JP6876329B2 - Dispersion aid - Google Patents
Dispersion aid Download PDFInfo
- Publication number
- JP6876329B2 JP6876329B2 JP2017207825A JP2017207825A JP6876329B2 JP 6876329 B2 JP6876329 B2 JP 6876329B2 JP 2017207825 A JP2017207825 A JP 2017207825A JP 2017207825 A JP2017207825 A JP 2017207825A JP 6876329 B2 JP6876329 B2 JP 6876329B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- dispersion aid
- mol
- polyoxyalkylene compound
- powder
- 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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- 239000006185 dispersion Substances 0.000 title claims description 42
- 239000002270 dispersing agent Substances 0.000 claims description 46
- 239000000843 powder Substances 0.000 claims description 39
- 150000001875 compounds Chemical class 0.000 claims description 35
- 239000002002 slurry Substances 0.000 claims description 28
- -1 oxypropylene group Chemical group 0.000 claims description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 150000005846 sugar alcohols Polymers 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000006353 oxyethylene group Chemical group 0.000 claims description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 42
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 29
- 238000004519 manufacturing process Methods 0.000 description 17
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 16
- 238000011156 evaluation Methods 0.000 description 12
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
- 229920001577 copolymer Polymers 0.000 description 9
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 8
- 239000000975 dye Substances 0.000 description 8
- 235000011187 glycerol Nutrition 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 6
- 239000003973 paint Substances 0.000 description 6
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 6
- 239000002518 antifoaming agent Substances 0.000 description 5
- 229910000019 calcium carbonate Inorganic materials 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- ILRRQNADMUWWFW-UHFFFAOYSA-K aluminium phosphate Chemical compound O1[Al]2OP1(=O)O2 ILRRQNADMUWWFW-UHFFFAOYSA-K 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 229910001873 dinitrogen Inorganic materials 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 239000004034 viscosity adjusting agent Substances 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 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
- 125000002091 cationic group Chemical group 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 239000013530 defoamer Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- GOQYKNQRPGWPLP-UHFFFAOYSA-N heptadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- REIUXOLGHVXAEO-UHFFFAOYSA-N pentadecan-1-ol Chemical compound CCCCCCCCCCCCCCCO REIUXOLGHVXAEO-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- KJIOQYGWTQBHNH-UHFFFAOYSA-N undecanol Chemical compound CCCCCCCCCCCO KJIOQYGWTQBHNH-UHFFFAOYSA-N 0.000 description 2
- 229920003067 (meth)acrylic acid ester copolymer Polymers 0.000 description 1
- STGNLGBPLOVYMA-TZKOHIRVSA-N (z)-but-2-enedioic acid Chemical compound OC(=O)\C=C/C(O)=O.OC(=O)\C=C/C(O)=O STGNLGBPLOVYMA-TZKOHIRVSA-N 0.000 description 1
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
- DRYJUBPIARAFOC-UHFFFAOYSA-N 2,5-dimethyl-4-oxohexa-2,5-dienoic acid Chemical compound CC(=C)C(=O)C=C(C)C(O)=O DRYJUBPIARAFOC-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- MUZDXNQOSGWMJJ-UHFFFAOYSA-N 2-methylprop-2-enoic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(=C)C(O)=O MUZDXNQOSGWMJJ-UHFFFAOYSA-N 0.000 description 1
- SZTDSGCADFWGKM-UHFFFAOYSA-N 3-[bis(3-hydroxypropyl)phosphoryl]propan-1-ol Chemical compound OCCCP(=O)(CCCO)CCCO SZTDSGCADFWGKM-UHFFFAOYSA-N 0.000 description 1
- PLLBRTOLHQQAQQ-UHFFFAOYSA-N 8-methylnonan-1-ol Chemical compound CC(C)CCCCCCCO PLLBRTOLHQQAQQ-UHFFFAOYSA-N 0.000 description 1
- 229910017119 AlPO Inorganic materials 0.000 description 1
- 239000004254 Ammonium phosphate Substances 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 101150096839 Fcmr gene Proteins 0.000 description 1
- 239000004440 Isodecyl alcohol Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 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
- 229920002125 Sokalan® Polymers 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- GTVWRXDRKAHEAD-UHFFFAOYSA-N Tris(2-ethylhexyl) phosphate Chemical compound CCCCC(CC)COP(=O)(OCC(CC)CCCC)OCC(CC)CCCC GTVWRXDRKAHEAD-UHFFFAOYSA-N 0.000 description 1
- 229910000004 White lead Inorganic materials 0.000 description 1
- ATMLPEJAVWINOF-UHFFFAOYSA-N acrylic acid acrylic acid Chemical compound OC(=O)C=C.OC(=O)C=C ATMLPEJAVWINOF-UHFFFAOYSA-N 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000003973 alkyl amines Chemical class 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
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910000148 ammonium phosphate Inorganic materials 0.000 description 1
- 235000019289 ammonium phosphates Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 229910002113 barium titanate Inorganic materials 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
- MRVZORUPSXTRHD-UHFFFAOYSA-N bis(hydroxymethyl)phosphorylmethanol Chemical compound OCP(=O)(CO)CO MRVZORUPSXTRHD-UHFFFAOYSA-N 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 229940105990 diglycerin Drugs 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 239000012776 electronic material Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- PXZQEOJJUGGUIB-UHFFFAOYSA-N isoindolin-1-one Chemical compound C1=CC=C2C(=O)NCC2=C1 PXZQEOJJUGGUIB-UHFFFAOYSA-N 0.000 description 1
- MOUPNEIJQCETIW-UHFFFAOYSA-N lead chromate Chemical compound [Pb+2].[O-][Cr]([O-])(=O)=O MOUPNEIJQCETIW-UHFFFAOYSA-N 0.000 description 1
- RYZCLUQMCYZBJQ-UHFFFAOYSA-H lead(2+);dicarbonate;dihydroxide Chemical compound [OH-].[OH-].[Pb+2].[Pb+2].[Pb+2].[O-]C([O-])=O.[O-]C([O-])=O RYZCLUQMCYZBJQ-UHFFFAOYSA-H 0.000 description 1
- XMFOQHDPRMAJNU-UHFFFAOYSA-N lead(ii,iv) oxide Chemical compound O1[Pb]O[Pb]11O[Pb]O1 XMFOQHDPRMAJNU-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid 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
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 1
- 229940117841 methacrylic acid copolymer Drugs 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- DGBWPZSGHAXYGK-UHFFFAOYSA-N perinone Chemical compound C12=NC3=CC=CC=C3N2C(=O)C2=CC=C3C4=C2C1=CC=C4C(=O)N1C2=CC=CC=C2N=C13 DGBWPZSGHAXYGK-UHFFFAOYSA-N 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 229910001925 ruthenium oxide Inorganic materials 0.000 description 1
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 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
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- WTLBZVNBAKMVDP-UHFFFAOYSA-N tris(2-butoxyethyl) phosphate Chemical compound CCCCOCCOP(=O)(OCCOCCCC)OCCOCCCC WTLBZVNBAKMVDP-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- NDKWCCLKSWNDBG-UHFFFAOYSA-N zinc;dioxido(dioxo)chromium Chemical compound [Zn+2].[O-][Cr]([O-])(=O)=O NDKWCCLKSWNDBG-UHFFFAOYSA-N 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Landscapes
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
本発明は分散助剤に関する。 The present invention relates to a dispersion aid.
