JPH0158229B2 - - Google Patents
Info
- Publication number
- JPH0158229B2 JPH0158229B2 JP9050281A JP9050281A JPH0158229B2 JP H0158229 B2 JPH0158229 B2 JP H0158229B2 JP 9050281 A JP9050281 A JP 9050281A JP 9050281 A JP9050281 A JP 9050281A JP H0158229 B2 JPH0158229 B2 JP H0158229B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- aluminum
- resin
- present
- compound
- 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.)
- Expired
Links
- -1 aluminum compound Chemical class 0.000 claims description 26
- 229910052782 aluminium Inorganic materials 0.000 claims description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 230000005660 hydrophilic surface Effects 0.000 claims description 7
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 239000003607 modifier Substances 0.000 claims description 3
- 239000011236 particulate material Substances 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 239000000945 filler Substances 0.000 description 21
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- 229920005989 resin Polymers 0.000 description 14
- 239000011347 resin Substances 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 13
- 239000000976 ink Substances 0.000 description 13
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 10
- 230000000694 effects Effects 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 235000019198 oils Nutrition 0.000 description 7
- 238000007639 printing Methods 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
- 125000000524 functional group Chemical group 0.000 description 6
- 239000004033 plastic Substances 0.000 description 6
- 229920003023 plastic Polymers 0.000 description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
- 229910000019 calcium carbonate Inorganic materials 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000003973 paint Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 4
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 4
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000004062 sedimentation Methods 0.000 description 4
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 4
- SMZOGRDCAXLAAR-UHFFFAOYSA-N aluminium isopropoxide Chemical compound [Al+3].CC(C)[O-].CC(C)[O-].CC(C)[O-] SMZOGRDCAXLAAR-UHFFFAOYSA-N 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 238000001879 gelation Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 239000004408 titanium dioxide Substances 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229920000180 alkyd Polymers 0.000 description 2
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 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
- 230000003247 decreasing effect Effects 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 229940049964 oleate Drugs 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 235000021317 phosphate Nutrition 0.000 description 2
- 150000003013 phosphoric acid derivatives Chemical group 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000011343 solid material Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 150000003871 sulfonates Chemical group 0.000 description 2
- 150000003460 sulfonic acids Chemical group 0.000 description 2
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 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
