JPH044262A - Fine-powder nonaqueous dispersant - Google Patents
Fine-powder nonaqueous dispersantInfo
- Publication number
- JPH044262A JPH044262A JP2105968A JP10596890A JPH044262A JP H044262 A JPH044262 A JP H044262A JP 2105968 A JP2105968 A JP 2105968A JP 10596890 A JP10596890 A JP 10596890A JP H044262 A JPH044262 A JP H044262A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- powder
- ch2ch
- amine
- dispersant
- 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.)
- Granted
Links
- 239000002270 dispersing agent Substances 0.000 title claims abstract description 25
- 239000000843 powder Substances 0.000 title claims description 36
- 150000001412 amines Chemical class 0.000 claims abstract description 6
- 239000000344 soap Substances 0.000 claims abstract description 6
- 229920000728 polyester Chemical group 0.000 claims abstract description 5
- 150000003839 salts Chemical class 0.000 claims abstract description 5
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- 239000006185 dispersion Substances 0.000 abstract description 20
- -1 amine compound Chemical class 0.000 abstract description 16
- 239000007788 liquid Substances 0.000 abstract description 8
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 abstract description 5
- 150000001735 carboxylic acids Chemical class 0.000 abstract description 4
- 230000007774 longterm Effects 0.000 abstract description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract description 3
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 abstract description 3
- 229940043276 diisopropanolamine Drugs 0.000 abstract description 3
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 abstract description 2
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 abstract description 2
- 239000005639 Lauric acid Substances 0.000 abstract description 2
- 229960002446 octanoic acid Drugs 0.000 abstract description 2
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 22
- 239000000194 fatty acid Substances 0.000 description 22
- 229930195729 fatty acid Natural products 0.000 description 22
- 150000004665 fatty acids Chemical class 0.000 description 18
- 230000000694 effects Effects 0.000 description 7
- 239000002244 precipitate Substances 0.000 description 6
- 239000002612 dispersion medium Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000919 ceramic Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 239000000295 fuel oil Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000011163 secondary particle Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 239000003905 agrochemical Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical group 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 2
- 239000000347 magnesium hydroxide Substances 0.000 description 2
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 2
- 229960003656 ricinoleic acid Drugs 0.000 description 2
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- BFIAIMMAHAIVFT-UHFFFAOYSA-N 1-[bis(2-hydroxybutyl)amino]butan-2-ol Chemical compound CCC(O)CN(CC(O)CC)CC(O)CC BFIAIMMAHAIVFT-UHFFFAOYSA-N 0.000 description 1
- ZDHCZVWCTKTBRY-UHFFFAOYSA-N 12-hydroxylauric acid Chemical compound OCCCCCCCCCCCC(O)=O ZDHCZVWCTKTBRY-UHFFFAOYSA-N 0.000 description 1
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 1
- KIHBGTRZFAVZRV-UHFFFAOYSA-N 2-hydroxyoctadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)C(O)=O KIHBGTRZFAVZRV-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 229910052582 BN Inorganic materials 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 241000779819 Syncarpia glomulifera Species 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 239000003082 abrasive agent Substances 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- JRPBQTZRNDNNOP-UHFFFAOYSA-N barium titanate Chemical compound [Ba+2].[Ba+2].[O-][Ti]([O-])([O-])[O-] JRPBQTZRNDNNOP-UHFFFAOYSA-N 0.000 description 1
- 229910002113 barium titanate Inorganic materials 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- VEZXCJBBBCKRPI-UHFFFAOYSA-N beta-propiolactone Chemical compound O=C1CCO1 VEZXCJBBBCKRPI-UHFFFAOYSA-N 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 235000014413 iron hydroxide Nutrition 0.000 description 1
- NCNCGGDMXMBVIA-UHFFFAOYSA-L iron(ii) hydroxide Chemical compound [OH-].[OH-].[Fe+2] NCNCGGDMXMBVIA-UHFFFAOYSA-L 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002596 lactones Chemical group 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000010721 machine oil Substances 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 239000006247 magnetic powder Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 description 1
- 229910052982 molybdenum disulfide Inorganic materials 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 125000005608 naphthenic acid group Chemical group 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000001739 pinus spp. Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002250 progressing effect Effects 0.000 description 1
- 229960000380 propiolactone Drugs 0.000 description 1
- 230000001603 reducing effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000004449 solid propellant Substances 0.000 description 1
- 238000007614 solvation Methods 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229940036248 turpentine Drugs 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Colloid Chemistry (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Abstract
Description
本発明は、微粉末の非水系分散、更に詳しくは不溶性の
微粉末を非水系液体に短時間で分散させると共に、長期
間の分散安定性を与え、ハードケーキを生成しない微粉
末の非水系分散剤に関するものである。The present invention aims at non-aqueous dispersion of fine powders, more specifically, non-aqueous dispersion of fine powders that disperses insoluble fine powders in non-aqueous liquids in a short time, provides long-term dispersion stability, and does not produce hard cakes. This is related to drugs.
