JPH10237471A - Dispersion stabilizer for carbonaceous powder slurry - Google Patents
Dispersion stabilizer for carbonaceous powder slurryInfo
- Publication number
- JPH10237471A JPH10237471A JP3784597A JP3784597A JPH10237471A JP H10237471 A JPH10237471 A JP H10237471A JP 3784597 A JP3784597 A JP 3784597A JP 3784597 A JP3784597 A JP 3784597A JP H10237471 A JPH10237471 A JP H10237471A
- Authority
- JP
- Japan
- Prior art keywords
- dispersion stabilizer
- general formula
- carbonaceous powder
- derivative
- formaldehyde
- 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
- 239000002002 slurry Substances 0.000 title claims abstract description 33
- 239000000843 powder Substances 0.000 title claims abstract description 30
- 239000003381 stabilizer Substances 0.000 title claims abstract description 28
- 239000006185 dispersion Substances 0.000 title claims description 35
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 82
- 150000001875 compounds Chemical class 0.000 claims abstract description 24
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims abstract description 20
- 239000000178 monomer Substances 0.000 claims abstract description 18
- 125000005702 oxyalkylene group Chemical group 0.000 claims abstract description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 4
- 229920000877 Melamine resin Polymers 0.000 claims description 20
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 19
- 150000001412 amines Chemical class 0.000 claims description 17
- 229910052783 alkali metal Inorganic materials 0.000 claims description 12
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 11
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 11
- 239000004202 carbamide Substances 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical group NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 claims description 10
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 10
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 10
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 9
- 150000001340 alkali metals Chemical class 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000001174 sulfone group Chemical group 0.000 claims description 7
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 5
- 229950000244 sulfanilic acid Drugs 0.000 claims description 5
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 claims description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 4
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 claims description 3
- 235000010262 sodium metabisulphite Nutrition 0.000 claims description 3
- 235000010265 sodium sulphite Nutrition 0.000 claims description 2
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 claims description 2
- 235000010269 sulphur dioxide Nutrition 0.000 claims description 2
- ZAJAQTYSTDTMCU-UHFFFAOYSA-N 3-aminobenzenesulfonic acid Chemical compound NC1=CC=CC(S(O)(=O)=O)=C1 ZAJAQTYSTDTMCU-UHFFFAOYSA-N 0.000 claims 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims 1
- 239000003245 coal Substances 0.000 abstract description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 5
- 230000007774 longterm Effects 0.000 abstract 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 abstract 1
- -1 polyethylene Polymers 0.000 description 34
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 17
- 238000004519 manufacturing process Methods 0.000 description 17
- 150000003839 salts Chemical class 0.000 description 16
- 239000000203 mixture Substances 0.000 description 15
- 239000003921 oil Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 239000002270 dispersing agent Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 239000000571 coke Substances 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 238000009833 condensation Methods 0.000 description 6
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 230000005494 condensation Effects 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000006482 condensation reaction Methods 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 239000010419 fine particle Substances 0.000 description 3
- 229920005610 lignin Polymers 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 150000003460 sulfonic acids Chemical class 0.000 description 3
- 230000002194 synthesizing effect Effects 0.000 description 3
- VPTUPAVOBUEXMZ-UHFFFAOYSA-N (1-hydroxy-2-phosphonoethyl)phosphonic acid Chemical compound OP(=O)(O)C(O)CP(O)(O)=O VPTUPAVOBUEXMZ-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 239000003250 coal slurry Substances 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 229960002796 polystyrene sulfonate Drugs 0.000 description 2
- 239000011970 polystyrene sulfonate Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-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
- ALGGDNFSFCRLCR-UHFFFAOYSA-N 2-[2-[2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxymethyl]oxirane Chemical compound C1OC1COCCOCCOCCOCCOCCOC1=CC=CC=C1 ALGGDNFSFCRLCR-UHFFFAOYSA-N 0.000 description 1
- ZMCHBSMFKQYNKA-UHFFFAOYSA-N 2-aminobenzenesulfonic acid Chemical class NC1=CC=CC=C1S(O)(=O)=O ZMCHBSMFKQYNKA-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 229920002498 Beta-glucan Polymers 0.000 description 1
- 229920002134 Carboxymethyl cellulose Chemical class 0.000 description 1
- 229920002558 Curdlan Polymers 0.000 description 1
- 239000001879 Curdlan Substances 0.000 description 1
- 239000001856 Ethyl cellulose Chemical class 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical class CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Chemical class 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Chemical class 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Chemical class 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 241000282320 Panthera leo Species 0.000 description 1
- 229920002984 Paramylon Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 240000004584 Tamarindus indica Species 0.000 description 1
- 235000004298 Tamarindus indica Nutrition 0.000 description 1
- 229920002310 Welan gum Polymers 0.000 description 1
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001768 carboxy methyl cellulose Chemical class 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Chemical class 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 229920002678 cellulose Chemical class 0.000 description 1
- 239000001913 cellulose Chemical class 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 235000019316 curdlan Nutrition 0.000 description 1
- 229940078035 curdlan Drugs 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical class OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002169 ethanolamines Chemical class 0.000 description 1
- 229920001249 ethyl cellulose Chemical class 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 230000020169 heat generation Effects 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000001863 hydroxypropyl cellulose Chemical class 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Chemical class 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Chemical class 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical class OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 238000005504 petroleum refining Methods 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
Landscapes
- Liquid Carbonaceous Fuels (AREA)
- Phenolic Resins Or Amino Resins (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、炭素質粉末スラリ
ー用分散剤に関するものである。更に詳しくは、例えば
石炭粉末やオイルコークス粉末を水中に分散させ、パイ
プライン輸送が可能な状態で長期間安定な高濃度スラリ
ーを得るための分散安定剤に関する。[0001] The present invention relates to a dispersant for slurry of carbonaceous powder. More specifically, the present invention relates to a dispersion stabilizer for dispersing, for example, coal powder or oil coke powder in water to obtain a high-concentration slurry that is stable for a long period of time in a state where pipeline transportation is possible.
【0002】[0002]
【従来の技術及び発明が解決しようとする課題】近年、
全世界のエネルギー源として石油が最も多量に使用され
ているが、その資源は偏在し、且つ埋蔵量の枯渇が危惧
されるが為に、時には世界的な供給不安に陥る場合があ
る。それ故、石油依存度を下げるべく、石油代替エネル
ギーの早期開発が望まれている。その中で世界中に広く
存在しており、且つ安価で安定供給できる石炭が見直さ
れている。また、石油精製の際の重質留分を熱分解した
際の蒸留残渣として発生するオイルコークスをエネルギ
ー源として用いることも考えられる。この際に問題とな
るのは、石炭やオイルコークスは固体であるが為に、ハ
ンドリングが悪く、石油のようにパイプライン輸送がで
きなく、取扱い上著しく不利である。それを解決する為
に、石炭やオイルコークスを粉末化し、水や油やメタノ
ール等の液体に分散させ、スラリー状として輸送、貯蔵
する方法が種々検討されている。その中で水に石炭やオ
イルコークスの粉末を分散させたものが、現在最も有望
視されている。2. Description of the Related Art In recent years,
Although oil is the largest source of energy worldwide, its resources are unevenly distributed and its reserves may be depleted, sometimes leading to global supply uncertainty. Therefore, early development of alternative energy to petroleum is desired to reduce dependence on petroleum. Among them, coal that is widely available worldwide and can be supplied stably at low cost is being reviewed. It is also conceivable to use, as an energy source, oil coke generated as a distillation residue when pyrolyzing a heavy fraction in petroleum refining. At this time, the problem is that coal and oil coke are solid, so they are poorly handled, cannot be transported by pipeline like oil, and are extremely disadvantageous in handling. In order to solve this, various methods have been studied for powdering coal or oil coke, dispersing the same in a liquid such as water, oil or methanol, and transporting and storing the slurry. Among them, the one in which coal or oil coke powder is dispersed in water is currently regarded as the most promising.