各種粉体を水中に分散してスラリー化する際用いられる分散剤として、アクリル酸−マレイン酸共重合体塩からなる分散剤が知られている(特許文献1及び2)。 Dispersants composed of acrylic acid-maleic acid copolymer salts are known as dispersants used when various powders are dispersed in water to form a slurry (Patent Documents 1 and 2).
特許文献1、2に記載されたような分散剤では、分散性が十分でなく、添加量を増やしても十分な分散性が得られないという課題がある。
本発明の目的は、粉体用水系分散剤と組み合わせて使用することにより、粉体用水系分散剤の分散性を最大限に引き出すことができる分散助剤を提供することである。
Dispersants such as those described in Patent Documents 1 and 2 have a problem that the dispersibility is not sufficient and sufficient dispersibility cannot be obtained even if the addition amount is increased.
An object of the present invention is to provide a dispersion aid capable of maximizing the dispersibility of the aqueous powder dispersant when used in combination with the aqueous dispersant for powder.
本発明の分散助剤の特徴は、一般式(1)で表されるポリオキシアルキレン化合物(X)及び一般式(2)で表されるポリオキシアルキレン化合物(Y)を含有してなる点を要旨とする。 The feature of the dispersion aid of the present invention is that it contains the polyoxyalkylene compound (X) represented by the general formula (1) and the polyoxyalkylene compound (Y) represented by the general formula (2). It is a summary.
R1−O−(EO)m・(PO)n―H (1)
R2{−(EO)o/(PO)p−H}q (2)
R 1- O- (EO) m · (PO) n- H (1)
R 2 {-(EO) o / (PO) p −H} q (2)
R1は炭素数8〜22のアルキル基又はアルケニル基、R2は2〜8価の多価アルコールのヒドロキシル基から水素原子を除いた残基、Hは水素原子、EOはオキシエチレン基、POはオキシプロピレン基、mは5〜25の整数、nは2〜20整数、oは1〜10の整数、pは10〜30の整数、qは2〜8の整数、・はブロック状、/はランダム状を表す。 R 1 is an alkyl group or alkenyl group having 8 to 22 carbon atoms, R 2 is a residue obtained by removing a hydrogen atom from the hydroxyl group of a 2 to 8 valent polyhydric alcohol, H is a hydrogen atom, EO is an oxyethylene group, and PO. Is an oxypropylene group, m is an integer of 5 to 25, n is an integer of 2 to 20, o is an integer of 1 to 10, p is an integer of 10 to 30, q is an integer of 2 to 8, and is a block. Represents a random shape.
本発明の粉体スラリーの特徴は、水、粉体、粉体用水系分散剤及び上記の分散助剤からなり、この分散助剤を粉体の重量に基づいて0.01〜10重量%含有してなる点を要旨とする。 The feature of the powder slurry of the present invention is that it consists of water, powder, an aqueous dispersant for powder and the above-mentioned dispersion aid, and contains 0.01 to 10% by weight of this dispersion aid based on the weight of the powder. The point to be done is the gist.
本発明の分散助剤は、粉体用水系分散剤と組み合わせて使用することにより、粉体用水系分散剤の分散性を最大限に引き出すことができる。 When the dispersion aid of the present invention is used in combination with the aqueous dispersant for powder, the dispersibility of the aqueous dispersant for powder can be maximized.
本発明の粉体スラリーは、上記の分散助剤を含むので、粉体用水系分散剤の分散性を最大限に引き出すことができ、著しく低い粘度となる。 Since the powder slurry of the present invention contains the above-mentioned dispersion aid, the dispersibility of the aqueous dispersant for powder can be maximized, and the viscosity becomes extremely low.
炭素数8〜22(10〜20が好ましく、さらに好ましくは12〜18)のアルキル基又はアルケニル基(R1)としては、n−オクチル、2−エチルヘキシル、n−ノニル、n−デシル、イソデシル、n−ウンデシル、n−ドデシル、n−トリデシル、イソトリデシル、n−テトラデシル、n−ペンタデシル、n−ヘキサデシル、n−ヘプタデシル、n−オクタデシル、イソオクタデシル及びオクタデセニル等が挙げられる。 Examples of the alkyl group or alkenyl group (R 1 ) having 8 to 22 carbon atoms (preferably 10 to 20 and more preferably 12 to 18) include n-octyl, 2-ethylhexyl, n-nonyl, n-decyl and isodecyl. Examples thereof include n-undecylic, n-dodecyl, n-tridecylic, isotridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n-octadecyl, isooctadecyl and octadecenyl.
2〜8価の多価アルコールのヒドロキシル基から水素原子を除いたた残基(R2)を構成する多価アルコールとしては、エチレングリコール、プロピレングリコール、ジエチレングリコール、ジプロピレングリコール、グリセリン、ジグリセリン、トリグリセリン、テトラグリセリン、ペンタグリセリン、ヘキサグリセリン及びトリメチロールプロパン等が挙げられる。 Examples of the polyhydric alcohol constituting the residue (R 2 ) obtained by removing the hydrogen atom from the hydroxyl group of the 2-8 valent polyhydric alcohol include ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, glycerin, and diglycerin. Examples thereof include triglycerin, tetraglycerin, pentaglycerin, hexaglycerin and trimethylolpropane.
これらの多価アルコールのうち、分散性の観点から、3価アルコールが好ましく、さらに好ましくはグリセリン及びトリメチロールプロパンである。 Of these polyhydric alcohols, trihydric alcohols are preferable, and glycerin and trimethylolpropane are more preferable, from the viewpoint of dispersibility.
一般式(1)におけるmのnに対する比率(m/n)は、分散性の観点から、1.0〜12.0が好ましく、さらに好ましくは1.5〜11.5、特に好ましくは1.7〜11.3、つぎに好ましくは1.9〜11.1、最も好ましくは2.0〜11.0である。 The ratio (m / n) of m to n in the general formula (1) is preferably 1.0 to 12.0, more preferably 1.5 to 11.5, and particularly preferably 1. It is 7 to 11.3, then preferably 1.9 to 11.1 and most preferably 2.0 to 11.0.