微粉末の非水系分散安定剤は種々の産業分野で利用され
ている。例えば、塗料、顔料、印刷インキ分野での顔料
、塗料の分散は重要な基礎技術であり、また分散性を向
上するために分散剤と称される界面活性剤が用いられる
。顔料、樹脂類、溶剤類が多様化する中にあって、顔料
を微粉末化し、溶剤毎に各種の分散剤が用いられている
。
さらに、近年では潤滑材、金属粉、研磨材、腐食防止材
、充填材、増量材、焼結性セラミック粉、導電材、燃料
固体粉、燃焼触媒粉、農薬粉、分散染料、防菌剤等の微
粉末を非水系液体に分散させた商品の開発が進んでおり
、いずれも分散剤が用いられる場合が多い。
従来の微粉末の非水系分散剤としては、例えば特開昭6
1−185326号公報、同61−227826号公報
、同61−227830号公報にはポリエーテル化合物
の脂肪酸反応物、脂肪酸アミンないしは脂肪酸のアルカ
ノールアミドとイソシアネート化合物とのウレタン化合
物などが、また、特開昭61−167436号公報、同
61−227831号公報には脂肪酸のアルカノールア
ミドとジカルボン酸及びポリカルボン酸のエステル化合
物が非水系分散剤として開示されている。Fine powder non-aqueous dispersion stabilizers are used in various industrial fields. For example, dispersion of pigments and paints in the field of paints, pigments, and printing inks is an important basic technology, and surfactants called dispersants are used to improve dispersibility. With the diversification of pigments, resins, and solvents, pigments are made into fine powders and various dispersants are used for each solvent. Furthermore, in recent years, we have added lubricants, metal powders, abrasives, corrosion inhibitors, fillers, fillers, sinterable ceramic powders, conductive materials, solid fuel powders, combustion catalyst powders, agricultural chemical powders, disperse dyes, antibacterial agents, etc. The development of products in which fine powder is dispersed in non-aqueous liquids is progressing, and dispersants are often used in both cases. As a conventional fine powder non-aqueous dispersant, for example, JP-A No. 6
1-185326, 61-227826, and 61-227830 disclose fatty acid reaction products of polyether compounds, urethane compounds of fatty acid amines or alkanolamides of fatty acids, and isocyanate compounds, etc. Publications No. 61-167436 and No. 61-227831 disclose ester compounds of alkanolamides of fatty acids and dicarboxylic acids and polycarboxylic acids as non-aqueous dispersants.
しかしながら、このような従来の分散剤にあっては、充
分な分散性や安定性等を与える事ができず、とりわけ、
たとえば長期保存中に固体粒子が沈降分離するなど未だ
満足すべき性能が得られない為、新らしい分散剤が要求
されている。However, such conventional dispersants cannot provide sufficient dispersibility and stability, and in particular,
For example, solid particles settle and separate during long-term storage, and satisfactory performance has not yet been achieved, so new dispersants are required.
