KR102526375B1 - 우수한 내오염성을 갖는 1액형 유성 발수제 조성물 및 이의 제조 방법 - Google Patents
우수한 내오염성을 갖는 1액형 유성 발수제 조성물 및 이의 제조 방법 Download PDFInfo
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- polydimethylsiloxane
- polymethylhydrosiloxane
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- 239000005871 repellent Substances 0.000 title claims abstract description 46
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 39
- 239000000203 mixture Substances 0.000 title claims abstract description 38
- 230000002940 repellent Effects 0.000 title claims abstract description 36
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 5
- -1 siloxane compound Chemical class 0.000 claims abstract description 53
- 239000003054 catalyst Substances 0.000 claims abstract description 19
- 229910000077 silane Inorganic materials 0.000 claims abstract description 18
- JOLVYUIAMRUBRK-UHFFFAOYSA-N 11',12',14',15'-Tetradehydro(Z,Z-)-3-(8-Pentadecenyl)phenol Natural products OC1=CC=CC(CCCCCCCC=CCC=CCC=C)=C1 JOLVYUIAMRUBRK-UHFFFAOYSA-N 0.000 claims abstract description 17
- YLKVIMNNMLKUGJ-UHFFFAOYSA-N 3-Delta8-pentadecenylphenol Natural products CCCCCCC=CCCCCCCCC1=CC=CC(O)=C1 YLKVIMNNMLKUGJ-UHFFFAOYSA-N 0.000 claims abstract description 17
- JOLVYUIAMRUBRK-UTOQUPLUSA-N Cardanol Chemical compound OC1=CC=CC(CCCCCCC\C=C/C\C=C/CC=C)=C1 JOLVYUIAMRUBRK-UTOQUPLUSA-N 0.000 claims abstract description 17
- FAYVLNWNMNHXGA-UHFFFAOYSA-N Cardanoldiene Natural products CCCC=CCC=CCCCCCCCC1=CC=CC(O)=C1 FAYVLNWNMNHXGA-UHFFFAOYSA-N 0.000 claims abstract description 17
- PTFIPECGHSYQNR-UHFFFAOYSA-N cardanol Natural products CCCCCCCCCCCCCCCC1=CC=CC(O)=C1 PTFIPECGHSYQNR-UHFFFAOYSA-N 0.000 claims abstract description 17
- 125000002524 organometallic group Chemical group 0.000 claims abstract description 17
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 claims abstract description 16
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 19
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 19
- 229920001843 polymethylhydrosiloxane Polymers 0.000 claims description 17
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 claims description 7
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 claims description 6
- ISKQADXMHQSTHK-UHFFFAOYSA-N [4-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=C(CN)C=C1 ISKQADXMHQSTHK-UHFFFAOYSA-N 0.000 claims description 4
- RJGHQTVXGKYATR-UHFFFAOYSA-L dibutyl(dichloro)stannane Chemical compound CCCC[Sn](Cl)(Cl)CCCC RJGHQTVXGKYATR-UHFFFAOYSA-L 0.000 claims description 4
- JGFBRKRYDCGYKD-UHFFFAOYSA-N dibutyl(oxo)tin Chemical compound CCCC[Sn](=O)CCCC JGFBRKRYDCGYKD-UHFFFAOYSA-N 0.000 claims description 4
- LQRUPWUPINJLMU-UHFFFAOYSA-N dioctyl(oxo)tin Chemical compound CCCCCCCC[Sn](=O)CCCCCCCC LQRUPWUPINJLMU-UHFFFAOYSA-N 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- SBOSGIJGEHWBKV-UHFFFAOYSA-L dioctyltin(2+);dichloride Chemical compound CCCCCCCC[Sn](Cl)(Cl)CCCCCCCC SBOSGIJGEHWBKV-UHFFFAOYSA-L 0.000 claims description 3
- 150000004756 silanes Chemical class 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 8
- 238000010276 construction Methods 0.000 abstract description 5
- 239000003921 oil Substances 0.000 description 20
- 235000019198 oils Nutrition 0.000 description 20
- 230000000052 comparative effect Effects 0.000 description 13
- 238000012360 testing method Methods 0.000 description 12
- 238000004078 waterproofing Methods 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 11
- 239000004567 concrete Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 235000015112 vegetable and seed oil Nutrition 0.000 description 5
- 239000008158 vegetable oil Substances 0.000 description 5
- 230000005611 electricity Effects 0.000 description 4
- 230000003068 static effect Effects 0.000 description 4