- 229920001800 Shellac Polymers 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- 229920002494 Zein Polymers 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 238000011276 addition treatment Methods 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- POJOORKDYOPQLS-UHFFFAOYSA-L barium(2+) 5-chloro-2-[(2-hydroxynaphthalen-1-yl)diazenyl]-4-methylbenzenesulfonate Chemical compound [Ba+2].C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O.C1=C(Cl)C(C)=CC(N=NC=2C3=CC=CC=C3C=CC=2O)=C1S([O-])(=O)=O POJOORKDYOPQLS-UHFFFAOYSA-L 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical group 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000011981 development test Methods 0.000 description 1
- DYHSMQWCZLNWGO-UHFFFAOYSA-N di(propan-2-yloxy)alumane Chemical compound CC(C)O[AlH]OC(C)C DYHSMQWCZLNWGO-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 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
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- WOZZOSDBXABUFO-UHFFFAOYSA-N tri(butan-2-yloxy)alumane Chemical compound [Al+3].CCC(C)[O-].CCC(C)[O-].CCC(C)[O-] WOZZOSDBXABUFO-UHFFFAOYSA-N 0.000 description 1
- 239000002383 tung oil Substances 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000005019 zein Substances 0.000 description 1
- 229940093612 zein Drugs 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 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
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Description
本発明は高分子化合物用充填剤および顔料のよ
うな親水性表面を有する粉粒状物質の表面をアル
ミニウム化合物で処理することにより、親水性表
面を変性させて有機媒質中への分散性を改良する
表面改質剤に関するものである。
一般に高分子化合物用充填剤や顔料などの物質
（以下単に充填剤等と略称する）の表面は、水酸
基のような親水性官能基や吸着水分等の存在によ
り親水性の状態にあるため親油性に乏しく、素材
そのままでは塗料、印刷インキ、高分子化合物等
の有機媒質中への分散性や混和性が悪く、素材そ
のままを多量に用いた場合は塗料や印刷インキの
光沢、隠ぺい力またはプラスチツクの強度などに
欠陥を生ずることがある。このような欠陥を除く
ため、充填剤等を用いるとき有機媒質中に界面活
性剤や金属石鹸を加えたり、充填剤等を有機シラ
ン系のカツプリング剤で処理する方法が一般に知
られている。また、アルミニウムトリアシレート
またはその誘導体を有機媒質中に添加して充填剤
の分散性を向上させる方法（特公昭44−17025
号）、部分加水分解性基を有するチタン系化合物
で処理する方法（特開昭50−145448号）、低級ア
ルコールと高級アルコールのアルミニウムアルコ
ラートまたはアルミニウムアルコラートの一部の
基をアシル化した化合物で処理する方法（米国特
許第3905936号）などが知られている。
しかし、これらの化合物の多くは、アルキツド
樹脂等のヒドロキシル基、カルボキシル基等官能
性基を多く含有する媒質中で反応架橋してゲル化
しやすい欠点があつた。
これを防ぐため、比較的反応性の低いオキシア
ルミニウム化合物にカルボン酸、ホスフエート
類、スルホネート類を置換させて用いる方法（特
公昭44−17025号、特開昭56−8393号）がある。
また、特公昭55−4132号では、アルミニウムア
ルコキシド立体障害の大きなカルボン酸、ホスフ
エート類、スルホネート類を置換させ、ゲル化を
防ぐために樹脂中の官能性基に対し等モル以上の
置換アルコキシアルミニウム化合物を用いてい
る。しかし、この方法は目的が樹脂等の乾燥性、
耐久性、安定性の向上に置かれており、大量のア
ルミニウム化合物を用いなければならない。
本発明者らは、以上のような難点を解決し、樹
脂中でゲル化を起さず、少量の添加で充填剤等の
表面処理に効果があり、しかも製造取扱いの簡単
な化合物について研究した結果、一般式（）で
示されるような、アルミニウム原子にカルボン酸
類とスルホン酸類が同時に置換したアルコキシド
およびシドロキシ化合物が目的の条件を満たし、
しかも印刷インキ等の顔料に対し、少量の添加で
今までにみられない顕著な鮮明度向上効果が得ら
れることを見出し、本発明を完成するに至つた。
すなわち本発明は、一般式（）
〔ただし、式中R1は水素原子または炭素数１な
いし６のアルキル基、R3はR4またはR5O―であ
つて、R2、R4およびR5はそれぞれ１ないし22の
アルキル基、シクロアルキル基、炭素数３ないし
22のアルケニル基、アリール基、アラルキル基ま
たはアルキルアリール基であつて、R2とR3は互
いに同一でも相異つていてもよいが、R2とR3の
うちいずれかが炭素数８以上の置換基でなければ
ならず、ｍとｎは１分子当りの平均値でｍ＝0.5
〜２、ｎ＝0.3〜２、ｍ＋ｎ＝0.8〜2.7を表わす。〕
で示されるアルミニウム化合物の少なくとも１種
を含有することを特徴とする親水性表面を有する
粉粒状物質の表面改質剤に関するものである。
本発明のアルミニウム化合物についてさらに詳
細に述べる。
一般式（）においてR1O―は親水性官能基
（たとえば水酸基）や、吸着水の存在する充填剤
等の親水性表面との反応性基であるため、強い反
応性が求められ、R1が長鎖のものは反応性が弱
く不適当である。このためR1は水素原子または
炭素数１ないし６のアルキル基から選ばれ、実用
上水素原子、イソプロピル基、sec―ブチル基、
イソブチル基等が好ましい。
一方R2およびR3における炭素置換基は充填剤
等の表面に親油性を付与する基であるため前記定
義のように長鎖もしくは炭素数の多い基から選ば
れるが、R2およびR3における炭素置換基のうち
少なくとも一つは炭素数８以上の置換基でなけれ