一般式(2)におけるoのpに対する比率(o/p)は、分散性の観点から、3.0×10−2〜1.0が好ましく、さらに好ましく5.0×10−2〜9.5×10−1、特に好ましくは7.0×10−2〜9.3×10−1、つぎに好ましくは9.0×10−2〜9.1×10−1、最も好ましくは10.0×10−2〜9.0×10−1である。 The ratio (o / p) of o to p in the general formula (2) is preferably 3.0 × 10 -2 to 1.0, more preferably 5.0 × 10 -2 to 9. 5 × 10 -1 , particularly preferably 7.0 × 10 -2 to 9.3 × 10 -1 , then preferably 9.0 × 10 -2 to 9.1 × 10 -1 , most preferably 10. It is 0 × 10 -2 to 9.0 × 10 -1 .
一般式(1)におけるm及びnの和(m+n)は、7〜45が好ましく、さらに好ましくは10〜40、特に好ましくは15〜35、最も好ましくは20〜30である。 The sum (m + n) of m and n in the general formula (1) is preferably 7 to 45, more preferably 10 to 40, particularly preferably 15 to 35, and most preferably 20 to 30.
一般式(2)におけるo及びpの和(o+p)は、11〜40が好ましく、さらに好ましくは15〜35、特に好ましくは20〜30である。 The sum (o + p) of o and p in the general formula (2) is preferably 11 to 40, more preferably 15 to 35, and particularly preferably 20 to 30.
一般式(1)で表されるポリオキシアルキレン化合物(X)としては、炭素数8〜22のアルカノール又はアルケノール(a1)とエチレンオキシド及びプロピレンオキシド(a2)との化学反応により製造される構造を有するポリオキシアルキレン化合物が含まれる{(a1)1モルに対して(a2)7〜45モルの量が好ましい。}。 The polyoxyalkylene compound (X) represented by the general formula (1) has a structure produced by a chemical reaction between an alkanol or alkanol (a1) having 8 to 22 carbon atoms and ethylene oxide and propylene oxide (a2). The amount of {(a1) 1 mol containing the polyoxyalkylene compound is preferably (a2) 7 to 45 mol. }.
炭素数8〜22のアルカノール又はアルケノール(a1)としては、n−オクチルアルコール、2−エチルヘキシルアルコール、n−ノニルアルコール、n−デシルアルコール、イソデシルアルコール、n−ウンデシルアルコール、n−ドデシルアルコール、n−トリデシルアルコール、イソトリデシルアルコール、n−テトラデシルアルコール、n−ペンタデシルアルコール、n−ヘキサデシルアルコール、n−ヘプタデシルアルコール、n−オクタデシルアルコール、イソオクタデシルアルコール及びオクタデセニルアルコール等が挙げられる。 Examples of the alkanol or alkenol (a1) having 8 to 22 carbon atoms include n-octyl alcohol, 2-ethylhexyl alcohol, n-nonyl alcohol, n-decyl alcohol, isodecyl alcohol, n-undecyl alcohol, and n-dodecyl alcohol. n-tridecyl alcohol, isotridecyl alcohol, n-tetradecyl alcohol, n-pentadecyl alcohol, n-hexadecyl alcohol, n-heptadecyl alcohol, n-octadecyl alcohol, isooctadecyl alcohol, octadecenyl alcohol, etc. Can be mentioned.
一般式(2)で表されるポリオキシアルキレン化合物(Y)としては、2〜8価の多価アルコール(a3)とエチレンオキシド及びプロピレンオキシド(a2)との化学反応により製造される構造を有するポリオキシアルキレン化合物が含まれる{(a3)1モルに対して(a2)6〜100モルの量が好ましい。}。 The polyoxyalkylene compound (Y) represented by the general formula (2) is a poly having a structure produced by a chemical reaction between a 2 to 8 valent polyvalent alcohol (a3) and ethylene oxide and propylene oxide (a2). The amount of {(a3) 1 mol containing the oxyalkylene compound is preferably (a2) 6 to 100 mol. }.
2〜8価の多価アルコール(a3)としては、「2〜8価の多価アルコールのヒドロキシル基から水素原子を除いた残基(R2)を構成する多価アルコール」と同じである。 The 2 to 8 valent polyhydric alcohol (a3) is the same as "the polyhydric alcohol constituting the residue (R 2 ) obtained by removing the hydrogen atom from the hydroxyl group of the 2 to 8 valent polyhydric alcohol".
ポリオキシアルキレン化合物(X)の含有量(重量%)は、ポリオキシアルキレン化合物(X)及びポリオキシアルキレン化合物(Y)の合計重量に基づいて、60〜95が好ましく、さらに好ましくは65〜90、特に好ましくは70〜85である。この範囲であると、さらに分散性が良好となる。 The content (% by weight) of the polyoxyalkylene compound (X) is preferably 60 to 95, more preferably 65 to 90, based on the total weight of the polyoxyalkylene compound (X) and the polyoxyalkylene compound (Y). , Particularly preferably 70-85. Within this range, the dispersibility is further improved.
ポリオキシアルキレン化合物(Y)の含有量(重量%)は、ポリオキシアルキレン化合物(X)及びポリオキシアルキレン化合物(Y)の合計重量に基づいて、5〜40が好ましく、さらに好ましくは10〜35、特に好ましくは15〜30である。この範囲であると、さらに分散性が良好となる。 The content (% by weight) of the polyoxyalkylene compound (Y) is preferably 5 to 40, more preferably 10 to 35, based on the total weight of the polyoxyalkylene compound (X) and the polyoxyalkylene compound (Y). , Especially preferably 15 to 30. Within this range, the dispersibility is further improved.
本発明の分散助剤には、必要により公知の添加剤(消泡剤、粘度調整剤、湿潤剤等)等を含有できる。 The dispersion aid of the present invention may contain known additives (antifoaming agent, viscosity modifier, wetting agent, etc.), if necessary.
消泡剤としてはSNデフォーマー180及び同184(サンノプコ株式会社製)等が挙げられ、粘度調整剤としてはSNシックナー601及び同612(サンノプコ株式会社製)等が挙げられ、湿潤剤としてはSNウエット125及び同126(サンノプコ株式会社製)等が挙げられる。なお、公知の添加剤を含有する場合、これらの含有量は、分散助剤の重量に基づいて、0.01〜10重量%程度が好ましい。 Examples of the defoaming agent include SN Deformer 180 and 184 (manufactured by San Nopco Ltd.), examples of the viscosity modifier include SN Sixner 601 and 612 (manufactured by San Nopco Ltd.), and examples of the wetting agent are SN Wet. 125 and 126 (manufactured by San Nopco Ltd.) and the like can be mentioned. When known additives are contained, the content thereof is preferably about 0.01 to 10% by weight based on the weight of the dispersion aid.