【0003】ここで、石炭粉末やオイルコークス粉末を
水に分散させた場合、発熱量の低下及び輸送費用の上昇
から、できる限りの濃度アップが望まれる。しかしなが
ら、これらのスラリーを濃度アップした場合、著しく増
粘し流動性を失う。そこで、これらの粉末を水に分散さ
せる際に、各種分散剤の使用が試みられている。各種分
散剤としては、例えばナフタレンスルホン酸ホルムアル
デヒド縮合物塩(特公昭60−6395号公報)、メラ
ミンスルホン酸ホルムアルデヒド重縮合物塩(特開昭5
7−133192号公報)、リグニンスルホン酸塩(特
公平01−28798号公報)、ポリスチレンスルホン
酸塩(特開平03−200893号公報)、(メタ)ア
クリル酸とビニルモノマーの共重合体塩(特公昭62−
52791号公報)、ヒドロキシエタンジホスホン酸
塩、ノニルフェノール縮合物エテレンオキサイド付加物
(特開昭59−80320号公報)、ポリエチレンポリ
アミンとアルキレンオキサイドの付加重合物(特公平4
−43957号公報)等が挙げられる。しかしながら、
これらの分散剤は流動性及び分散安定性に関し、実用上
充分に満足できるものではない。[0003] Here, when coal powder or oil coke powder is dispersed in water, it is desired to increase the concentration as much as possible from the viewpoint of a decrease in calorific value and an increase in transportation cost. However, when the concentration of these slurries is increased, the viscosity is remarkably increased and the fluidity is lost. Therefore, when these powders are dispersed in water, use of various dispersants has been attempted. Examples of various dispersants include naphthalene sulfonic acid formaldehyde condensate (Japanese Patent Publication No. 60-6395) and melamine sulfonic acid formaldehyde polycondensate (Japanese Unexamined Patent Publication No.
No. 7-133192), lignin sulfonate (Japanese Patent Publication No. 28798/1991), polystyrene sulfonate (Japanese Patent Application Laid-Open No. 03-200893), and a copolymer salt of (meth) acrylic acid and a vinyl monomer (Japanese Patent Publication No. Kosho 62-
No. 52791), hydroxyethanediphosphonate, nonylphenol condensate etherene oxide adduct (Japanese Patent Application Laid-Open No. 59-80320), and an addition polymer of polyethylene polyamine and alkylene oxide (Japanese Patent Publication No. Hei.
-43957) and the like. However,
These dispersants are not satisfactory in terms of fluidity and dispersion stability in practical use.
【0004】[0004]
【課題を解決するための手段】本発明者らは、石炭やオ
イルコークス等の炭素質粉末スラリーの欠点である高濃
度での流動性及び分散安定性の改良をするために、鋭意
検討した結果、ある特定の構造を有する化合物を分散剤
として用いた場合、優れた分散効果を有することを見い
出し、本発明をなすに至った。DISCLOSURE OF THE INVENTION The present inventors have conducted intensive studies to improve the fluidity and dispersion stability at high concentrations, which are disadvantages of carbonaceous powder slurries such as coal and oil coke. When a compound having a specific structure is used as a dispersant, it has been found that the compound has an excellent dispersing effect, and the present invention has been accomplished.
【0005】即ち、本発明は、下記一般式(I)で示す
ポリオキシアルキレンモノグリシジルエーテル(A)、
及びポリオキシアルキレンモノグリシジルエーテル
(A)とホルムアルデヒド共縮合が可能な単量体
(B)、及びスルホン基を生成する化合物(C)のホル
ムアルデヒド共縮合体からなる炭素質粉末スラリー用分
散安定剤。 一般式(I) ここで、R1 :炭素数1〜20のアルキル基、フェニ
ル基 AO、BO:炭素数2〜5のオキシアルキレン基 AO、BOは、ブロック及び/またはランダム m、n:0〜100の整数。但し、100≧m+n≧4 に関する。That is, the present invention provides a polyoxyalkylene monoglycidyl ether (A) represented by the following general formula (I):
And a dispersion stabilizer for carbonaceous powder slurry comprising a formaldehyde co-condensate of a monomer (B) capable of formaldehyde co-condensation with polyoxyalkylene monoglycidyl ether (A) and a compound (C) that forms a sulfone group. General formula (I) Here, R 1 : an alkyl group having 1 to 20 carbon atoms, a phenyl group AO, BO: an oxyalkylene group having 2 to 5 carbon atoms AO and BO are block and / or random m, n: an integer of 0 to 100. However, 100 ≧ m + n ≧ 4.
【0006】[0006]
【発明の実施の形態】以下に、本発明を詳細に説明す
る。本発明で用いるのは下記、一般式(I)で示すポリ
オキシアルキレンモノグリシジルエーテル(A)であ
る。 一般式(I) ここで、R1 :炭素数1〜20のアルキル基、フェニ
ル基 AO、BO:炭素数2〜5のオキシアルキレン基 AO、BOは、ブロック及び/またはランダム m、n:0〜100の整数。但し、100≧m+n≧4 一般式(I)ポリオキシアルキレンモノグリシジルエー
テル(A)で示される化合物には、フェノールポリオキ
シエチレングリシジルエーテル、フェノールポリオキシ
プロピレングリシジルエーテル、フェノールポリオキシ
エチレンオキシプロピレングリシジルエーテル、ラウリ
ルアルコールポリオキシエチレングリシジルエーテル、
ラウリルアルコールポリオキシプロピレングリシジルエ
ーテル、ラウリルアルコールポリオキシエチレンオキシ
プロピレングリシジルエーテル等のポリオキシアルキレ
ングリシジルエーテル類である。このオキシアルキレン
基は炭素数2〜5である。このオキシアルキレンは1種
類でも良いが、2種類以上のオキシアルキレンがブロッ
クまたはランダムに結合しているものでも良い。繰り返
し単位としては、4〜100個であり、さらに好ましく
は7〜70個である。DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below in detail. The polyoxyalkylene monoglycidyl ether (A) represented by the following general formula (I) is used in the present invention. General formula (I) Here, R 1 : an alkyl group having 1 to 20 carbon atoms, a phenyl group AO, BO: an oxyalkylene group having 2 to 5 carbon atoms AO and BO are block and / or random m, n: an integer of 0 to 100. However, 100 ≧ m + n ≧ 4 The compounds represented by the general formula (I) polyoxyalkylene monoglycidyl ether (A) include phenol polyoxyethylene glycidyl ether, phenol polyoxypropylene glycidyl ether, phenol polyoxyethylene oxypropylene glycidyl ether. , Lauryl alcohol polyoxyethylene glycidyl ether,
And polyoxyalkylene glycidyl ethers such as lauryl alcohol polyoxypropylene glycidyl ether and lauryl alcohol polyoxyethylene oxypropylene glycidyl ether. This oxyalkylene group has 2 to 5 carbon atoms. This oxyalkylene may be of one type, or may be one in which two or more types of oxyalkylene are bonded in a block or random manner. The number of repeating units is 4 to 100, and more preferably 7 to 70.