ばならない。好ましい例としては、たとえばエチ
ル基、ブチル基、オクチル基、ラウリル基、ミリ
スチル基、セチル基、パルミチル基、オレイル
基、ステアリル基、ノニルフエニル基、ドデシル
フエニル基等があげられる。
また一般式（）において、R1O―、カルボキ
シレート、スルホネート等の一分子当りの存在割
合を示すｍ，ｎおよび３―（ｍ＋ｎ）は本発明の
アルミニウム化合物が充填剤等の親水性表面と反
応する強さと、付与しようとする親油性とのバラ
ンスを考慮して決定される。
すなわち１分子当りの平均値として、ｍは0.5
ないし２、好ましくは１ないし1.5、ｎは0.3ない
し２、好ましくは0.5ないし1.5であり、ｍ＋ｎは
0.8ないし2.7である。
ｍの平均値が0.5未満ではR1O―基が少なくな
るため親水性表面との反応性が乏しくなり、２を
超えると反応性が強くなつてゲル化しやすく相対
的に親油性を与える基も減少するため好ましくな
い。
本発明のアルミニウム化合物としては、たとえ
ば次の第１表に示すものがあげられる。
The present invention modifies the hydrophilic surface by treating the surface of particulate materials such as fillers for polymer compounds and pigments with an aluminum compound to improve their dispersibility in organic media. This invention relates to surface modifiers. In general, the surface of substances such as fillers for polymer compounds and pigments (hereinafter simply referred to as fillers, etc.) is in a hydrophilic state due to the presence of hydrophilic functional groups such as hydroxyl groups and adsorbed water, so they are lipophilic. If the raw material is used as it is, it has poor dispersibility and miscibility in organic media such as paints, printing inks, and polymeric compounds, and if the raw material is used in large quantities, it may reduce the gloss, hiding power, or plastic properties of the paint or printing ink. Defects may occur in strength, etc. In order to eliminate such defects, it is generally known to add a surfactant or metal soap to an organic medium when using a filler or the like, or to treat the filler or the like with an organic silane coupling agent. In addition, a method for improving the dispersibility of fillers by adding aluminum triacylate or its derivatives to an organic medium (Japanese Patent Publication No. 44-17025
(No.), a method of treatment with a titanium compound having a partially hydrolyzable group (JP-A-50-145448), treatment with an aluminum alcoholate of a lower alcohol and a higher alcohol, or a compound in which some groups of the aluminum alcoholate are acylated. Methods such as (US Pat. No. 3,905,936) are known. However, many of these compounds have the disadvantage that they tend to undergo reaction crosslinking and gelation in a medium containing a large amount of functional groups such as hydroxyl groups and carboxyl groups such as alkyd resins. In order to prevent this, there is a method of using a relatively low-reactive oxyaluminum compound substituted with carboxylic acid, phosphates, or sulfonates (Japanese Patent Publication No. 17025/1982, Japanese Patent Application Laid-open No. 8393/1983). In addition, in Japanese Patent Publication No. 55-4132, a substituted alkoxyaluminum compound is added in an amount equal to or more than the equivalent molar amount to the functional group in the resin in order to substitute carboxylic acids, phosphates, and sulfonates with large steric hindrance to aluminum alkoxide, and to prevent gelation. I am using it. However, the purpose of this method is to dry the resin etc.