この発明は、このような従来の問題点に着目してなされ
たものである。本発明者らは微粉末の非水系分散液にお
いて減粘効果に優れ、長期安定性に優れる分散剤を求め
て鋭意研究を行なった結果、本発明を見い出すに至った
。すなわち(A)−数式(I) R。
R1−N R3・・・・・・(I)
(式中R,は−CH2CHTCH,lOH又は−CH2
CHfC,H,)OHであり、R,、R,は−H,−C
H2CHJH,−CHlCH(CHs)OH又は−CH
,CH(C,H,)OHである)で表されるアルカノー
ルアミン化合物と
(B)−数式(II) R4C0OH・・・(II
)(式中R4は置換基を有することもある炭素数7〜3
6のアルキル基、アリル基、アルケニル基又はポリエス
テル残基である)で表されるカルボン酸との塩よりなる
アミン石鹸を必須成分として含有する微粉末の非水系分
散剤である。
(手段を構成する要件)
本発明に使用する一般式(I)で表されるアルカノール
アミンはアンモニアにアルキレンオキサイドを付加反応
して得られる。具体的にはモノイソプロパツールアミン
、ジイソプロパツールアミン、トリイソプロパツールア
ミン、モノブタツルアミン、ジプタノールアミン、トリ
ブタノールアミン、モノエタノールジイソプロパノール
アミン等で、これらのうち1種又は2種以上の混合物が
挙げられる。
一方一般式(II)で表されるカルボン酸は脂肪酸及び
ポリエステルカルボン酸が挙げられる。脂肪酸としては
具体的にはカプリル酸、カプリン酸、ラウリン酸、ミリ
スチン酸、パルミチン酸。
ステアリン酸、ベヘニン酸等の飽和脂肪酸、リンデル酸
、ミリストオレイン酸、オレイン酸、エライジン酸、リ
ノール酸、リルン酸等の不飽和脂肪酸、サビニン酸、リ
シノール酸、硬化ヒマシ油脂肪酸、リカン酸、2−ヒド
ロキシオクタデカン酸等の水酸基又はカルボニル基を有
する脂肪酸等が挙げられる。
これら脂肪酸は合成系脂肪酸、天然系脂肪酸いずれでも
よいが、通常、工業的に用いられる脂肪酸は上記脂肪酸
の2種以上の混合物である場合が多い。天然系脂肪酸と
しては具体的にはヤシ油脂肪酸、牛脂脂肪酸、パーム油
脂肪酸、ラノリン脂肪酸、ナフテン酸、トール油脂肪酸
等を挙げることができる。
ポリエステルカルボン酸としては、プロピオラクトン、
カプロラクトン等のラクトン開環重合物、12−ヒドロ
キシステアリン酸、リシノール酸、2−ヒドロキシステ
アリン酸等のヒドロキシ脂肪酸の脱水縮合物等が挙げら
れる。これらの平均分子量は300〜5000が好まし
く、より好ましくは600〜2000である。
上記アルカノールアミン化合物とカルボン酸とを撹拌下
に30−100℃の範囲で混合し中和すれば、窒素ガス
気流下の150〜200℃の高温脱水反応でないため脂
肪酸のアルカノールアミドを含まず、本発明の非水系分
散剤に適した界面活性剤であるアミン石鹸が得られる。
この際1;1という反応モル比の中和だけでな(,1〜
3:3〜1という反応モル比で一方が過剰でも有効であ
る。
本発明の分散剤は単独で使用することもできるが、他の
界面活性剤、例えば油溶性でエステル結合やエチレンオ
キシド基やアミド結合を有する非イオン性界面活性剤や
、アニオン性界面活性剤の1種類又は2種以上を併用し
てもよい。
このような界面活性剤としては例えばソルビタン脂肪酸
エステル等の多価アルコール脂肪酸エステル、ポリオキ
シエチレンアルキルフェニルエーテル、ポリオキシエチ
レンアルキルエーテル、ジアルキルスルホコハク酸エス
テル、石油スルホン酸金属塩等が挙げられる。
ti2した本発明の分散剤は分散液全体に対して0.1
〜10重量%の割合で使用する。0.1重量%より使用
量が少ないと効果が小さく、また10重量%をこえても
効果の改善が顕著でなく経済的に不利である。
本発明の分散剤は無機及び有機のいずれの微粉末に対し
ても有効であるが、特に無機微粉末に対して有効である
。無機微粉末としては例えばカオリン、ケイ酸アルミニ
ウム、クレー、タルク、マイカ、アスベスト粉、ケイ酸
カルシウム、セリサイト、ベントナイト、群青、ケイ酸
マグネシウム等のケイ酸塩、炭酸カルシウム、炭酸マグ
ネシウム、炭酸バリウム、ドロマイト等の炭酸塩、硫酸
カルシウム、硫酸バリウム、硫酸アルミニウム等の硫酸
塩、ジルコニア、マグネシア、アルミナ、三酸化アンチ
モン、W化チタン、ホワイトカーボン、けいそう土、酸
化鉄、酸化亜鉛等の金属酸化物、水酸化アルミニウム、
水酸化マグネシウム、水酸化鉄等の水酸化物、そのほか
紺青、炭化ケイ素、窒化ケイ素、窒化ホウ素、チタン酸
バリウム、カーボンブラック、黒鉛、二硫化モリブデン
、フッ化カーボン、焼結セラミックス粉末、炭素繊維粉
末、イオウ粉末、磁性粉、鉄粉、アルミ粉、銅粉、ニッ
ケル粉、銀粉、金粉等がまた、固体パラフィン、石炭、
農薬、防菌剤、酸化防止剤、紫外線吸収剤、難燃剤等の
微粉末が挙げられる。これら微粉末の平均粒子径は10
0ミクロン以下、一般には0.01〜50ミクロン程度
を使用するのがよい。また分散系における微粉末の濃度
は分散系が得られる濃度であればいずれでもよいが、一
般には5〜80重量%で使用する場合が多い。
また、上記固体微粉末を分散させる非水系の分散媒はヘ
キサン、ヘプタン、シクロヘキサン、ミネラルターペン
、流動パラフィン、マシン油、スピンドル油等の脂肪族
炭化水素、ベンゼン、トルエン、キシレンなどの芳香族
炭化水素、灯油、軽油、重油などの燃料油、エタノール
、イソプロパツール、ブタノール、オクタツール等の脂
肪族アルコール、酢酸エチル、ジオクチルフタレートな
どのエステル油、パークロルエチレン、トリクロルエタ
ンなどのハロゲン化炭化水素、さらにメチルイソブチル
ケトン、メチルエチルケトン、アセトン等であり、これ
らの単独または2種以上の混合物が使用できる。特に有
利な分散媒は脂肪族炭化水素及び芳香族炭化水素である
。
本発明の分散剤の使用に際しては、いずれの分散機を使
用してもよく、例えば、ボールミル、サンドミル、ビス
コミル等を使用する。さらに、分散剤の添加は前記分散
機で、二次粒子を粉砕する工程の前又は、後に加えれば
よいが、一般には工程前に添加する方が分散が良好とな
り二次粒子の粉砕が早まるので好ましい。This invention was made by focusing on such conventional problems. The present inventors have conducted extensive research in search of a dispersant that has excellent viscosity reducing effects and long-term stability in non-aqueous dispersions of fine powder, and as a result, they have discovered the present invention. That is, (A) - Formula (I) R. R1-N R3...(I) (In the formula, R is -CH2CHTCH, lOH or -CH2
CHfC,H,)OH, and R,,R, is -H, -C
H2CHJH, -CHlCH(CHs)OH or -CH