【0007】この一般式(I)で示す化合物の添加する
工程は、本発明の共縮合物を合成するどの工程でも良
い。すなわち、反応開始時に予め反応装置内に仕込んで
おいても良いし、pHを弱酸性領域の条件でホルムアル
デヒド共縮合反応させる場合はpH調整する直前及び直
後のどちらに添加しても良い。The step of adding the compound represented by the general formula (I) may be any step of synthesizing the co-condensate of the present invention. That is, it may be previously charged into the reaction apparatus at the start of the reaction, or may be added immediately before or immediately after pH adjustment when formaldehyde co-condensation reaction is performed under the condition of a weakly acidic pH.
【0008】また、一般式(I)で示す化合物は1種類
以上組み合わせて使用することができる。さらには、そ
の添加量は、ポリオキシアルキレンモノグリシジルエー
テル(A)とホルムアルデヒド共縮合が可能な単量体
(B)1モルに対して、0.005〜0.5モルが好ま
しく、更に好ましくは0.01〜0.35モルが好適で
ある。The compounds represented by the general formula (I) can be used in combination of one or more kinds. Further, the addition amount is preferably 0.005 to 0.5 mol, more preferably 1 mol, per 1 mol of the monomer (B) capable of co-condensing polyoxyalkylene monoglycidyl ether (A) with formaldehyde. 0.01-0.35 mol is preferred.
【0009】ポリオキシアルキレンモノグリシジルエー
テル(A)とホルムアルデヒド共縮合が可能な単量体
(B)としては、一般式(II) ここで、X1X2X3:H、CH2OH又はCH2SO
3Y Y:アルカリ金属、アルカリ土類金属、アンモニウム、
アミン、置換アミンで示す化合物、すなわち、メラミ
ン、メチロール基含有メラミン、スルホメチル基含有メ
ラミン等を用いることができる。スルホメチル基含有メ
ラミンの場合は、その塩類も用いることができる。塩類
としては、無機塩類、すなわち、カリウム、ナトリウ
ム、マグネシウム等のアルカリ金属塩類またはアルカリ
土類金属塩類、または有機塩類、すなわち、アンモニウ
ム塩、モノエタノールアミン塩、ジエタノールアミン塩
等も用いることができる。なかでも、メラミン及びスル
ホメチル基含有メラミンが経済的にも反応性からも好ま
しい。The monomer (B) capable of co-condensing polyoxyalkylene monoglycidyl ether (A) with formaldehyde is represented by the general formula (II) Here, X 1 X 2 X 3 : H, CH 2 OH or CH 2 SO
3 Y Y: alkali metal, alkaline earth metal, ammonium,
Compounds represented by amines and substituted amines, that is, melamine, melamine having a methylol group, melamine having a sulfomethyl group, and the like can be used. In the case of sulphomethyl group-containing melamine, salts thereof can also be used. As the salts, inorganic salts, that is, alkali metal salts or alkaline earth metal salts such as potassium, sodium, and magnesium, and organic salts, that is, ammonium salts, monoethanolamine salts, diethanolamine salts, and the like can also be used. Among them, melamine and sulfomethyl group-containing melamine are preferred from the viewpoint of economy and reactivity.
【0010】また、その他として、一般式(III) ここで、X4:H、CH2OH又はCH2SO3Y、ア
ンモニウム塩、アミン塩、置換アミン塩 Y:アルカリ金属、アルカリ土類金属、アンモニウム、
アミン、置換アミンスルホン基、又はそのアルカリ金属
塩、アルカリ土類金属、 R3:H又は炭素数1〜6のアルキル基で示す化合物、
すなわち、フェノール、クレゾール、p−t−ブチルフ
ェノール、p−t−アミルフェノール等のアルキルフェ
ノール類、またはそのスルホン酸類もしくはスルホン酸
の塩類等も用いることができる。塩類としては、一般式
(II)と同様に、その無機塩類や有機塩類も用いるこ
とができる。In addition, other than the above, general formula (III) Here, X 4 : H, CH 2 OH or CH 2 SO 3 Y, ammonium salt, amine salt, substituted amine salt Y: alkali metal, alkaline earth metal, ammonium,
An amine, a substituted amine sulfone group, or an alkali metal salt thereof, an alkaline earth metal, a compound represented by R 3 : H or an alkyl group having 1 to 6 carbon atoms,
That is, alkylphenols such as phenol, cresol, pt-butylphenol, and pt-amylphenol, or sulfonic acids or sulfonic acid salts thereof can also be used. As the salts, similarly to the general formula (II), inorganic salts and organic salts thereof can be used.
【0011】さらには、一般式(IV) ここで、X5、X6:H、CH2OH又はCH2SO3
Y Y:アルカリ金属、アルカリ土類金属、アンモニウム、
アミン、置換アミンで示す化合物、すなわち、尿素、メ
チロール基含有尿素、スルホメチル基含有尿素も用いる
ことができる。また、スルホメチル基含有尿素の場合
は、一般式(II)と同様に、その無機塩類や有機塩類
も用いることができる。Furthermore, the general formula (IV) Here, X 5 and X 6 : H, CH 2 OH or CH 2 SO 3
Y Y: alkali metal, alkaline earth metal, ammonium,
Compounds represented by amines and substituted amines, that is, urea, urea containing a methylol group, and urea containing a sulfomethyl group can also be used. In the case of a sulfomethyl group-containing urea, inorganic salts and organic salts thereof can be used as in the case of the general formula (II).
【0012】さらには、一般式(V) ここで、X7:H、アルカリ金属、アルカリ土類金属、
アンモニウム、アミン、置換アミン R3:H又は炭素数1〜6のアルキル基で示す化合物、
すなわち、スルファニル酸、メタニン酸、オルタニン酸
等のアミノベンゼンスルホン酸類、またはその塩類を用
いることができる。塩類としては、一般式(II)と同
様に、その無機塩類や有機塩類も用いることができる。
なかでも、スルファニル酸やメタニン酸及びその塩類が
経済的にも反応性からも好ましい。Further, the general formula (V) Here, X 7 : H, an alkali metal, an alkaline earth metal,
Ammonium, amine, substituted amine R 3 : a compound represented by H or an alkyl group having 1 to 6 carbon atoms,
That is, aminobenzenesulfonic acids such as sulfanilic acid, metanic acid, and ternic acid, or salts thereof can be used. As the salts, similarly to the general formula (II), inorganic salts and organic salts thereof can be used.
Among them, sulfanilic acid, metanic acid and salts thereof are preferable from the viewpoint of economy and reactivity.
【0013】尚、本発明においては、一般式(II)、
一般式(III)、一般式(IV)、及び一般式(V)
の1種類以上の単量体を組み合わせて用いることができ
るが、一般式(II)を用いることが経済的にも反応性
からも好ましい。In the present invention, general formula (II):
Formula (III), Formula (IV), and Formula (V)
One or more monomers may be used in combination, but it is preferable to use the general formula (II) from the viewpoint of economy and reactivity.
