연마 물품 전구체로 형성하는 단계; 및
상기 접합된 연마 물품을 형성하도록 상기 접합된 연마 물품 전구체를 경화시키는 단계를 포함하는, 방법. - 제6항에 있어서,
카테콜-유사 단량체를 포름알데하이드와 반응시킴으로써 카테콜-유형 수지 코팅을 형성하는 단계를 또한 포함하는, 방법. - 제7항에 있어서, 반응은 상기 카테콜-유사 단량체와 포름알데하이드를 산성 또는 염기성 촉매의 존재 하에 반응시키는 것을 포함하는, 방법.
- 제6항 내지 제8항 중 어느 한 항에 있어서, 상기 코팅은 레졸-유형 카테콜-유형 수지이거나, 또는 노볼락-유형 카테콜-유형 수지인, 방법.
- 연마 입자로서,
금속 산화물계 연마 입자; 및
상기 연마 입자의 면을 덮는 카테콜계 공중합체 수지 코팅을 포함하는, 연마 입자. - 삭제
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| US201962948433P | 2019-12-16 | 2019-12-16 | |
| US62/948,433 | 2019-12-16 | ||
| PCT/IB2020/061855 WO2021124059A1 (en) | 2019-12-16 | 2020-12-11 | Bonded abrasive article and method of making the same |
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