, CH(C,H,)OH) and (B)-formula (II) R4C0OH...(II
) (in the formula, R4 has 7 to 3 carbon atoms, which may have a substituent)
This is a fine powder non-aqueous dispersant containing as an essential component an amine soap consisting of a salt with a carboxylic acid represented by (6) an alkyl group, an allyl group, an alkenyl group, or a polyester residue. (Requirements constituting the means) The alkanolamine represented by the general formula (I) used in the present invention is obtained by addition reaction of alkylene oxide to ammonia. Specifically, monoisopropanolamine, diisopropanolamine, triisopropanolamine, monobutaturamine, diptanolamine, tributanolamine, monoethanol diisopropanolamine, etc., and one or two of these. Examples include mixtures of more than one species. On the other hand, examples of the carboxylic acid represented by the general formula (II) include fatty acids and polyester carboxylic acids. Specific examples of fatty acids include caprylic acid, capric acid, lauric acid, myristic acid, and palmitic acid. Saturated fatty acids such as stearic acid and behenic acid, unsaturated fatty acids such as lindelic acid, myristoleic acid, oleic acid, elaidic acid, linoleic acid, and lylunic acid, sabinic acid, ricinoleic acid, hydrogenated castor oil fatty acid, lycanic acid, 2 Examples include fatty acids having a hydroxyl group or a carbonyl group such as -hydroxyoctadecanoic acid. These fatty acids may be either synthetic fatty acids or natural fatty acids, but usually industrially used fatty acids are often a mixture of two or more of the above fatty acids. Specific examples of natural fatty acids include coconut oil fatty acids, beef tallow fatty acids, palm oil fatty acids, lanolin fatty acids, naphthenic acids, and tall oil fatty acids. Examples of polyester carboxylic acids include propiolactone,
Examples include lactone ring-opening polymers such as caprolactone, dehydrated condensates of hydroxy fatty acids such as 12-hydroxystearic acid, ricinoleic acid, and 2-hydroxystearic acid. The average molecular weight of these is preferably 300 to 5,000, more preferably 600 to 2,000. If the above-mentioned alkanolamine compound and carboxylic acid are mixed at a temperature of 30-100°C with stirring and neutralized, the alkanolamide of the fatty acid is not contained, and the present invention does not involve the high-temperature dehydration reaction at 150-200°C under a nitrogen gas stream. An amine soap is obtained which is a suitable surfactant for the non-aqueous dispersant of the invention. In this case, not only neutralization of the reaction molar ratio of 1:1 (,1~
It is effective even if one is in excess at a reaction molar ratio of 3:3 to 1. The dispersant of the present invention can be used alone, but it can also be used in combination with other surfactants, such as oil-soluble nonionic surfactants having ester bonds, ethylene oxide groups, or amide bonds, or anionic surfactants. You may use one type or a combination of two or more types. Examples of such surfactants include polyhydric alcohol fatty acid esters such as sorbitan fatty acid esters, polyoxyethylene alkylphenyl ethers, polyoxyethylene alkyl ethers, dialkyl sulfosuccinates, petroleum sulfonic acid metal salts, and the like. The dispersant of the present invention with ti2 has a concentration of 0.1 to the entire dispersion.