【0014】スルホン基を生成する化合物としては、亜
硫酸ナトリウム、重亜硫酸ナトリウム、ピロ亜硫酸ナト
リウム、二酸化硫黄、発煙硫酸等の公知のスルホン化剤
を用いることができる。これらのスルホン化剤は、予め
一般式(II)、一般式(III)及び一般式(IV)
の相当する原料にスルホメチル基を導入する際に用いて
も良いし、ホルムアルデヒドによる共縮合体を合成した
のちに作用させて、共縮合体に直接スルホメチル基を導
入しても良い。As the compound that generates a sulfone group, known sulfonating agents such as sodium sulfite, sodium bisulfite, sodium pyrosulfite, sulfur dioxide, fuming sulfuric acid and the like can be used. These sulfonating agents have been previously prepared by the general formulas (II), (III) and (IV)
May be used when introducing a sulfomethyl group into the raw material corresponding to the above. Alternatively, a sulfomethyl group may be directly introduced into the cocondensate by acting after synthesizing a cocondensate with formaldehyde.
【0015】メラミンにスルホメチル基を導入する方法
は、公知の方法で行うことができる。すなわち、メラミ
ンにホルムアルデヒドを付加縮合させ、メチロールメラ
ミンとしたのちに、スルホン化剤を作用させ、水酸基と
入れ換えることにより導入することが可能である。メラ
ミン1モルには6モルのホルムアルデヒドがメチロール
基として付加縮合することが知られている。本発明にお
いては、2モル分のメチロール基は共縮合に用いられる
可能性が高いので、最大は残りの4モル分のメチロール
基にスルホメチル基の導入が可能である。経済的な面及
び得られる共縮合物の分散効果を考慮すると、スルホメ
チル基の導入量は0.3〜4モルが好ましく、さらに好
ましくは0.5〜2モルの導入が好適である。The method for introducing a sulfomethyl group into melamine can be carried out by a known method. That is, it can be introduced by adding and condensing melamine with formaldehyde to form methylol melamine, followed by the action of a sulfonating agent and replacement with a hydroxyl group. It is known that 6 mol of formaldehyde is addition-condensed as methylol group to 1 mol of melamine. In the present invention, since 2 moles of methylol groups are likely to be used for cocondensation, sulfomethyl groups can be introduced into the remaining 4 moles of methylol groups at the maximum. Considering the economic aspect and the dispersing effect of the obtained co-condensate, the amount of sulfomethyl group to be introduced is preferably from 0.3 to 4 mol, more preferably from 0.5 to 2 mol.
【0016】また、フェノールにスルホメチル基を導入
する場合も同様であり、フェノール1モル当たり0.3
〜2モルの導入量が好ましく、さらに好ましくは0.5
〜1.5モルの導入が好適である。さらには、尿素にス
ルホメチル基を導入する場合も同様であり、尿素1モル
当たり0.3〜2モルの導入量が好ましく、さらに好ま
しくは0.5〜1.5モルの導入が好適である。The same applies to the case where a sulfomethyl group is introduced into phenol.
22 mol is preferable, and more preferably 0.5 to 2 mol.
Introduction of .about.1.5 mol is preferred. Further, the same applies to the case where a sulfomethyl group is introduced into urea, and the amount of introduction is preferably from 0.3 to 2 mol, more preferably from 0.5 to 1.5 mol, per mol of urea.
【0017】これらのホルムアルデヒド共縮合体を合成
するにあたって用いられるホルムアルデヒドは、通常3
0〜60重量%の濃度のものが用いることが可能であ
る。さらには、必要に応じて、パラホルムを併用するこ
とも可能である。このホルムアルデヒドの使用量は、ポ
リオキシアルキレンモノグリシジルエーテル(A)とホ
ルムアルデヒド共縮合が可能な単量体(B)の総モル数
の1〜6倍モル用いることが好ましい。経済性や縮合反
応の容易さ等を考慮すると1.5〜4倍モルを用いるこ
とがより好ましい。ホルムアルデヒド共縮合反応はpH
4〜12の範囲、いわゆる弱酸性領域から塩基性領域の
通常の方法で行う。ホルムアルデヒドの添加は、予め反
応装置内に仕込んでおいても良いし、反応途中に滴下し
て反応させても良い。The formaldehyde used for synthesizing these formaldehyde cocondensates is usually 3
Those having a concentration of 0 to 60% by weight can be used. Further, if necessary, paraform can be used in combination. The amount of formaldehyde to be used is preferably 1 to 6 times the total number of moles of the polyoxyalkylene monoglycidyl ether (A) and the total number of monomers (B) capable of formaldehyde cocondensation. In consideration of economy, ease of the condensation reaction, and the like, it is more preferable to use 1.5 to 4 moles. Formaldehyde co-condensation reaction is pH
It is carried out by a usual method in the range of 4 to 12, that is, from a weakly acidic region to a basic region. The formaldehyde may be added in advance in the reactor or may be added dropwise during the reaction.
【0018】本発明における炭素質粉末スラリー用分散
安定剤(以下、単に分散安定剤と略す)を構成する化合
物の組成は重要である。すなわち、ポリオキシアルキレ
ンモノグリシジルエーテル(A):ポリオキシアルキレ
ンモノグリシジルエーテル(A)とホルムアルデヒド共
縮合が可能な単量体(B):スルホン基を生成する化合
物(C):ホルムアルデヒドのモル比率は、(0.00
5〜0.5):1:(0.3〜4):(1〜6)である
ことが好ましい。さらに好ましくは、(0.01〜0.
35):1:(0.5〜2):(1.5〜4)が好適で
ある。The composition of the compound constituting the dispersion stabilizer for carbonaceous powder slurry (hereinafter simply referred to as dispersion stabilizer) in the present invention is important. That is, the molar ratio of polyoxyalkylene monoglycidyl ether (A): polyoxyalkylene monoglycidyl ether (A) and a monomer capable of co-condensing with formaldehyde (B): a compound that produces a sulfone group (C): , (0.00
5: 0.5): 1: (0.3-4) :( 1-6). More preferably, (0.01-0.
35): 1: (0.5-2) :( 1.5-4) is preferred.
【0019】本発明における分散安定剤の添加量は、炭
素質粉末の種類で変動するが、一般的には炭素質粉末に
対して固形分量で0.05〜3.0重量%が好ましい。
さらに好ましくは、0.5〜2.0重量%が好適であ
る。The amount of the dispersion stabilizer in the present invention varies depending on the type of the carbonaceous powder, but is generally preferably 0.05 to 3.0% by weight based on the carbonaceous powder.
More preferably, the content is 0.5 to 2.0% by weight.