本発明の分散助剤の製造方法は、特に制限は無く公知の方法が適用でき、公知のアルキレンオキシド付加反応等により、ポリオキシアルキレン化合物(X)及びはポリオキシアルキレン化合物(Y)を調製し、これらを均一混合することにより得ることができる。均一混合温度に制限はないが、混合効率の観点から、10〜70℃程度が好ましい。 The method for producing the dispersion aid of the present invention is not particularly limited, and a known method can be applied. A polyoxyalkylene compound (X) and a polyoxyalkylene compound (Y) are prepared by a known alkylene oxide addition reaction or the like. , These can be obtained by uniformly mixing them. The uniform mixing temperature is not limited, but is preferably about 10 to 70 ° C. from the viewpoint of mixing efficiency.
本発明の分散助剤は、粉体用水系分散剤と組み合わせて使用することにより、粉体用水系分散剤の分散性を最大限に引き出すことができる。
したがって、本発明の分散助剤と粉体用水系分散剤とを使用して、粉体を分散させると、低粘度の粉体スラリーが容易に得られる。
When the dispersion aid of the present invention is used in combination with the aqueous dispersant for powder, the dispersibility of the aqueous dispersant for powder can be maximized.
Therefore, when the powder is dispersed using the dispersion aid of the present invention and the aqueous dispersant for powder, a low-viscosity powder slurry can be easily obtained.
粉体としては、無機粉体(シリカ、アルミナ、酸化チタン、水酸化マグネシウム、酸化ケイ素、炭化ケイ素、窒化ケイ素、水酸化カルシウム、炭酸カルシウム、炭酸マグネシウム、銀、金、ニッケル、白金、アルミニウム、スズ、銅、鉄、酸化亜鉛、酸化鉄、酸化モリブデン、酸化ルテニウム、チタン酸バリウム、酸化ジルコニウム、硫酸バリウム、四酸化三鉛、塩基性炭酸鉛、クロム酸鉛、クロム酸亜鉛、赤リン、リン酸アルミニウム、リン酸アンモニウム及びカーボンブラック等)、及び有機粉体(アゾ染料、ジアゾ染料、フタロシアニン染料、キナクリドン染料、イソインドリノン染料、ジオキサジン染料、ペリレン染料、ペリノン染料、チオインジゴ染料、アントラキノン染料、キノフタロン染料、リン酸メラミン塩、トリ(2−エチルヘキシル)リン酸、リン酸トリス(2−ブトキシエチル)、トリス(ヒドロキシメチル)ホスフィンオキシド及びトリス(ヒドロキシプロピル)ホスフィンオキシド等)等が挙げられる。 Inorganic powders (silica, alumina, titanium oxide, magnesium hydroxide, silicon oxide, silicon carbide, silicon nitride, calcium hydroxide, calcium carbonate, magnesium carbonate, silver, gold, nickel, platinum, aluminum, tin , Copper, iron, zinc oxide, iron oxide, molybdenum oxide, ruthenium oxide, barium titanate, zirconium oxide, barium sulfate, trilead tetroxide, basic lead carbonate, lead chromate, zinc chromate, red phosphorus, phosphoric acid Aluminum, ammonium phosphate and carbon black, etc.), and organic powders (azo dyes, diazo dyes, phthalocyanine dyes, quinacridone dyes, isoindolinone dyes, dioxazine dyes, perylene dyes, perinone dyes, thioindigo dyes, anthraquinone dyes, quinophthalone dyes , Tris (2-ethylhexyl) phosphate, tris (2-butoxyethyl) phosphate, tris (hydroxymethyl) phosphine oxide, tris (hydroxypropyl) phosphine oxide, etc.) and the like.
粉体用水系分散剤として、アニオン系分散剤、カチオン系分散、非イオン系分散剤のいずれにも使用でき、特にアニオン系分散剤が好ましい。 As the aqueous powder dispersant, it can be used as any of anionic dispersants, cationic dispersions, and nonionic dispersants, and anionic dispersants are particularly preferable.
アニオン系分散剤として、カルボキシ基やスルホ基及びこれらの塩(アルカリ金属塩、アルカリ土類金属塩、アンモニウム塩、アミン塩及び第四級アンモニウム塩等)を含む有機化合物が含まれ、ポリアクリル酸塩型分散剤、アクリル酸−マレイン酸共重合塩型分散剤、アクリル酸−スチレン共重合塩型分散剤、アクリル酸−アクリル酸エステル共重合塩型分散剤、マレイン酸−スチレン共重合塩型分散剤、マレイン酸−マレイン酸エステル−スチレン共重合塩型分散剤、ナフタレンスルホン酸塩型分散剤、アクリル酸−メタクリル酸共重合塩型分散剤及びメタクリル−メタクリル酸エステル共重合塩等型分散剤等が挙げられる。これらのうち、ポリアクリル酸塩型分散剤及びアクリル酸−マレイン酸共重合塩型分散剤が好ましい。 Anionic dispersants include organic compounds containing carboxy groups, sulfo groups and salts thereof (alkali metal salts, alkaline earth metal salts, ammonium salts, amine salts, quaternary ammonium salts, etc.), and polyacrylic acids. Salt-type dispersant, acrylic acid-maleic acid copolymer salt-type dispersant, acrylic acid-styrene copolymer salt-type dispersant, acrylic acid-acrylic acid ester copolymer salt-type dispersant, maleic acid-styrene copolymer salt-type dispersion Agent, maleic acid-maleic acid ester-styrene copolymer salt type dispersant, naphthalene sulfonate type dispersant, acrylic acid-methacrylic acid copolymer salt type dispersant, methacryl-methacrylic acid ester copolymer salt type dispersant, etc. Can be mentioned. Of these, polyacrylate-type dispersants and acrylic acid-maleic acid copolymer salt-type dispersants are preferable.
カチオン系分散剤として、第4級アンモウニウム塩型分散剤、ポリアミン塩型分散剤等が挙げられる。 Examples of the cationic dispersant include a quaternary ammonium salt type dispersant and a polyamine salt type dispersant.
非イオン系分散剤として、ソルビタン脂肪酸エステル、ポリオキシエチレンソルビタン脂肪酸エステル及びポリオキシアルキレンアルキルアミン等が挙げられる。 Examples of the nonionic dispersant include sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, and polyoxyalkylene alkylamine.