It is used in a proportion of ~10% by weight. If the amount used is less than 0.1% by weight, the effect will be small, and if it exceeds 10% by weight, the improvement in the effect will not be significant, which is economically disadvantageous. The dispersant of the present invention is effective for both inorganic and organic fine powders, but is particularly effective for inorganic fine powders. Examples of inorganic fine powders include kaolin, aluminum silicate, clay, talc, mica, asbestos powder, calcium silicate, sericite, bentonite, ultramarine, silicates such as magnesium silicate, calcium carbonate, magnesium carbonate, barium carbonate, Carbonates such as dolomite, sulfates such as calcium sulfate, barium sulfate, aluminum sulfate, etc., metal oxides such as zirconia, magnesia, alumina, antimony trioxide, titanium oxide, white carbon, diatomaceous earth, iron oxide, zinc oxide, etc. , aluminum hydroxide,
Hydroxides such as magnesium hydroxide and iron hydroxide, as well as navy blue, silicon carbide, silicon nitride, boron nitride, barium titanate, carbon black, graphite, molybdenum disulfide, carbon fluoride, sintered ceramic powder, carbon fiber powder , sulfur powder, magnetic powder, iron powder, aluminum powder, copper powder, nickel powder, silver powder, gold powder, etc., as well as solid paraffin, coal,
Examples include fine powders of agricultural chemicals, antibacterial agents, antioxidants, ultraviolet absorbers, flame retardants, and the like. The average particle size of these fine powders is 10
It is preferable to use a thickness of 0 micron or less, generally about 0.01 to 50 micron. Further, the concentration of the fine powder in the dispersion system may be any concentration as long as a dispersion system can be obtained, but it is generally used at 5 to 80% by weight in many cases. In addition, the non-aqueous dispersion medium for dispersing the solid fine powder is aliphatic hydrocarbons such as hexane, heptane, cyclohexane, mineral turpentine, liquid paraffin, machine oil, and spindle oil, and aromatic hydrocarbons such as benzene, toluene, and xylene. , fuel oils such as kerosene, light oil, and heavy oil; aliphatic alcohols such as ethanol, isopropanol, butanol, and octatool; ester oils such as ethyl acetate and dioctyl phthalate; halogenated hydrocarbons such as perchlorethylene and trichloroethane; Furthermore, there are methyl isobutyl ketone, methyl ethyl ketone, acetone, etc., and these can be used alone or in a mixture of two or more. Particularly preferred dispersion media are aliphatic and aromatic hydrocarbons. When using the dispersant of the present invention, any dispersing machine may be used, such as a ball mill, sand mill, Visco mill, etc. Furthermore, the dispersant may be added before or after the process of pulverizing the secondary particles using the dispersing machine, but generally speaking, adding it before the process will result in better dispersion and faster pulverization of the secondary particles. preferable.