【0020】本発明の分散安定剤の使用方法に関して
は、単独で用いても良いが、公知の他の1種類以上の分
散剤と組み合わせて使用することもできる。公知の他の
分散剤としては、例えばナフタレンスルホン酸ホルムア
ルデヒド縮合物塩(以下、ナフタレン系と称す)、メラ
ミンスルホン酸ホルムアルデヒド重縮合物塩(以下、メ
ラミン系と称す)、リグニンスルホン酸塩(以下、リグ
ニン系と称す)、ポリスチレンスルホン酸塩(以下、ポ
リスチレン系と称す)、ポリオキシエチレンアルキルフ
ェニルエーテル、ポリ(メタ)アクリル酸塩、ポリオキ
シエチレンアルキルエーテル硫酸塩、(メタ)アクリル
酸とビニルモノマーの共重合体塩、(メタ)アクリル酸
と分子内にポリオキシアルキレングリコール鎖を有する
ビニルモノマーとの共重合体塩、ヒドロキシエタンジホ
スホン酸塩、ノニルフェノール縮合物エチレンオキサイ
ド付加物、ポリエチレンポリアミンとアルキレンオキサ
イドの付加重合物等が挙げられる。The dispersion stabilizer of the present invention may be used alone or in combination with one or more other known dispersants. Other known dispersants include, for example, naphthalene sulfonic acid formaldehyde condensate (hereinafter, referred to as naphthalene-based), melamine sulfonic acid formaldehyde polycondensate (hereinafter, referred to as melamine-based), lignin sulfonic acid salt (hereinafter, referred to as melamine sulfonic acid salt). Lignin type), polystyrene sulfonate (hereinafter referred to as polystyrene type), polyoxyethylene alkyl phenyl ether, poly (meth) acrylate, polyoxyethylene alkyl ether sulfate, (meth) acrylic acid and vinyl monomer A copolymer salt of (meth) acrylic acid with a vinyl monomer having a polyoxyalkylene glycol chain in the molecule, hydroxyethanediphosphonate, nonylphenol condensate ethylene oxide adduct, polyethylenepolyamine and alkylene Oxide Pressurized polymer and the like.
【0021】さらには、本発明の分散安定剤は、分散安
定性をさらに向上させるために、公知の他の1種類以上
の水溶性高分子と併用して使用することができる。公知
の他の水溶性高分子としては、メチルセルロース、カル
ボキシメチルセルロース、エチルセルロース、ヒドロキ
シエチルセルロース、ヒドロキシプロピルセルロース、
ヒドロキシプロピルメチルセルロース、スルホエチルセ
ルロースアルカリ金属塩等のセルロース誘導体、ポリビ
ニルアルコール及びその誘導体、澱粉及びその誘導体
類、アルギン酸ソーダ、カゼイン、キサンタンガム、タ
マリンドガム、グアーガム等の天然高分子及びその誘導
体類、カードラン、パラミロン等のβ−1,3−グルカ
ン及びウエランガム等の微生物生産多糖類、アクリル酸
または不飽和多塩基酸と他のビニルモノマーとの共重合
体類の高分子量物、ポリアクリルアミドまたはアクリル
アミドと他のビニルモノマーとの共重合体類の高分子量
物等が挙げられる。Further, the dispersion stabilizer of the present invention can be used in combination with one or more other known water-soluble polymers in order to further improve the dispersion stability. Other known water-soluble polymers include methylcellulose, carboxymethylcellulose, ethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose,
Hydroxypropyl methylcellulose, cellulose derivatives such as sulfoethylcellulose alkali metal salts, polyvinyl alcohol and derivatives thereof, starch and derivatives thereof, sodium alginate, casein, xanthan gum, tamarind gum, natural polymers such as guar gum and derivatives thereof, curdlan, Microbial polysaccharides such as β-1,3-glucan such as paramylon and welan gum; high molecular weight copolymers of acrylic acid or unsaturated polybasic acid with other vinyl monomers; polyacrylamide or acrylamide and other High molecular weight products of copolymers with a vinyl monomer are exemplified.
【0022】本発明の分散安定剤が、炭素質粉末スラリ
ーに優れた流動性を与え、長期に亘ってハードパックを
形成することなく分散安定性を維持し、スラリーの高濃
度化を可能にする理由は明かではないが、次のように推
測される。すなわち、本発明の分散安定剤は分子中にス
ルホン基を有しているため、その電気的反発力によって
炭素質微粒子の分散性を高める。また、本発明の分散安
定剤が炭素質微粒子に吸着した際に、分子内に有するポ
リオキシアルキレン基が粒子の外側に伸びると考えられ
る。この外側に伸びたポリオキシアルキレン基のまわり
に水和層が形成され、これに伴う立体障害効果によって
炭素質微粒子の分散性を長時間保持し、ハードパックを
引き起こさないのではないかと予想される。The dispersion stabilizer of the present invention imparts excellent fluidity to the carbonaceous powder slurry, maintains the dispersion stability without forming a hard pack over a long period of time, and makes it possible to increase the concentration of the slurry. Although the reason is not clear, it is speculated as follows. That is, since the dispersion stabilizer of the present invention has a sulfone group in the molecule, its electric repulsion enhances the dispersibility of the carbonaceous fine particles. Further, when the dispersion stabilizer of the present invention is adsorbed on the carbonaceous fine particles, it is considered that the polyoxyalkylene group contained in the molecule extends to the outside of the particles. A hydration layer is formed around the polyoxyalkylene group extending outward, and it is expected that the steric hindrance effect will keep the dispersibility of the carbonaceous fine particles for a long time and will not cause a hard pack. .
【0023】本発明の分散安定剤について、以下の実施
例にてさらに詳しく説明するが、本発明はこれに限定さ
れるものではない。また、以下に数値の単位として記載
する%または部は、特に記載がなければ、全て重量%ま
たは重量部である。The dispersion stabilizer of the present invention will be described in more detail in the following examples, but the present invention is not limited thereto. In addition, all percentages or parts described below as units of numerical values are% by weight or parts by weight unless otherwise specified.
【0024】[0024]
製造例1 メラミン0.52モル(65.5部)、37%ホルマリ
ン3.0モル(243.2部)、水250.0部を撹拌
機、温度計、還流管、滴下漏斗のついた4つ口フラスコ
に仕込み、撹拌混合した。これを65℃まで昇温した後
に25%水酸化ナトリウム水溶液でpH11.5とし、
65℃で1時間反応させた。これに尿素0.2モル(1
2.0部)及びスルファニル酸0.15モル(26.0
部)を添加し、70℃でさらに1時間反応させた。次に
水131.4部を投入すると同時に45℃まで冷却した
後、フェノール0.13モル(12.2部)を滴下漏斗
を用いて30分かけて投入した。投入終了後、60℃で
1時間反応させた。続いて、ラウリルアルコール(E
O)15グリシジルエーテルであるデナコールEX−1
71(ナガセ化成工業(株)社製)を0.03モル(2
7.1部)、無水重亜硫酸ナトリウム0.53モル(5
5.1部)を投入し、80℃で1時間反応させた。60
℃まで冷却した後、40%硫酸でpH6.0にし、65
℃に昇温して反応させ、反応溶液の粘度が40cp/2
5℃になった時点で、25%水酸化ナトリウム水溶液で
中和して反応を停止させ、得られた生成物を縮合物1と
した。この組成及び物性値を表1に示す。Production Example 1 0.52 mol (65.5 parts) of melamine, 3.0 mol (243.2 parts) of 37% formalin, and 250.0 parts of water were mixed with a stirrer, a thermometer, a reflux tube, and a dropping funnel. The mixture was charged into a one-necked flask and mixed with stirring. After the temperature was raised to 65 ° C., the pH was adjusted to 11.5 with a 25% aqueous sodium hydroxide solution.
The reaction was performed at 65 ° C. for 1 hour. Add 0.2 mole of urea (1
2.0 parts) and 0.15 mol of sulfanilic acid (26.0).