- 238000005299 abrasion Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 2
- IUMSDRXLFWAGNT-UHFFFAOYSA-N Dodecamethylcyclohexasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 IUMSDRXLFWAGNT-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 235000021388 linseed oil Nutrition 0.000 description 2
- 239000000944 linseed oil Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 239000010959 steel Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- 244000226021 Anacardium occidentale Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 239000011449 brick Substances 0.000 description 1
- 235000020226 cashew nut Nutrition 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 235000014571 nuts Nutrition 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- AQHHHDLHHXJYJD-UHFFFAOYSA-N propranolol Chemical compound C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 AQHHHDLHHXJYJD-UHFFFAOYSA-N 0.000 description 1
- 238000011076 safety test Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
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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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1656—Antifouling paints; Underwater paints characterised by the film-forming substance
- C09D5/1662—Synthetic film-forming substance
- C09D5/1675—Polyorganosiloxane-containing compositions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/05—Alcohols; Metal alcoholates
- C08K5/053—Polyhydroxylic alcohols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
- C08K5/5419—Silicon-containing compounds containing oxygen containing at least one Si—O bond containing at least one Si—C bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/56—Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
- C08K5/57—Organo-tin compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
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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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
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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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1687—Use of special additives
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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
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/65—Additives macromolecular
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- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
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- Polymers & Plastics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
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Abstract
Description
실시예1 | 실시예2 | 실시예3 | 비교예1 | 비교예2 | |
폴리디메틸실록산 | 7 | 6 | 8 | 7 | 7 |
폴리메틸하이드로실록산 | 3 | 2 | 4 | 7 | 1.5 |
메틸트리에톡시실란 | 1.2 | 1.2 | 1.2 | 1.2 | 1.2 |
카다놀 | 3 | 3 | 3 | 3 | 3 |
1,4-시클로헥산디메탄올 | 43 | 43 | 43 | 43 | 43 |
디메틸카보네이트 | 42 | 44 | 40 | 39 | 43.5 |
디부틸틴디라우릴레이트 | 0.7 | 0.7 | 0.7 | 0.7 | 0.7 |
실시예 1 | 실시예 2 | 실시예 3 | 비교예 1 | 비교예 2 | |
부착강도 | ○ | ○ | ○ | △ | △ |
내마모성 | ○ | ○ | ○ | △ | △ |
내충격성 | ○ | ○ | ○ | X | X |
내후성 | ○ | ○ | ○ | △ | △ |
UV 안정성 | ○ | △ | △ | △ | △ |
내오염성 | ○ | ○ | ○ | X | X |
난연성 | ○ | ○ | ○ | X | X |
Claims (8)
- 실록산 화합물;
실란 화합물;
카다놀;
1,4-시클로헥산디메탄올;
디메틸카보네이트; 및
유기금속촉매를 포함하는 우수한 내오염성을 갖는 1액형 유상 발수제 조성물이고,
상기 실록산 화합물은 폴리디메틸실록산 및 폴리메틸하이드로실록산이며,
상기 폴리디메틸실록산 및 폴리메틸하이드로실록산은 1.5:1 내지 3.5:1의 중량 비율로 포함되고,
상기 실란 화합물은 메틸트리에톡시실란이며,
상기 유기금속 촉매는 디부틸틴디라우릴레이트, 디부틸틴클로라이드, 디부틸틴디아세테이트, 디부틸틴옥사이드, 디옥틸틴클로라이드 및 디옥틸틴옥사이드로 이루어진 군으로부터 선택되고,
상기 1액형 유상 발수제 조성물은 폴리디메틸실록산 6 내지 8 중량%, 폴리메틸하이드로실록산 2 내지 4 중량%, 실란 화합물 1 내지 1.5 중량%, 카다놀 1 내지 5 중량%, 1,4-시클로헥산디메탄올 41 내지 45 중량%, 디메틸카보네이트 40 내지 44 중량% 및 유기금속촉매 0.5 내지 0.9 중량%을 포함하는 우수한 내오염성을 갖는 1액형 유상 발수제 조성물.