分散助剤の使用量(重量%)は、粉体の重量に基づいて0.01〜10が好ましく、さらに好ましくは0.1〜5である。 The amount (% by weight) of the dispersion aid used is preferably 0.01 to 10 based on the weight of the powder, and more preferably 0.1 to 5.
本発明の粉体スラリーに含まれる分散助剤の含有量(重量%)は、粉体の重量に基づいて0.01〜10が好ましく、さらに好ましくは0.1〜5である。
本発明の粉体スラリーに含まれる水、粉体用水系分散剤の含有量は、それぞれ、スラリー濃度(粉体の濃度)や所望する粘度などにより適宜決定される。
The content (% by weight) of the dispersion aid contained in the powder slurry of the present invention is preferably 0.01 to 10 based on the weight of the powder, and more preferably 0.1 to 5.
The contents of water and the aqueous dispersant for powder contained in the powder slurry of the present invention are appropriately determined depending on the slurry concentration (powder concentration), the desired viscosity, and the like, respectively.
本発明の粉体スラリーには、必要により公知の添加剤(消泡剤、粘度調整剤、湿潤剤等)等を含有できる。これらの含有量は、分散助剤の重量に基づいて、0.01〜10重量%程度が好ましい。 If necessary, the powder slurry of the present invention may contain known additives (antifoaming agent, viscosity modifier, wetting agent, etc.) and the like. These contents are preferably about 0.01 to 10% by weight based on the weight of the dispersion aid.
本発明の粉体スラリーは、公知の方法等により分散処理することにより容易に得られる。分散助剤は粉体用水系分散剤と混合して使用してもよく、別々に使用してもよいが、別々に使用する場合、できるだけ同じタイミングで粉体と混合すること(たとえば、分散助剤及び粉体用水系分散剤と、水及び必要により公知の添加剤と混合すること)が好ましい。 The powder slurry of the present invention can be easily obtained by dispersion treatment by a known method or the like. The dispersion aid may be mixed with the aqueous dispersant for powder or used separately, but when used separately, it should be mixed with the powder at the same timing as possible (for example, the dispersion aid). It is preferable to mix the agent and the aqueous dispersant for powder with water and, if necessary, known additives).
本発明の粉体スラリーは、各種用途に用いることができ、建築塗料又は自動車塗料等の塗料、塗工紙用コーティング液、電磁気・光学部材等の電子材料用塗料、セラミックスを使用した構造材料用塗料及び各種成型体へ塗布する機能性スラリー用塗料等のコーティング組成物などに適用できる。 The powder slurry of the present invention can be used for various purposes, and is used for paints such as building paints or automobile paints, coating liquids for coating papers, paints for electronic materials such as electromagnetic and optical members, and structural materials using ceramics. It can be applied to coating compositions such as paints and paints for functional slurries to be applied to various molded bodies.
以下、特記しない限り、部は重量部、%は重量%を意味する。 Hereinafter, unless otherwise specified, parts mean parts by weight and% means% by weight.
<製造例1>
撹拌機、加熱冷却装置及び滴下ボンベを備えた耐圧反応容器に、カルコール2098{n−ドデシルアルコール、花王株式会社}186部(1モル部)及び水酸化カリウム0.07部を投入し、窒素ガスを用いて、ゲージ圧で0.2MPaになるまで加圧し0.1MPaになるまで排出する操作を3回繰り返した(以下、この窒素ガスを用いる操作を「窒素ガス置換」と略する。)。その後密閉して、減圧下(−0.097MPa)、攪拌しながら内容物を130℃に昇温した。内容物を撹拌下、エチレンオキシド(EO)616部(14モル部)を2時間かけて滴下し、さらに同温度にて1時間攪拌を続け、次いでプロピレンオキシド(PO)392部(7モル部)を2時間かけて滴下し、さらに同温度にて2時間攪拌を続け、ポリオキシアルキレン化合物(X1:n−ドデシルアルコール−EO(14モル)・PO(7モル)ブロック付加体:比(m/n)2.0、和(m+n)21)を得た。
<Manufacturing example 1>
186 parts (1 mol part) of Calcol 2098 {n-dodecyl alcohol, Kao Co., Ltd.} and 0.07 part of potassium hydroxide were put into a pressure-resistant reaction vessel equipped with a stirrer, a heating / cooling device and a dropping cylinder, and nitrogen gas was added. The operation of pressurizing the gauge pressure to 0.2 MPa and discharging the gas to 0.1 MPa was repeated three times (hereinafter, this operation using nitrogen gas is abbreviated as "nitrogen gas replacement"). After that, the contents were sealed and the temperature of the contents was raised to 130 ° C. under reduced pressure (−0.097 MPa) with stirring. While stirring the contents, 616 parts (14 mol parts) of ethylene oxide (EO) was added dropwise over 2 hours, and stirring was continued for 1 hour at the same temperature, and then 392 parts (7 mol parts) of propylene oxide (PO) was added. The mixture was added dropwise over 2 hours, and stirring was continued at the same temperature for 2 hours. Polyoxyalkylene compound (X1: n-dodecyl alcohol-EO (14 mol) / PO (7 mol) block adduct: ratio (m / n) ) 2.0, sum (m + n) 21) was obtained.
<製造例2>
「プロピレンオキシド(PO)392部(7モル部)」を「プロピレンオキシド(PO)336部(6モル部)」に変更したこと以外、実施例1と同様にして、ポリオキシアルキレン化合物(X2:n−ドデシルアルコール−EO(14モル)・PO(6モル)ブロック付加体:比(m/n)2.3、和(m+n)20)を得た。
<Manufacturing example 2>
The polyoxyalkylene compound (X2:) is the same as in Example 1 except that "392 parts (7 mol parts) of propylene oxide (PO)" is changed to "336 parts (6 mol parts) of propylene oxide (PO)". n-Dodecyl alcohol-EO (14 mol) · PO (6 mol) block adduct: ratio (m / n) 2.3, sum (m + n) 20) was obtained.
<製造例3>
「カルコール2098{n−ドデシルアルコール、花王株式会社}186部(1モル部)」を「カルコール8098{n−オクタデシルアルコール、花王株式会社}270部(1モル部)」に変更したこと、「エチレンオキシド(EO)616部(14モル部)」を「エチレンオキシド(EO)1188部(27モル部)」に変更したこと、及び「プロピレンオキシド(PO)392部(7モル部)」を「プロピレンオキシド(PO)168部(3モル部)」に変更したこと以外、実施例1と同様にして、ポリオキシアルキレン化合物(X3:n−オクダデシルアルコール−EO(27モル)・PO(3モル)ブロック付加体:比(m/n)9、和(m+n)30)を得た。
<Manufacturing example 3>
Changed "Calcol 2098 {n-dodecyl alcohol, Kao Co., Ltd.} 186 parts (1 mol part)" to "Calcol 8098 {n-octadecyl alcohol, Kao Co., Ltd.} 270 parts (1 mol part)", "Ethylene oxide 616 parts (14 mol parts) of (EO) was changed to 1188 parts (27 mol parts) of ethylene oxide (EO), and 392 parts (7 mol parts) of propylene oxide (PO) was changed to "propylene oxide (7 mol parts)". Addition of polyoxyalkylene compound (X3: n-octadecyl alcohol-EO (27 mol) / PO (3 mol) block) in the same manner as in Example 1 except that it was changed to 168 parts (3 mol) of PO). Body: ratio (m / n) 9, sum (m + n) 30) was obtained.