Was added and the mixture was further reacted at 70 ° C. for 1 hour. Next, 131.4 parts of water was added, and at the same time, the mixture was cooled to 45 ° C. Then, 0.13 mol (12.2 parts) of phenol was added thereto over 30 minutes using a dropping funnel. After completion of the charging, the reaction was carried out at 60 ° C. for 1 hour. Subsequently, lauryl alcohol (E
O) Denacol EX-1 which is a 15 glycidyl ether
71 (manufactured by Nagase Kasei Kogyo Co., Ltd.) at 0.03 mol (2
7.1 parts), anhydrous sodium bisulfite 0.53 mol (5
5.1 parts) and reacted at 80 ° C. for 1 hour. 60
After cooling to 40 ° C., the pH was adjusted to 6.0 with 40% sulfuric acid,
C. and the reaction was carried out, and the viscosity of the reaction solution was 40 cp / 2.
When the temperature reached 5 ° C., the reaction was stopped by neutralization with a 25% aqueous sodium hydroxide solution. The composition and physical properties are shown in Table 1.
【0025】製造例2 水647.8部、37%ホルマリン3.1モル(25
1.4部)を撹拌機、温度計、還流管のついた4つ口フ
ラスコに仕込み、撹拌混合した。このフラスコ中にメラ
ミン0.7モル(88.2部)、尿素0.1モル(6.
0部)、スルファニル酸0.2モル(34.6部)、ピ
ロ亜硫酸ナトリウム0.5モル(95.0部)を撹拌下
で添加した。このものを75℃まで昇温し、透明液体と
なったことを確認した後に、製造例1で使用したデナコ
ールEX−171を0.13モル(117.3部)添加
後、25%水酸化ナトリウム水溶液でpH11とし、7
5℃で2時間反応させた。フリーの亜硫酸イオンが消失
したことを確認した後に、60℃まで冷却した。次に4
0%硫酸でpH6.0にし、60℃で反応を進め、反応
溶液の粘度が50cp/25℃になった時点で、25%
水酸化ナトリウム水溶液で中和して反応を停止させ、得
られた生成物を縮合物2とした。この組成及び物性値を
表1に示す。Production Example 2 647.8 parts of water, 3.1 mol of 37% formalin (25 mol
(1.4 parts) was charged into a four-necked flask equipped with a stirrer, a thermometer, and a reflux tube, followed by stirring and mixing. 0.7 mol (88.2 parts) of melamine and 0.1 mol of urea (6.
0 parts), 0.2 mol (34.6 parts) of sulfanilic acid and 0.5 mol (95.0 parts) of sodium pyrosulfite were added with stirring. After raising the temperature to 75 ° C. and confirming that a transparent liquid was obtained, 0.13 mol (117.3 parts) of Denacol EX-171 used in Production Example 1 was added, and then 25% sodium hydroxide was added. PH 11 with aqueous solution, 7
The reaction was performed at 5 ° C. for 2 hours. After confirming that free sulfite ions had disappeared, the mixture was cooled to 60 ° C. Then 4
The pH was adjusted to 6.0 with 0% sulfuric acid, the reaction was allowed to proceed at 60 ° C., and when the viscosity of the reaction solution reached 50 cp / 25 ° C., 25%
The reaction was terminated by neutralization with an aqueous sodium hydroxide solution, and the resulting product was used as condensate 2. The composition and physical properties are shown in Table 1.
【0026】製造例3 水352.3部、37%ホルマリン2.8モル(22
7.0部)を撹拌機、温度計、還流管のついた4つ口フ
ラスコに仕込み、撹拌混合した。このフラスコ中にメラ
ミン1.0モル(126.0部)を撹拌下で添加する。
このものを70℃まで昇温し、透明液体となったことを
確認した後に、フェノール(EO)5グリシジルエーテ
ルであるデナコールEX−145(ナガセ化成工業
(株)社製)0.1モル(37.0部)25%水酸化ナ
トリウム水溶液でpH11とし、70℃で1時間反応さ
せた。次に55℃まで冷却し、無水重亜硫酸ナトリウム
0.8(83.2部)を添加した。無水重亜硫酸ナトリ
ウムの添加により内温は上昇するが、さらに80℃まで
昇温した。80℃で反応を続行し、フリーの亜硫酸イオ
ンが消失したことを確認した後に、60℃まで冷却し
た。次に40%硫酸でpH6.0にし、60℃で反応を
進め、反応溶液の粘度が115cp/25℃になった時
点で、25%水酸化ナトリウム水溶液で中和して反応を
停止させ、得られた生成物を縮合物3とした。この組成
及び物性値を表1に示す。Production Example 3 352.3 parts of water and 2.8 mol of 37% formalin (22 moles)
7.0 parts) was charged into a four-necked flask equipped with a stirrer, a thermometer, and a reflux tube, followed by stirring and mixing. 1.0 mol (126.0 parts) of melamine is added to the flask with stirring.
This was heated to 70 ° C., and after confirming that it became a transparent liquid, 0.1 mol (37%) of denacol EX-145 (manufactured by Nagase Kasei Kogyo Co., Ltd.), which is phenol (EO) 5 glycidyl ether. 0.0 part) 25% aqueous sodium hydroxide solution to adjust the pH to 11, and reacted at 70 ° C for 1 hour. Next, the mixture was cooled to 55 ° C, and anhydrous sodium bisulfite 0.8 (83.2 parts) was added. Although the internal temperature increased by the addition of anhydrous sodium bisulfite, the temperature was further increased to 80 ° C. The reaction was continued at 80 ° C., and after confirming that free sulfite ions had disappeared, the mixture was cooled to 60 ° C. Next, the pH was adjusted to 6.0 with 40% sulfuric acid, the reaction was allowed to proceed at 60 ° C, and when the viscosity of the reaction solution reached 115 cp / 25 ° C, the reaction was neutralized with a 25% aqueous sodium hydroxide solution to stop the reaction. The obtained product was designated as condensate 3. The composition and physical properties are shown in Table 1.
【0027】製造例4〜5 製造例1と同様の方法で、表1に示すように化合物の組
成と最終粘度を変えて、縮合した。その結果、縮合物4
〜5を得た。Production Examples 4 and 5 Condensation was carried out in the same manner as in Production Example 1, except that the composition and final viscosity of the compounds were changed as shown in Table 1. As a result, condensate 4
~ 5.
【0028】製造例6〜7 製造例2と同様の方法で、表1に示すように化合物の組
成と最終粘度を変えて縮合した。その結果、縮合物6〜
7を得た。Production Examples 6 and 7 Condensation was carried out in the same manner as in Production Example 2 while changing the compound composition and final viscosity as shown in Table 1. As a result, the condensate 6-
7 was obtained.
【0029】製造例8〜9 製造例3と同様の方法で、表1に示すように化合物の組
成と最終粘度を変えて縮合した。その結果、縮合物8〜
9を得た。Production Examples 8 and 9 Condensation was carried out in the same manner as in Production Example 3 while changing the composition and final viscosity of the compounds as shown in Table 1. As a result, the condensate 8 ~
9 was obtained.
【0030】製造例10 一般式(l)で表せられる化合物を用いなかった以外
は、製造例1と同様の方法で、表1に示すように化合物
の組成と最終粘度を変えて縮合した。その結果、縮合物
10を得た。Production Example 10 Condensation was carried out in the same manner as in Production Example 1 except that the compound represented by the general formula (l) was not used, and the composition and final viscosity of the compound were changed as shown in Table 1. As a result, a condensate 10 was obtained.