The aim is to improve durability and stability, and a large amount of aluminum compounds must be used. The present inventors solved the above-mentioned difficulties and researched a compound that does not cause gelation in the resin, is effective for surface treatment of fillers etc. with the addition of a small amount, and is easy to manufacture and handle. As a result, alkoxide and cidroxy compounds in which the aluminum atom was simultaneously substituted with carboxylic acids and sulfonic acids, as shown in the general formula (), satisfied the target conditions,
Furthermore, the present inventors have discovered that adding a small amount of pigments to printing inks and the like can provide a remarkable effect of improving sharpness that has never been seen before, leading to the completion of the present invention. That is, the present invention is based on the general formula () [However, in the formula, R 1 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, R 3 is R 4 or R 5 O-, and R 2 , R 4 and R 5 are each an alkyl group having 1 to 22 carbon atoms. , cycloalkyl group, carbon number 3 to
22 alkenyl group, aryl group, aralkyl group, or alkylaryl group, in which R 2 and R 3 may be the same or different, but one of R 2 and R 3 has 8 or more carbon atoms. must be a substituent, m and n are the average values per molecule, m = 0.5
~2, n=0.3~2, m+n=0.8~2.7. ]
The present invention relates to a surface modifier for particulate materials having a hydrophilic surface, which is characterized by containing at least one of the aluminum compounds shown in the following. The aluminum compound of the present invention will be described in more detail. In the general formula (), R 1 O- is a hydrophilic functional group (for example, a hydroxyl group) or a group that is reactive with a hydrophilic surface such as a filler where adsorbed water is present, so strong reactivity is required . Those with long chains have weak reactivity and are unsuitable. Therefore, R 1 is selected from a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and in practical terms, a hydrogen atom, an isopropyl group, a sec-butyl group,
Isobutyl group etc. are preferred. On the other hand, the carbon substituents in R 2 and R 3 are groups that impart lipophilicity to the surface of fillers, etc., and are therefore selected from groups with long chains or a large number of carbon atoms as defined above. At least one of the carbon substituents must have 8 or more carbon atoms. Preferred examples include ethyl group, butyl group, octyl group, lauryl group, myristyl group, cetyl group, palmityl group, oleyl group, stearyl group, nonylphenyl group, dodecylphenyl group, and the like. In the general formula (), m, n, and 3-(m+n), which indicate the abundance ratio per molecule of R 1 O-, carboxylate, sulfonate, etc., indicate that the aluminum compound of the present invention has a hydrophilic surface such as a filler. It is determined by considering the balance between the strength of the reaction and the lipophilicity to be imparted. In other words, as an average value per molecule, m is 0.5
n is 0.3 to 2, preferably 0.5 to 1.5, and m+n is
It is between 0.8 and 2.7. If the average value of m is less than 0.5, there will be fewer R 1 O groups, resulting in poor reactivity with the hydrophilic surface. This is not desirable because it reduces Examples of the aluminum compounds of the present invention include those shown in Table 1 below.
【表】
これらのアルミニウム化合物を得るには、たと
えば以下の反応式に示すように、アルミニウムイ
ソプロポキシドやアルミニウムブトキシドのよう
なアルミニウムアルコラートにカルボン酸類およ