<製造例4>
「カルコール2098{n−ドデシルアルコール、花王株式会社}186部(1モル部)」を「カルコール8098{n−オクタデシルアルコール、花王株式会社}270部(1モル部)」に変更したこと、「エチレンオキシド(EO)616部(14モル部)」を「エチレンオキシド(EO)968部(22モル部)」に変更したこと、及び「プロピレンオキシド(PO)392部(7モル部)」を「プロピレンオキシド(PO)112部(2モル部)」に変更したこと以外、実施例1と同様にして、ポリオキシアルキレン化合物(X4:n−オクタデシルアルコール−EO(22モル)・PO(2モル)ブロック付加体:比(m/n)11、和(m+n)24)を得た。
<Manufacturing example 4>
Changed "Calcol 2098 {n-dodecyl alcohol, Kao Co., Ltd.} 186 parts (1 mol part)" to "Calcol 8098 {n-octadecyl alcohol, Kao Co., Ltd.} 270 parts (1 mol part)", "Ethylene oxide "(EO) 616 parts (14 mol parts)" was changed to "ethylene oxide (EO) 968 parts (22 mol parts)", and "propylene oxide (PO) 392 parts (7 mol parts)" was changed to "propylene oxide (7 mol parts)". Polyoxyalkylene compound (X4: n-octadecyl alcohol-EO (22 mol), PO (2 mol) block adduct, in the same manner as in Example 1 except that it was changed to 112 parts (2 mol) of PO). : Ratio (m / n) 11, sum (m + n) 24) was obtained.
<製造例5>
実施例1と同様の反応容器に、精製グリセリン{グリセリン、阪本薬品工業株式会社}92部(1モル部)及び水酸化カリウム0.07部を投入した後、窒素ガス置換した。その後、攪拌しつつ130℃まで昇温し、次いで同温度にて、エチレンオキシド(EO)264部(6モル部)とプロピレンオキシド(PO)3360部(60モル部)との混合液を3時間かけて滴下し、さらに同温度にて4時間攪拌を続け、ポリオキシアルキレン化合物(Y1:グリセリン−EO(6モル)/PO(60モル)ランダム付加体:比(o/p)0.1、和(o+p)22)を得た。
<Manufacturing example 5>
In the same reaction vessel as in Example 1, 92 parts (1 mol part) of purified glycerin {glycerin, Sakamoto Yakuhin Kogyo Co., Ltd.} and 0.07 part of potassium hydroxide were charged and then replaced with nitrogen gas. Then, the temperature is raised to 130 ° C. with stirring, and then at the same temperature, a mixture of 264 parts (6 mol parts) of ethylene oxide (EO) and 3360 parts (60 mol parts) of propylene oxide (PO) is applied over 3 hours. And the mixture was further added dropwise at the same temperature for 4 hours, and the polyoxyalkylene compound (Y1: glycerin-EO (6 mol) / PO (60 mol) random adduct: ratio (o / p) 0.1, sum. (O + p) 22) was obtained.
<製造例6>
「エチレンオキシド(EO)264部(6モル部)」を「エチレンオキシド(EO)396部(9モル部)」に変更したこと、及び「プロピレンオキシド(PO)3360部(60モル部)」を「プロピレンオキシド(PO)2856部(51モル部)」に変更したこと以外、実施例5と同様にして、ポリオキシアルキレン化合物(Y2:グリセリン−EO(9モル)/PO(51モル)ランダム付加体:比(o/p)0.18、和(o+p)20)を得た。
<Manufacturing example 6>
"264 parts (6 mol parts) of ethylene oxide (EO)" was changed to "396 parts (9 mol parts) of ethylene oxide (EO)", and "3360 parts (60 mol parts) of propylene oxide (PO)" was changed to "propylene oxide". Polyoxyalkylene compound (Y2: glycerin-EO (9 mol) / PO (51 mol) random adduct: in the same manner as in Example 5 except that it was changed to "2856 parts (51 mol) of ethylene oxide (PO)". A ratio (o / p) of 0.18 and a sum (o + p) of 20) were obtained.
<製造例7>
「精製グリセリン{グリセリン、阪本薬品工業株式会社}92部(1モル部)」を「TMP(フレーク){トリメチロールプロパン、三菱化学株式会社}134部(1モル部)」に変更したこと、「エチレンオキシド(EO)264部(6モル部)」を「エチレンオキシド(EO)1848部(42モル部)」に変更したこと、及び「プロピレンオキシド(PO)3360部(60モル部)」を「プロピレンオキシド(PO)2688部(48モル部)」に変更したこと以外、実施例5と同様にして、ポリオキシアルキレン化合物(Y3:トリメチロールプロパン−EO(42モル)/PO(48モル)ランダム付加体:比(o/p)0.88、和(o+p)30)を得た。
<Manufacturing example 7>
"Purified glycerin {glycerin, Sakamoto Yakuhin Kogyo Co., Ltd.} 92 parts (1 mol part)" was changed to "TMP (flakes) {trimethylol propane, Mitsubishi Chemical Co., Ltd.} 134 parts (1 mol part)". 264 parts (6 mol parts) of ethylene oxide (EO) was changed to "1848 parts (42 mol parts) of ethylene oxide (EO)", and "3360 parts (60 mol parts) of propylene oxide (PO)" was changed to "propylene oxide". (PO) 2688 parts (48 mol) ", in the same manner as in Example 5, polyoxyalkylene compound (Y3: trimethylolpropane-EO (42 mol) / PO (48 mol) random adduct" : Ratio (o / p) 0.88, sum (o + p) 30) was obtained.