【0031】製造例11〜12 合成例1で用いたデナコールEX−171を用い、製造
例1と同様の方法で、表1に示すように化合物の組成と
最終粘度を変えて縮合した。その結果、縮合物11〜1
2を得た。Production Examples 11 to 12 Using Denacol EX-171 used in Synthesis Example 1, condensation was carried out in the same manner as in Production Example 1 while changing the compound composition and final viscosity as shown in Table 1. As a result, the condensates 11 to 1
2 was obtained.
【0032】[0032]
【表1】 [Table 1]
【0033】実施例1 以下に記述するように炭素質粉末スラリーとして、製造
例1で合成した縮合物1を用いて石炭粉末の水スラリー
及びオイルコークス粉末の水スラリーを調製し、分散性
及び分散安定性の評価を行った。結果を表2に示す。Example 1 As described below, a water slurry of coal powder and a water slurry of oil coke powder were prepared by using the condensate 1 synthesized in Production Example 1 as a carbonaceous powder slurry. The stability was evaluated. Table 2 shows the results.
【0034】1.炭素質粉末スラリーの調製 石炭は200メッシュパス分を95%含有するオースト
ラリア産のものを用いた。予め所定量の本発明の分散安
定剤、または比較分散安定剤、または比較分散剤を水中
に入れ、その中に所定量の石炭粉末を徐々に添加し、ホ
モミキサーで3000rpmにて25分間分散させて、
石炭スラリーとした。オイルコークスは宇部アンモニア
工業有限会社から入手したオイルコークス塊をジョーク
ラッシャーで粗粉砕した後、奈良式自由粉砕機で粉砕
し、50%粒径が27μm、90%粒径が95μmのも
のを得た。これを石炭スラリーと同様の方法でオイルコ
ークススラリーとした。1. Preparation of Carbonaceous Powder Slurry Coal used was Australian coal containing 95% of 200 mesh passes. A predetermined amount of the dispersion stabilizer of the present invention, or a comparative dispersion stabilizer, or a comparative dispersant is put in water in advance, and a predetermined amount of coal powder is gradually added thereto, and dispersed with a homomixer at 3000 rpm for 25 minutes. hand,
It was a coal slurry. Oil coke was obtained by coarsely pulverizing an oil coke mass obtained from Ube Ammonia Industry Co., Ltd. with a jaw crusher, and then pulverizing with a Nara free pulverizer to obtain a 50% particle size of 27 μm and a 90% particle size of 95 μm. . This was used as an oil coke slurry in the same manner as the coal slurry.
【0035】2.流動性の評価 上記調製方法で得られた炭素質粉末スラリーを所定の温
度にし、ブルックフィールド型粘度計で粘度を測定し
た。また、7日後の粘度測定も実施した。2. Evaluation of Fluidity The carbonaceous powder slurry obtained by the above preparation method was heated to a predetermined temperature, and the viscosity was measured with a Brookfield viscometer. The viscosity measurement after 7 days was also performed.
【0036】3.分散安定性の評価 炭素質粉末スラリー調製後に100cc容のポリカップ
に底から45mmの高さになるようにスラリーを移液し
た。そのものをJIS R5201に規定されているビ
ガー針を用い、自重による10秒間の針の落下距離を測
定した。また、7日間静置しておいたスラリーを測定す
ることで、分散安定性の指標とした。ちなみに落下距離
が短い物ほど、分散安定性が悪いことを示す。3. Evaluation of dispersion stability After preparing the carbonaceous powder slurry, the slurry was transferred to a 100 cc polycup so that the height of the slurry was 45 mm from the bottom. Using a bigger needle specified in JIS R5201, the drop distance of the needle for 10 seconds by its own weight was measured. Further, the slurry that had been allowed to stand for 7 days was measured to be used as an index of dispersion stability. Incidentally, the shorter the falling distance, the lower the dispersion stability.
【0037】実施例2〜12 製造例2〜9で得られた縮合物2〜9を用いた以外は、
実施例1と同様の試験を行った。結果は表2に示す。Examples 2 to 12 Except that the condensates 2 to 9 obtained in Production Examples 2 to 9 were used,
The same test as in Example 1 was performed. The results are shown in Table 2.
【0038】比較例1〜3 製造例10〜12で得られた縮合物10〜12を用いた
以外は、実施例1と同様の試験を行った。結果は表2に
示す。Comparative Examples 1 to 3 The same tests as in Example 1 were conducted except that the condensates 10 to 12 obtained in Production Examples 10 to 12 were used. The results are shown in Table 2.
【0039】比較例4〜7 比較対照用の分散剤として、市販のメルフロー40(三
井東圧化学(株):メラミン系)、マイティー150
(花王(株):ナフタレン系)、グラリオン(ライオン
(株):ポリスチレン系)、WESCHEM Na−1
(ジョージア・パシフィック(株):リグニン系)を用
いて、実施例1と同様の操作を行った。結果を表2に示
す。Comparative Examples 4 to 7 Commercially available Melflow 40 (Mitsui Toatsu Chemical Co., Ltd .: melamine type) and Mighty 150 as dispersants for comparison and control.
(Kao Corporation: naphthalene-based), Glarion (Lion Corporation: polystyrene-based), WESCHEM Na-1
(Georgia Pacific Co., Ltd .: lignin system) was used to perform the same operation as in Example 1. Table 2 shows the results.
【0040】[0040]
【表2】 [Table 2]
【0041】[0041]
【発明の効果】実施例及び比較例から明らかであるよう
に、本発明によって得られる炭素質粉末用分散安定剤
は、既存の分散剤に比較して、低添加量で高い分散効果
を示し、且つ分散安定性に優れる。すなわち、容易にス
ラリーの高濃度化が可能となり、発熱量の向上、輸送費
用の低減、及び貯蔵性の改善等の大きなメリットが期待
される。As is clear from the examples and comparative examples, the dispersion stabilizer for carbonaceous powder obtained according to the present invention shows a high dispersing effect at a low addition amount as compared with existing dispersants, And it has excellent dispersion stability. In other words, it is possible to easily increase the concentration of the slurry, and significant advantages such as an increase in heat generation, a reduction in transportation cost, and an improvement in storability are expected.
フロントページの続き (72)発明者 富田 嘉彦 山口県下関市彦島迫町七丁目1番1号 三 井東圧化学株式会社内Continued on the front page (72) Inventor Yoshihiko Tomita 7-1-1, Hikoshimasako-cho, Shimonoseki-shi, Yamaguchi Pref.