本発明の分散剤が多種類の無機微粉末を各種非水系の分
散媒に対して優れた分散性と安定性の効果が得られるの
は、親油性基を持つアルカノールアミンと親油性基を持
つカルボン酸の中和反応より得られるアミン石鹸は、よ
り溶媒和が向上し、また、弱い結合よりなるため、カチ
オン性とアニオン性を有しており、微粉末粒子に対し、
バランスよく吸着し、微粉末粒子表面をより親油化する
作用が高まり、−次粒子への分散性と再凝集を防止する
力(作用)がより強力となるためと考えられる。The reason why the dispersant of the present invention can achieve excellent dispersibility and stability effects for various types of inorganic fine powders in various non-aqueous dispersion media is because alkanolamines having lipophilic groups and alkanolamines having lipophilic groups The amine soap obtained by the neutralization reaction of carboxylic acid has improved solvation, and since it is composed of weak bonds, it has cationic and anionic properties, and has cationic and anionic properties.
This is thought to be due to the well-balanced adsorption, the effect of making the surface of the fine powder particles more lipophilic, and the stronger dispersibility into secondary particles and the force (effect) of preventing reagglomeration.
以下、本発明を実施例によって具体的に説明するが、本
発明はそれらによって何等限定されるものではない。
ここで、用いた各種分散剤を第1表に示した。
さらに、下記の試験により分散安定性能を評価し、この
試験結果を第2表と第3表に示した。
(分散性試験)
所定量の分散剤を含む非水系分散媒に所定量の不溶性微
粉末を加え、全量IKgとする。この混合液をビーズミ
ルで10分間粉砕混合し分散液を得る。次にこの分散液
を25℃にてB型粘度計(ローターN03)で粘度を測
定する。その後500rnJ2目盛付シリンダーに入れ
、密栓して25℃の恒温室に静置し、1日後と10日後
の分散状態(評価−1)及び100日後に発生した沈澱
物の硬さと再分散性の容易さ(評価−2)を評価した。
(評価−1)
分散状態は微粒子が沈降せずに分散しているか否かを次
の項目の記号で評価する。
0、すべての粉末が液中に分散し、まったく底部に沈澱
が発生してない。
○、はとんどの粉末が液中に分散しているが、わずかに
底部に沈澱が発生する。
△、半分程度の粉末が底部に沈澱する。
X、はとんどの粉末が底部に沈澱する。
(評価−2)
沈澱物の硬さと再分散性の容易さは次の項目の記号で評
価する。
0、液の撹拌で、容易に沈澱物は分散する。
○、沈澱が柔く、ガラス棒撹拌で容易に再分散できる。
△、沈澱が硬い為、ガラス棒撹拌を強くしないと再分散
しない。
×、沈澱が非常に硬く再分散出来ない。
(以下余白)
上記試験結果より、本発明の分散剤を用いた試験No、
1〜27では、各種の非水系分散媒に種類の異なる微粉
末を良好に分散でき、長時間静置しても硬い沈降層は認
められなかった。EXAMPLES Hereinafter, the present invention will be specifically explained with reference to Examples, but the present invention is not limited thereto in any way. Here, the various dispersants used are shown in Table 1. Furthermore, the dispersion stability performance was evaluated by the following test, and the test results are shown in Tables 2 and 3. (Dispersibility test) A predetermined amount of insoluble fine powder is added to a non-aqueous dispersion medium containing a predetermined amount of a dispersant, and the total amount is IKg. This mixture was pulverized and mixed in a bead mill for 10 minutes to obtain a dispersion. Next, the viscosity of this dispersion liquid was measured at 25° C. using a B-type viscometer (rotor N03). After that, it was placed in a 500rnJ2 graduated cylinder, sealed tightly and left to stand in a constant temperature room at 25℃, and the dispersion state after 1 and 10 days (rating -1) and the hardness and redispersibility of the precipitate that occurred after 100 days. (Evaluation -2) was evaluated. (Evaluation-1) The dispersion state is evaluated using the symbols in the following items to determine whether or not the fine particles are dispersed without settling. 0. All the powder is dispersed in the liquid, and no precipitation occurs at the bottom. ○: Most of the powder is dispersed in the liquid, but there is a slight amount of sediment at the bottom. △: Approximately half of the powder settles at the bottom. X, most of the powder settles to the bottom. (Evaluation-2) The hardness of the precipitate and the ease of redispersibility are evaluated using the following symbols. 0. The precipitate is easily dispersed by stirring the liquid. ○: The precipitate is soft and can be easily redispersed by stirring with a glass rod. △: Because the precipitate is hard, it will not be redispersed unless the glass rod is stirred strongly. ×: The precipitate was very hard and could not be redispersed. (Left below) From the above test results, test No. using the dispersant of the present invention,
In samples Nos. 1 to 27, different types of fine powders could be well dispersed in various non-aqueous dispersion media, and no hard sedimentary layer was observed even after standing for a long time.