- 삭제
- 삭제
- 삭제
- 삭제
- 삭제
- 실록산 화합물, 실란 화합물, 카다놀, 1,4-시클로헥산디메탄올, 디메틸카보네이트 및 유기금속촉매를 넣고 혼합하는 단계를 포함하는 우수한 내오염성을 갖는 1액형 유상 발수제 조성물의 제조 방법이고,
상기 실록산 화합물은 폴리디메틸실록산 및 폴리메틸하이드로실록산이며,
상기 폴리디메틸실록산 및 폴리메틸하이드로실록산은 1.5:1 내지 3.5:1의 중량 비율로 포함되고,
상기 실란 화합물은 메틸트리에톡시실란이며,
상기 유기금속 촉매는 디부틸틴디라우릴레이트, 디부틸틴클로라이드, 디부틸틴디아세테이트, 디부틸틴옥사이드, 디옥틸틴클로라이드 및 디옥틸틴옥사이드로 이루어진 군으로부터 선택되고,
상기 1액형 유상 발수제 조성물은 폴리디메틸실록산 6 내지 8 중량%, 폴리메틸하이드로실록산 2 내지 4 중량%, 실란 화합물 1 내지 1.5 중량%, 카다놀 1 내지 5 중량%, 1,4-시클로헥산디메탄올 41 내지 45 중량%, 디메틸카보네이트 40 내지 44 중량% 및 유기금속촉매 0.5 내지 0.9 중량%를 포함하는 우수한 내오염성을 갖는 1액형 유상 발수제 조성물의 제조 방법. - 삭제
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KR20000024529A (ko) | 2000-02-18 | 2000-05-06 | 건설화학공업 주식회사 | 1액형 상온가교형 수용성우레탄-순수 아크릴 에멀젼수지를이용한 탄성도막방수재 |
KR101039839B1 (ko) * | 2010-12-16 | 2011-06-09 | (주)청우종합건축사사무소 | 유성 발수성 조성물 |
KR101748832B1 (ko) * | 2016-09-12 | 2017-06-23 | 주식회사 에스티시(Stc) | 내오존성이 향상되는 폴리우레아 도막 방수제, 그 제조 방법 및 이를 이용한 연질/경질이 결합된 복합 방수공법 |
KR20180042238A (ko) * | 2015-07-13 | 2018-04-25 | 요툰 에이/에스 | 방오 조성물 |
KR20200100135A (ko) * | 2017-12-25 | 2020-08-25 | 닛카카가쿠가부시키가이샤 | 발수제 조성물, 및 발수성 섬유 제품의 제조방법 |
KR20210105885A (ko) * | 2018-12-21 | 2021-08-27 | 세메다인 가부시키 가이샤 | 습기 경화형 핫멜트 접착제 |
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KR20000024529A (ko) | 2000-02-18 | 2000-05-06 | 건설화학공업 주식회사 | 1액형 상온가교형 수용성우레탄-순수 아크릴 에멀젼수지를이용한 탄성도막방수재 |
KR101039839B1 (ko) * | 2010-12-16 | 2011-06-09 | (주)청우종합건축사사무소 | 유성 발수성 조성물 |
KR20180042238A (ko) * | 2015-07-13 | 2018-04-25 | 요툰 에이/에스 | 방오 조성물 |
KR101748832B1 (ko) * | 2016-09-12 | 2017-06-23 | 주식회사 에스티시(Stc) | 내오존성이 향상되는 폴리우레아 도막 방수제, 그 제조 방법 및 이를 이용한 연질/경질이 결합된 복합 방수공법 |
KR20200100135A (ko) * | 2017-12-25 | 2020-08-25 | 닛카카가쿠가부시키가이샤 | 발수제 조성물, 및 발수성 섬유 제품의 제조방법 |
KR20210105885A (ko) * | 2018-12-21 | 2021-08-27 | 세메다인 가부시키 가이샤 | 습기 경화형 핫멜트 접착제 |
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