<製造例8>
「精製グリセリン{グリセリン、阪本薬品工業株式会社}92部(1モル部)」を「TMP(フレーク){トリメチロールプロパン、三菱化学株式会社}134部(1モル部)」に変更したこと、「エチレンオキシド(EO)264部(6モル部)」を「エチレンオキシド(EO)1716部(39モル部)」に変更したこと、及び「プロピレンオキシド(PO)3360部(60モル部)」を「プロピレンオキシド(PO)2520部(45モル部)」に変更したこと以外、実施例5と同様にして、ポリオキシアルキレン化合物(Y4:トリメチロールプロパン−EO(39モル)/PO(45モル)ランダム付加体:比(o/p)0.87、和(o+p)28)を得た。
<Manufacturing example 8>
"Purified glycerin {glycerin, Sakamoto Yakuhin Kogyo Co., Ltd.} 92 parts (1 mol part)" was changed to "TMP (flakes) {trimethylol propane, Mitsubishi Chemical Co., Ltd.} 134 parts (1 mol part)". 264 parts (6 mol parts) of ethylene oxide (EO) was changed to "1716 parts (39 mol parts) of ethylene oxide (EO)", and "3360 parts (60 mol parts) of propylene oxide (PO)" was changed to "propylene oxide". (PO) 2520 parts (45 mol) ", in the same manner as in Example 5, polyoxyalkylene compound (Y4: trimethylolpropane-EO (39 mol) / PO (45 mol) random adduct" : Ratio (o / p) 0.87, sum (o + p) 28) was obtained.
<実施例1>
製造例1で得たポリオキシアルキレン化合物(X1)85部と製造例5で得たポリオキシアルキレン化合物(Y1)15部を均一に混合し、本発明の分散助剤(1)を得た。
<Example 1>
85 parts of the polyoxyalkylene compound (X1) obtained in Production Example 1 and 15 parts of the polyoxyalkylene compound (Y1) obtained in Production Example 5 were uniformly mixed to obtain the dispersion aid (1) of the present invention.
<実施例2>
製造例2で得たポリオキシアルキレン化合物(X2)70部と製造例6で得たポリオキシアルキレン化合物(Y2)30部を均一に混合し、本発明の分散助剤(1)を得た。
<Example 2>
70 parts of the polyoxyalkylene compound (X2) obtained in Production Example 2 and 30 parts of the polyoxyalkylene compound (Y2) obtained in Production Example 6 were uniformly mixed to obtain the dispersion aid (1) of the present invention.
<実施例3>
製造例3で得たポリオキシアルキレン化合物(X3)60部と製造例7で得たポリオキシアルキレン化合物(Y3)40部を均一に混合し、本発明の分散助剤(3)を得た。
<Example 3>
60 parts of the polyoxyalkylene compound (X3) obtained in Production Example 3 and 40 parts of the polyoxyalkylene compound (Y3) obtained in Production Example 7 were uniformly mixed to obtain the dispersion aid (3) of the present invention.
<実施例4>
製造例4で得たポリオキシアルキレン化合物(X4)95部と製造例8で得たポリオキシアルキレン化合物(Y4)5部を均一に混合し、本発明の分散助剤(4)を得た。
<Example 4>
95 parts of the polyoxyalkylene compound (X4) obtained in Production Example 4 and 5 parts of the polyoxyalkylene compound (Y4) obtained in Production Example 8 were uniformly mixed to obtain the dispersion aid (4) of the present invention.
<リン酸アルミニウムの分散性評価>
水40部、SNディスパーサント5040(ポリアクリル酸塩型分散剤の40%水溶液、サンノプコ株式会社)2部、消泡剤(SNデフォーマー399:サンノプコ株式会社)0.3部及び評価試料{分散助剤(1)〜(4)のいずれか}1部をホモジナイザーで均一混合した後、攪拌しつつ、リン酸アルミニウム(第三リン酸アルミニウム「AlPO4」、関東化学株式会社)100部を添加し、3,000rpmにて10分間攪拌を行い、リン酸アルミニウムスラリーを調製した。得られたスラリーを25℃に温調し、スラリーの粘度をB型粘度計(TVB−20L、株式会社トキメック、以下、同様である。)を用い回転速度60rpmにて測定した。また、ブランクとして、評価試料(分散助剤)を水に変更したこと以外上記と同様にして、リン酸アルミニウムスラリーを調製した。これらの粘度を下表に示す。
<Evaluation of dispersibility of aluminum phosphate>
40 parts of water, SN Dispersant 5040 (40% aqueous solution of polyacrylate type dispersant, Sannopco Co., Ltd.) 2 parts, antifoaming agent (SN deformer 399: Sannopco Co., Ltd.) 0.3 parts and evaluation sample {dispersion aid After uniformly mixing 1 part of each of the agents (1) to (4) with a homogenizer, 100 parts of aluminum phosphate (tertialuminum phosphate "AlPO 4 ", Kanto Chemical Co., Ltd.) is added while stirring. , Stirred at 3,000 rpm for 10 minutes to prepare an aluminum phosphate slurry. The temperature of the obtained slurry was adjusted to 25 ° C., and the viscosity of the slurry was measured using a B-type viscometer (TVB-20L, Tokimec Co., Ltd., the same applies hereinafter) at a rotation speed of 60 rpm. Further, as a blank, an aluminum phosphate slurry was prepared in the same manner as above except that the evaluation sample (dispersion aid) was changed to water. These viscosities are shown in the table below.
<炭酸カルシウムの分散性評価>
水20部、SNディスパーサント5040(ポリアクリル酸塩型分散剤の40%水溶液、サンノプコ株式会社)0.8部、消泡剤(SNデフォーマー399:サンノプコ株式会社)0.3部、評価試料{分散助剤(1)〜(4)のいずれか}0.1部をホモジナイザーで均一混合した後、攪拌しつつ、重質炭酸カルシウム(サンライトSL−300、体積平均粒子径5μm、:竹原化学工業株式会社、「サンライト」は協栄産業株式会社の登録商標である。)100部を添加し、3,000rpmにて10分間攪拌を行い、炭酸カルシウムスラリーを調製した。得られたスラリーを25℃に温調し、スラリーの粘度をB型粘度計を用い回転速度60rpmにて測定した。また、ブランクとして、評価試料(分散助剤)を水に変更したこと以外上記と同様にして、炭酸カルシウムスラリーを調製した。これらの粘度を下表に示す。
<Evaluation of dispersibility of calcium carbonate>
20 parts of water, SN Dispersant 5040 (40% aqueous solution of polyacrylate type dispersant, San Nopco Ltd.) 0.8 parts, antifoaming agent (SN deformer 399: San Nopco Ltd.) 0.3 parts, evaluation sample { After uniformly mixing 0.1 part of any of the dispersion aids (1) to (4) with a homogenizer, heavy calcium carbonate (Sunlight SL-300, volume average particle size 5 μm,: Takehara Chemical Co., Ltd.) Kogyo Co., Ltd. and "Sunlight" are registered trademarks of Kyoei Sangyo Co., Ltd.) 100 parts were added and stirred at 3,000 rpm for 10 minutes to prepare a calcium carbonate slurry. The temperature of the obtained slurry was adjusted to 25 ° C., and the viscosity of the slurry was measured at a rotation speed of 60 rpm using a B-type viscometer. Further, as a blank, a calcium carbonate slurry was prepared in the same manner as above except that the evaluation sample (dispersion aid) was changed to water. These viscosities are shown in the table below.