本発明の分散剤により、短時間で分散でき、長期安定な
微粉末の非水系分散液が得られる。例えばボイラー腐食
防止剤として用いられる水酸化マグネシウムの非水系分
散液スラリー、セラミック製造時の非水系アルミナ分散
スラリー、燃料油のスラッジ発注防止剤等がある。この
ように非水系の液に添加する分散剤として優れるため、
非水系の微粉末分散技術の進歩に対し、広く寄与しうる
ものである。
特許出願人 第一工業製薬株式会社By using the dispersant of the present invention, a non-aqueous dispersion of fine powder that can be dispersed in a short time and is stable for a long period of time can be obtained. Examples include a non-aqueous dispersion slurry of magnesium hydroxide used as a boiler corrosion inhibitor, a non-aqueous alumina dispersion slurry used in ceramic production, and a fuel oil sludge prevention agent. In this way, it is excellent as a dispersant added to non-aqueous liquids,
This can widely contribute to the advancement of non-aqueous fine powder dispersion technology. Patent applicant Daiichi Kogyo Seiyaku Co., Ltd.
Claims (1)
) (式中R_1は−CH_2CH(CH_3)OH又は−
CH_2CH(C_2H_5)OHであり、R_2、R
_3は−H、−CH_2CH_2OH、−CH_2CH
(CH_3)OH又は−CH_2CH(C_2H_5)
OHである)で表されるアルカノールアミン化合物と (B)一般式(II) R_4COOH・・・・・・(II) (式中R_4は置換基を有することもある炭素数7〜3
6のアルキル基、アリル基、アルケニル基又はポリエス
テル残基である)で表されるカルボン酸との塩よりなる
アミン石鹸を必須成分として含有することを特徴とする
微粉末の非水系分散剤。[Claims] (A) General formula (I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼・・・・・・(I
) (In the formula, R_1 is -CH_2CH(CH_3)OH or -
CH_2CH(C_2H_5)OH, R_2, R
_3 is -H, -CH_2CH_2OH, -CH_2CH
(CH_3)OH or -CH_2CH(C_2H_5)
OH) and (B) general formula (II) R_4COOH...(II) (wherein R_4 has 7 to 3 carbon atoms and may have a substituent)
A fine powder non-aqueous dispersant characterized by containing as an essential component an amine soap consisting of a salt with a carboxylic acid represented by (6) an alkyl group, an allyl group, an alkenyl group, or a polyester residue.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2105968A JPH0611390B2 (en) | 1990-04-20 | 1990-04-20 | Fine powder non-aqueous dispersant |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2105968A JPH0611390B2 (en) | 1990-04-20 | 1990-04-20 | Fine powder non-aqueous dispersant |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH044262A true JPH044262A (en) | 1992-01-08 |
JPH0611390B2 JPH0611390B2 (en) | 1994-02-16 |
Family
ID=14421583
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2105968A Expired - Lifetime JPH0611390B2 (en) | 1990-04-20 | 1990-04-20 | Fine powder non-aqueous dispersant |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0611390B2 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH101700A (en) * | 1996-06-18 | 1998-01-06 | Arusoa Oushiyou:Kk | Bar soap |
JP2003531001A (en) * | 2000-04-20 | 2003-10-21 | アベシア・リミテッド | Dispersant |
-
1990
- 1990-04-20 JP JP2105968A patent/JPH0611390B2/en not_active Expired - Lifetime
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH101700A (en) * | 1996-06-18 | 1998-01-06 | Arusoa Oushiyou:Kk | Bar soap |
JP2003531001A (en) * | 2000-04-20 | 2003-10-21 | アベシア・リミテッド | Dispersant |
JP4874490B2 (en) * | 2000-04-20 | 2012-02-15 | ザ ルブリゾル コーポレイション | Dispersant |
Also Published As
Publication number | Publication date |
---|---|
JPH0611390B2 (en) | 1994-02-16 |
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