JP2019127572A - 硬質表面処理剤 - Google Patents
硬質表面処理剤 Download PDFInfo
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- JP2019127572A JP2019127572A JP2018011859A JP2018011859A JP2019127572A JP 2019127572 A JP2019127572 A JP 2019127572A JP 2018011859 A JP2018011859 A JP 2018011859A JP 2018011859 A JP2018011859 A JP 2018011859A JP 2019127572 A JP2019127572 A JP 2019127572A
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- hard surface
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- 239000012756 surface treatment agent Substances 0.000 title claims abstract description 34
- 229920001577 copolymer Polymers 0.000 claims abstract description 39
- 229920000642 polymer Polymers 0.000 claims abstract description 34
- -1 diallyl dialkyl ammonium halide Chemical class 0.000 claims abstract description 33
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims abstract description 22
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 11
- 239000004094 surface-active agent Substances 0.000 claims abstract description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 230000003373 anti-fouling effect Effects 0.000 abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 16
- 239000007864 aqueous solution Substances 0.000 description 14
- 239000000178 monomer Substances 0.000 description 13
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical group C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 11
- 239000011521 glass Substances 0.000 description 10
- 238000000034 method Methods 0.000 description 9
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 8
- 239000002280 amphoteric surfactant Substances 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
- NJSSICCENMLTKO-HRCBOCMUSA-N [(1r,2s,4r,5r)-3-hydroxy-4-(4-methylphenyl)sulfonyloxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)O[C@H]1C(O)[C@@H](OS(=O)(=O)C=2C=CC(C)=CC=2)[C@@H]2OC[C@H]1O2 NJSSICCENMLTKO-HRCBOCMUSA-N 0.000 description 7
- 229940048053 acrylate Drugs 0.000 description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
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- 229910021641 deionized water Inorganic materials 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical class COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- 229960003237 betaine Drugs 0.000 description 5
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- 239000003945 anionic surfactant Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 229910001413 alkali metal ion Inorganic materials 0.000 description 3
- 239000003093 cationic surfactant Substances 0.000 description 3
- 239000000919 ceramic Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000004006 olive oil Substances 0.000 description 3
- 235000008390 olive oil Nutrition 0.000 description 3
- 229910052573 porcelain Inorganic materials 0.000 description 3
- 229940047670 sodium acrylate Drugs 0.000 description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 2
- 150000008052 alkyl sulfonates Chemical class 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 239000012456 homogeneous solution Substances 0.000 description 2
- 229920001477 hydrophilic polymer Polymers 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 150000004010 onium ions Chemical class 0.000 description 2
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 2
- 229940001584 sodium metabisulfite Drugs 0.000 description 2
- 235000010262 sodium metabisulphite Nutrition 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000004381 surface treatment Methods 0.000 description 2
- XFLNVMPCPRLYBE-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate;tetrahydrate Chemical compound O.O.O.O.[Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O XFLNVMPCPRLYBE-UHFFFAOYSA-J 0.000 description 2
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 description 1
- XPALGXXLALUMLE-UHFFFAOYSA-N 2-(dimethylamino)tetradecanoic acid Chemical compound CCCCCCCCCCCCC(N(C)C)C(O)=O XPALGXXLALUMLE-UHFFFAOYSA-N 0.000 description 1
- AEDQNOLIADXSBB-UHFFFAOYSA-N 3-(dodecylazaniumyl)propanoate Chemical compound CCCCCCCCCCCCNCCC(O)=O AEDQNOLIADXSBB-UHFFFAOYSA-N 0.000 description 1
- DDGPBVIAYDDWDH-UHFFFAOYSA-N 3-[dodecyl(dimethyl)azaniumyl]-2-hydroxypropane-1-sulfonate Chemical compound CCCCCCCCCCCC[N+](C)(C)CC(O)CS([O-])(=O)=O DDGPBVIAYDDWDH-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 108010088249 Monogen Proteins 0.000 description 1
- UAJFTICTIXLVSD-UHFFFAOYSA-N P(=O)(O)(O)O.OCCC[Na] Chemical compound P(=O)(O)(O)O.OCCC[Na] UAJFTICTIXLVSD-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 125000004945 acylaminoalkyl group Chemical group 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 229920006318 anionic polymer Polymers 0.000 description 1