Claims (11)
ルキレンモノグリシジルエーテル(A)、及びポリオキ
シアルキレンモノグリシジルエーテル(A)とホルムア
ルデヒド共縮合が可能な単量体(B)、及びスルホン基
を生成する化合物(C)とのホルムアルデヒド共縮合体
からなる炭素質粉末スラリー用分散安定剤。 一般式(I) ここで、R1 :炭素数1〜20のアルキル基、フェニ
ル基 AO、BO:炭素数2〜5のオキシアルキレン基 AO、BOは、ブロック及び/またはランダム m、n:0〜100の整数。但し、100≧m+n≧41. A polyoxyalkylene monoglycidyl ether (A) represented by the following general formula (I), a monomer (B) capable of co-condensing polyoxyalkylene monoglycidyl ether (A) with formaldehyde, and a sulfone group A dispersion stabilizer for carbonaceous powder slurries consisting of a formaldehyde co-condensate with the compound (C) that produces the above. General formula (I) Here, R 1 : an alkyl group having 1 to 20 carbon atoms, a phenyl group AO, BO: an oxyalkylene group having 2 to 5 carbon atoms AO and BO are block and / or random m, n: an integer of 0 to 100. However, 100 ≧ m + n ≧ 4
エーテル(A)とホルムアルデヒド共縮合が可能な単量
体(B)が、メラミンまたはその誘導体、フェノールま
たはその誘導体、尿素またはその誘導体、アミノベンゼ
ンスルホン酸またはその誘導体、またはアルキルアミノ
ベンゼンスルホン酸またはその誘導体からなる群から選
ばれた一種または二種以上の化合物からなる請求項1記
載の炭素質粉末スラリー用分散安定剤。2. The polyoxyalkylene monoglycidyl ether (A) and formaldehyde co-condensable monomer (B) are melamine or a derivative thereof, phenol or a derivative thereof, urea or a derivative thereof, aminobenzenesulfonic acid or a derivative thereof. The dispersion stabilizer for a carbonaceous powder slurry according to claim 1, comprising one or two or more compounds selected from the group consisting of a derivative, alkylaminobenzenesulfonic acid or a derivative thereof.
が、亜硫酸ナトリウム、重亜硫酸ナトリウム、ピロ亜硫
酸ナトリウム、発煙硫酸、二酸化硫黄からなる群から選
ばれる一種及び二種以上の化合物からなる請求項1記載
の炭素質粉末スラリー用分散安定剤。3. A compound (C) which forms a sulfone group
The dispersion stabilizer for a carbonaceous powder slurry according to claim 1, wherein the dispersion stabilizer comprises one or more compounds selected from the group consisting of sodium sulfite, sodium bisulfite, sodium pyrosulfite, fuming sulfuric acid, and sulfur dioxide.
一般式(II)で示す請求項2記載の炭素質粉末スラリ
ー用分散安定剤。 一般式(II) ここで、X1X2X3:H、CH2OH又はCH2SO
3Y Y:アルカリ金属、アルカリ土類金属、アンモニウム、
アミン、置換アミン4. The dispersion stabilizer for a carbonaceous powder slurry according to claim 2, wherein the melamine or a derivative thereof is represented by the following general formula (II). General formula (II) Here, X 1 X 2 X 3 : H, CH 2 OH or CH 2 SO
3 Y Y: alkali metal, alkaline earth metal, ammonium,
Amine, substituted amine
の一般式(III)で示す請求項2記載の炭素質粉末ス
ラリー用分散安定剤。 一般式(III) ここで、X4:H、CH2OH又はCH2SO3Y、ス
ルホン基、又はそのアルカリ金属、アルカリ土類金属、
アンモニウム、アミン、置換アミン Y:アルカリ金属、アルカリ土類金属、アンモニウム、
アミン、置換アミン R3:H又は炭素数1〜6のアルキル基5. The dispersion stabilizer for a carbonaceous powder slurry according to claim 2, wherein the phenol or a derivative thereof is represented by the following general formula (III). General formula (III) Here, X 4 : H, CH 2 OH or CH 2 SO 3 Y, a sulfone group, or an alkali metal or alkaline earth metal thereof,
Ammonium, amine, substituted amine Y: alkali metal, alkaline earth metal, ammonium,
Amine, substituted amine R 3 : H or alkyl group having 1 to 6 carbon atoms
式(IV)で示す請求項2記載の炭素質粉末スラリー用
分散安定剤。 一般式(IV) ここで、X5、X6:H、CH2OH又はCH2SO3
Y Y:アルカリ金属、アルカリ土類金属、アンモニウム、
アミン、置換アミン6. The dispersion stabilizer for a carbonaceous powder slurry according to claim 2, wherein the urea or a derivative thereof is represented by the following general formula (IV). General formula (IV) Here, X 5 and X 6 : H, CH 2 OH or CH 2 SO 3
Y Y: alkali metal, alkaline earth metal, ammonium,
Amine, substituted amine
誘導体、またはアルキルアミノベンゼンスルホン酸また
はその誘導体が、下記の一般式(V)で示す請求項2記
載の炭素質粉末スラリー用分散安定剤。 一般式(V) ここで、X7:H、アルカリ金属、アルカリ土類金属、
アンモニウム、アミン、置換アミン R3:H又は炭素数1 〜6のアルキル基7. The dispersion stabilizer for a carbonaceous powder slurry according to claim 2, wherein the aminobenzenesulfonic acid or a derivative thereof or the alkylaminobenzenesulfonic acid or a derivative thereof is represented by the following general formula (V). General formula (V) Here, X 7 : H, an alkali metal, an alkaline earth metal,
Ammonium, amine, substituted amine R 3 : H or an alkyl group having 1 to 6 carbon atoms
エーテル(A)とホルムアルデヒド共縮合が可能な単量
体(B)が、メラミンである請求項2記載の炭素質粉末
スラリー用分散安定剤。8. The dispersion stabilizer for carbonaceous powder slurry according to claim 2, wherein the monomer (B) capable of co-condensing the polyoxyalkylene monoglycidyl ether (A) with formaldehyde is melamine.
エーテル(A)とホルムアルデヒド共縮合が可能な単量
体(B)が、フェノールである請求項2記載の炭素質粉
末スラリー用分散安定剤。9. The dispersion stabilizer for a carbonaceous powder slurry according to claim 2, wherein the monomer (B) capable of co-condensing the polyoxyalkylene monoglycidyl ether (A) with formaldehyde is phenol.
ルエーテル(A)とホルムアルデヒド共縮合が可能な単
量体(B)が、尿素である請求項2記載の炭素質粉末ス
ラリー用分散安定剤。10. The dispersion stabilizer for a carbonaceous powder slurry according to claim 2, wherein the monomer (B) capable of co-condensing the polyoxyalkylene monoglycidyl ether (A) with formaldehyde is urea.
ルエーテル(A)とホルムアルデヒド共縮合が可能な単
量体(B)が、スルファニル酸である請求項2記載の炭
素質粉末スラリー用分散安定剤。11. The dispersion stabilizer for a carbonaceous powder slurry according to claim 2, wherein the monomer (B) capable of co-condensing polyoxyalkylene monoglycidyl ether (A) with formaldehyde is sulfanilic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP03784597A JP3781500B2 (en) | 1997-02-21 | 1997-02-21 | Dispersion stabilizer for carbonaceous powder slurry |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP03784597A JP3781500B2 (en) | 1997-02-21 | 1997-02-21 | Dispersion stabilizer for carbonaceous powder slurry |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH10237471A true JPH10237471A (en) | 1998-09-08 |
| JP3781500B2 JP3781500B2 (en) | 2006-05-31 |
Family
ID=12508882
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP03784597A Expired - Fee Related JP3781500B2 (en) | 1997-02-21 | 1997-02-21 | Dispersion stabilizer for carbonaceous powder slurry |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3781500B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117946774A (en) * | 2022-10-27 | 2024-04-30 | 中国石油化工股份有限公司 | Coal char slurry and preparation method and application thereof |
-
1997
- 1997-02-21 JP JP03784597A patent/JP3781500B2/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN117946774A (en) * | 2022-10-27 | 2024-04-30 | 中国石油化工股份有限公司 | Coal char slurry and preparation method and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3781500B2 (en) | 2006-05-31 |
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