<酸化チタンの分散性評価>
水30部、アクリル酸/マレイン酸(モル比100/25)共重合体のナトリウム塩40%水溶液(アクリル酸−マレイン酸共重合塩型分散剤、重量平均分子量4000、特許文献2に記載された実施試料No.7と同等品)1.2部、消泡剤(SNデフォーマー399:サンノプコ株式会社)0.3部、評価試料{分散助剤(1)〜(4)のいずれか}0.1部をホモジナイザーで均一混合した後、攪拌しつつ、酸化チタン(タイペークR−820、体積平均粒子径0.3μm:石原産業株式会社、「タイペーク」は同社の登録商標である。)100部を添加し、3,000rpmにて10分間攪拌を行い、酸化チタンスラリーを調製した。得られたスラリーを25℃に温調し、スラリーの粘度をB型粘度計を用い回転速度60rpmにて測定した。また、ブランクとして、評価試料(分散助剤)を水に変更したこと以外上記と同様にして、酸化チタンスラリーを調製した。これらの粘度を下表に示す。
<Evaluation of dispersibility of titanium oxide>
30 parts of water, 40% aqueous solution of sodium salt of acrylic acid / maleic acid (molar ratio 100/25) copolymer (acrylic acid-maleic acid copolymer salt type dispersant, weight average molecular weight 4000, described in Patent Document 2 1.2 parts of sample (equivalent to No. 7), 0.3 parts of defoamer (SN deformer 399: Sannopco Co., Ltd.), evaluation sample {any of dispersion aids (1) to (4)} 0. After uniformly mixing 1 part with a homogenizer, while stirring, 100 parts of titanium oxide (Typake R-820, volume average particle size 0.3 μm: Ishihara Sangyo Co., Ltd., “Typake” is a registered trademark of the company). The mixture was added and stirred at 3,000 rpm for 10 minutes to prepare a titanium oxide slurry. The temperature of the obtained slurry was adjusted to 25 ° C., and the viscosity of the slurry was measured at a rotation speed of 60 rpm using a B-type viscometer. Further, as a blank, a titanium oxide slurry was prepared in the same manner as above except that the evaluation sample (dispersion aid) was changed to water. These viscosities are shown in the table below.
<親水性シリカの分散性評価>
水60部、SNディスパーサント7347−C(第4級アンモウニウム塩型分散剤の20%水溶液、サンノプコ株式会社)10部、消泡剤(SNデフォーマー399:サンノプコ株式会社)0.3部、評価試料{分散助剤(1)〜(4)のいずれか}5部をホモジナイザーで均一攪拌した後、攪拌しつつ、親水性シリカ(ニップシールNA、体積平均粒子径9μm:東ソー・シリカ株式会社、「ニップシール」は同社の登録商標である。製)100部を添加し、3,000rpmにて10分間攪拌を行い、親水性シリカスラリーを調製した。得られたスラリーを25℃に温調し、スラリーの粘度をB型粘度計を用い回転速度60rpmにて測定した。また、ブランクとして、評価試料(分散助剤)を水に変更したこと以外上記と同様にして、酸化チタンスラリーを調製した。これらの粘度を下表に示す。
<Evaluation of dispersibility of hydrophilic silica>
60 parts of water, SN Dispersant 7347-C (20% aqueous solution of quaternary ammonium salt type dispersant, Sannopco Co., Ltd.) 10 parts, defoamer (SN deformer 399: Sannopco Co., Ltd.) 0.3 parts, evaluation sample {Any of dispersion aids (1) to (4)} After uniformly stirring 5 parts with a homogenizer, hydrophilic silica (nip seal NA, volume average particle diameter 9 μm: Toso Silica Co., Ltd., “Nip seal” Is a registered trademark of the same company.) 100 parts were added and stirred at 3,000 rpm for 10 minutes to prepare a hydrophilic silica slurry. The temperature of the obtained slurry was adjusted to 25 ° C., and the viscosity of the slurry was measured at a rotation speed of 60 rpm using a B-type viscometer. Further, as a blank, a titanium oxide slurry was prepared in the same manner as above except that the evaluation sample (dispersion aid) was changed to water. These viscosities are shown in the table below.
本発明の分散助剤(1)〜(4)は、粉体用水系分散剤と組み合わせて使用することにより、スラリー粘度をより低減することができた。すなわち、本発明の分散助剤は、粉体用水系分散剤と組み合わせて使用することにより、粉体用水系分散剤の分散性を最大限に引き出すことができた。 By using the dispersion aids (1) to (4) of the present invention in combination with the aqueous dispersant for powder, the slurry viscosity could be further reduced. That is, when the dispersion aid of the present invention was used in combination with the aqueous dispersant for powder, the dispersibility of the aqueous dispersant for powder could be maximized.
Claims (5)
一般式(1)で表されるポリオキシアルキレン化合物(X)及び一般式(2)で表されるポリオキシアルキレン化合物(Y)を含有してなることを特徴とする分散助剤。
R1−O−(EO)m・(PO)n―H (1)
R2{−(EO)o/(PO)p−H}q (2)
(R1は炭素数8〜22のアルキル基又はアルケニル基、R2は2〜8価の多価アルコールのヒドロキシル基から水素原子を除いた残基、Hは水素原子、EOはオキシエチレン基、POはオキシプロピレン基、mは5〜25の整数、nは2〜20整数、oは1〜10の整数、pは10〜30の整数、qは2〜8の整数、・はブロック状、/はランダム状を表す。) A dispersion aid used together with an aqueous dispersant for powders.
A dispersion aid comprising a polyoxyalkylene compound (X) represented by the general formula (1) and a polyoxyalkylene compound (Y) represented by the general formula (2).
R 1- O- (EO) m · (PO) n- H (1)
R 2 {-(EO) o / (PO) p −H} q (2)
( R 1 is an alkyl group or alkenyl group having 8 to 22 carbon atoms, R 2 is a residue obtained by removing a hydrogen atom from the hydroxyl group of a 2 to 8 valent polyhydric alcohol, H is a hydrogen atom, and EO is an oxyethylene group. PO is an oxypropylene group, m is an integer of 5 to 25, n is an integer of 2 to 20, o is an integer of 1 to 10, p is an integer of 10 to 30, q is an integer of 2 to 8, and · is a block. / Represents a random shape. )
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