- 150000001450 anions Chemical group 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 150000005332 diethylamines Chemical class 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Natural products C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-M ethenesulfonate Chemical compound [O-]S(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-M 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 229930182470 glycoside Natural products 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229910003480 inorganic solid Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 229920000371 poly(diallyldimethylammonium chloride) polymer Polymers 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 239000011970 polystyrene sulfonate Substances 0.000 description 1
- 229960002796 polystyrene sulfonate Drugs 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 229940006186 sodium polystyrene sulfonate Drugs 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical class OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
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- C09D125/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
- C09D125/02—Homopolymers or copolymers of hydrocarbons
- C09D125/04—Homopolymers or copolymers of styrene
- C09D125/08—Copolymers of styrene
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- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
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- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/24—Homopolymers or copolymers of amides or imides
- C09D133/26—Homopolymers or copolymers of acrylamide or methacrylamide
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- C09D201/00—Coating compositions based on unspecified macromolecular compounds
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Abstract
Description
共重合体(A)において、ジアリルジアルキルアンモニウムハライド(a1)としては、ジアリルジメチルアンモニウムハライドでもよく、ジアリルジアルキルアンモニウムクロライドでもよく、具体的にはジアリルジメチルアンモニウムクロライドが好適である。
重合体(B)は、繰り返し単位にスルホン酸塩を有する親水性のアニオン性ポリマーである(以下、重合体(B)をスルホン酸塩系重合体ということがある。)。重合体(B)は、スルホン酸塩を有する繰り返し単位のみからなる重合体でもよく、当該繰り返し単位とともに他の繰り返し単位を含む共重合体でもよい。なお、スルホン酸塩は−SO3 −M+(ここで、M+はアルカリ金属イオン、アンモニウムイオン又はアルカノールアミンのオニウムイオンを示す。)で表される基であり、スルホン酸ナトリウム塩、スルホン酸カリウム塩などのスルホン酸アルカリ金属塩であることが好ましい。
本実施形態に係る硬質表面処理剤には、共重合体(A)およびスルホン酸塩系重合体(B)とともに界面活性剤(C)が含まれることが好ましい。界面活性剤(C)としては、非イオン界面活性剤、アニオン界面活性剤、カチオン界面活性剤、両性界面活性剤が挙げられ、これらはいずれか1種または2種以上組み合わせて用いることができる。
本実施形態に係る硬質表面処理剤は、共重合体(A)、スルホン酸塩系重合体(B)、および任意成分である界面活性剤(C)とともに、水を含むことが好ましい。すなわち、本実施形態に係る硬質表面処理剤は固形状であってもよいが、好ましい一実施形態に係る硬質表面処理剤は、水溶性ポリマーである共重合体(A)とともに、スルホン酸塩系重合体(B)を含む水溶液であり、そのため硬質表面処理液と称することもできる。
・(A−1)共重合体1:下記合成例1により得られた共重合体
・(A−2)共重合体2:下記合成例2により得られた共重合体
・(B−1)スルホン酸塩系重合体1:ポリスチレンスルホン酸ナトリウム(商品名:ポリナスPS−5、東ソー有機化学株式会社社製、重量平均分子量=5万)
・(B−2)スルホン酸塩系重合体2:ポリアクリルアミドアルキルスルホン酸ナトリウム(商品名:アロンA−6012、東亞合成株式会社製、重量平均分子量=1万)
・(C−1)非イオン界面活性剤:ポリオキシエチレンアルキルエーテル(商品名:DKSNL−80、第一工業製薬株式会社製)
・(C−2)アニオン界面活性剤:アルキル硫酸ナトリウム(商品名:モノゲンY−500、第一工業製薬株式会社製)
・(C−3)両性界面活性剤:脂肪酸アミドプロピルベタイン(商品名:アモーゲンCB−H、第一工業製薬株式会社製)
・(a−1)ポリアクリル酸ナトリウム(商品名:シャロールAN−103P、第一工業製薬株式会社製)
・(a−2)ポリジアリルジメチルアンモニウムクロライド(商品名:シャロールDC−902P、第一工業製薬株式会社製)
・(a−3)ポリジメチルアミノエチルメタクリレート四級化物(商品名:ユニセンスFPV−1000L、センカ株式会社製)。
ジアリルジメチルアンモニウムクロライド81g、アクリル酸6.9gおよび水50gを混合し、水酸化ナトリウム水溶液(濃度:48質量%)を用いてpH4に調整し、滴下水溶液を得た。また、過硫酸アンモニウム0.02gおよび脱イオン水20gを混合し、過硫酸アンモニウム水溶液を得た。
ジアリルジメチルアンモニウムクロライド72g、アクリル酸13.8gおよび水50gを混合し、水酸化ナトリウム水溶液(濃度:48質量%)を用いてpH4に調整し、滴下水溶液を得た。また、過硫酸アンモニウム0.02gおよび脱イオン水20gを混合し、過硫酸アンモニウム水溶液を得た。
A:ガラス板の表面にオリーブ油が残らない。
B:ガラス板の表面にオリーブ油が残る。
Claims (3)
- ジアリルジアルキルアンモニウムハライド(a1)と(メタ)アクリル酸塩(a2)との共重合体(A)、および、スルホン酸塩を有する繰り返し単位を含む重合体(B)、を含む硬質表面処理剤。
- 前記重合体(B)に対する前記共重合体(A)の質量比が、(A)/(B)=0.05〜10である、請求項1に記載の硬質表面処理剤。
- さらに界面活性剤(C)を含む、請求項1または2に記載の硬質表面処理剤。
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JP2002060784A (ja) * | 2000-08-23 | 2002-02-26 | Kao Corp | 硬質表面用洗浄剤組成物 |
JP2004503370A (ja) * | 2000-06-14 | 2004-02-05 | ザ、プロクター、エンド、ギャンブル、カンパニー | 表面の洗浄方法 |
JP2007517927A (ja) * | 2003-12-03 | 2007-07-05 | ザ プロクター アンド ギャンブル カンパニー | 浴室面を洗浄するための方法、物品及び組成物 |
JP2011219652A (ja) * | 2010-04-12 | 2011-11-04 | Adeka Corp | 硬質表面用洗浄剤組成物 |
JP2016172814A (ja) * | 2015-03-17 | 2016-09-29 | シーバイエス株式会社 | 硬質表面用液体洗浄剤組成物およびそれを用いる食器類の洗浄方法、並びに医療器具の洗浄方法 |
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JP2001515134A (ja) * | 1997-08-13 | 2001-09-18 | ザ、プロクター、エンド、ギャンブル、カンパニー | ガラス用洗剤組成物 |
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JP2002060784A (ja) * | 2000-08-23 | 2002-02-26 | Kao Corp | 硬質表面用洗浄剤組成物 |
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