びスルホン酸類を反応させる方法が一般的であ
る。
本発明におけるアルミニウム化合物の使用量
は、充填剤等に対して0.1ないし20重量パーセン
ト、好ましくは0.5ないし３重量パーセントであ
る。添加処理方法としては、充填剤等にそのまま
あるいは適当な希釈剤で希釈した溶液を加えて混
合器で処理するか、有機溶剤中に充填剤等と一緒
に加えて処理後、溶剤を除去するか、有機媒体―
充填剤等系に直接加えるかの方法のいずれかを採
用することができる。
本発明のアルミニウム化合物によつて表面が改
質される充填剤等としては、炭酸カルシウム、カ
リオン、マイカ、水酸化アルミニウム、二酸化チ
タン、シリカ、ジンクイエロー、鉛丹、ベンガ
ラ、亜鉛華、タルク、カーボンブラツク、硫酸バ
リウム、炭酸マグネシウム、アスベスト、ガラス
繊維、フタロシアニンブルー、キナクリドンイエ
ロー、およびレーキレツドＣなどの無機または有
機の充填剤や顔料をあげることができるが、これ
らに限定されるものではなく、表面が親水性を有
する物質が広く適用される。この親水性表面を有
する物質とは、表面に水酸基などの親水性官能基
や結晶水を有するものや表面に吸着水が存在して
いるものである。
本発明のアルミニウム化合物により表面が改質
された充填剤等は広範囲の有機媒体に応用するこ
とができる。この有機媒体としては、たとえばア
マニ油、キリ油、大豆油などの乾性油、脱水ヒマ
シ油、マレイン化油、スチレン化油、ビニトルエ
ン化油などの合成乾性油、ロジン、硬化ロジン、
重合ロジンン、ロジンエステル、マレイン酸樹
脂、セラツク、ゼインなどの天然および加工樹
脂、フエノール樹脂、キシレン樹脂、変性アルキ
ド樹脂、クマロン―インデン樹脂などの合成樹
脂、塩化ゴム、環化ゴムなどのゴム誘導体、ニト
ロセルロース、エチルセルロースなどの繊維素誘
導体等の塗料、印刷インキ等のビヒクル、ヘキサ
ン、トルエン、キシレン、セロソルブ等の溶剤お
よび希釈剤、ポリエチレン樹脂、ポリプロピレン
樹脂、ポリスチレン樹脂、ポリ塩化ビニル樹脂、
ポリエステル樹脂、ポリカーボネート樹脂、シリ
コン樹脂、アクリル樹脂、ふつ素樹脂、エポキシ
樹脂、ABS樹脂、BS樹脂などの成形加工用の高
分子化合物があげられる。
前記有機媒体との組み合せにより、本発明のア
ルミニウムキレート化合物によつて表面処理され
た充填剤等は、印刷インキ、塗料、塩ビプラスタ
イル、水酸化アルミニウムあるいは炭酸カルシウ
ムを多量に含む難燃性プラスチツク、ポリオレフ
イン樹脂と炭酸カルシウムからなる無公害プラス
チツク等の多種多様の製品に応用することができ
る。
本発明により改質された充填剤等の実用上の効
果は種々あり、たとえば塗料や印刷インキにおい
ては、(1)鮮明度が向上する。(2)光沢や隠ぺい力の
増大が得られる、(3)製造時の混合時間が短縮され
る、またプラスチツクにおいては、(1)充填剤等の
充填比率を増すことができる、(2)流動性がよくな
る、(3)製品の物理的性質が改善される、(4)混合時
間が短縮されるなどの効果が得られる。とくに、
プラスチツクの場合は物理的強度をよくするため
に、充填剤と樹脂とを結びつけることが必要とさ
れているが、本発明はこの点において効果が期待
される。
これらの効果は本発明におけるアルミニウム化
合物が、充填剤等の表面の水酸基等と反応しやす
い基をもつ一方安定なスルホン酸基およびカルボ
ン酸基に結合した親油性の基をもつために、充填
剤等と有機媒質あるいは樹脂等との混和性が向上
するためと考えられる。
以下実施例により本発明をさらに詳細に説明す
る。なお、例中の化合物番号は第１表に示された
ものである。
製造例 １
２の四ツ口フラスコに撹拌機、温度計、滴下
ロート、冷却器を付し、このフラスコ中にアルミ
ニウムイソプロポキシド204ｇ（１モル）、トルエ
ン400mlを加え、室温で撹拌下、滴下ロートより
ドデシルベンゼンスルホン酸327ｇ（１モル）と
トルエン100mlの溶液を30分間に滴下した。次い
でオレイン酸282ｇ（１モル）を同様に滴下した。
加熱還流を30分間行ない、減圧下トルエンと生成
したイソプロピルアルコールを留去し、粘稠油状
物の化合物(2)を693ｇ得た。
製造例 ２
製造例１に準じてアルミニウムイソプロポキシ
ドにドデシルベンゼンスルホン酸およびオレイン
酸を加えた後、水18ｇ（１モル）とイソプロピル
アルコール100mlの溶液を５分間に加えた。
次いで加熱還流以下同様の操作を行ない、粘稠
油状物の化合物(4)を651ｇ得た。
実施例 １
本発明のアルミニウム化合物の有機媒質中での
安定性をみるため、官能性基の多い３号ワニスに
アルミニウム化合物を３％添加し、50℃一定の温
度条件下における溶液の粘度変化を１カ月間にわ
たつて追跡した。結果を第２表に示す。なお固体
で溶解しにくいものは少量のトルエンで液状にし
て添加した。
Γ対照品；ジイソプロポキシアルミニウムオレエ
ート[Table] To obtain these aluminum compounds, a general method is to react an aluminum alcoholate such as aluminum isopropoxide or aluminum butoxide with carboxylic acids and sulfonic acids, as shown in the following reaction formula. The amount of aluminum compound used in the present invention is 0.1 to 20 weight percent, preferably 0.5 to 3 weight percent, based on the filler and the like. Addition treatment methods include adding the filler as it is or a solution diluted with an appropriate diluent and treating it in a mixer, or adding it together with the filler in an organic solvent and removing the solvent after treatment. , organic medium
Either of the methods of directly adding the filler etc. to the system can be adopted. Examples of fillers whose surfaces are modified by the aluminum compound of the present invention include calcium carbonate, carrion, mica, aluminum hydroxide, titanium dioxide, silica, zinc yellow, red lead, red iron oxide, zinc white, talc, and carbon. These include, but are not limited to, inorganic or organic fillers and pigments such as black, barium sulfate, magnesium carbonate, asbestos, glass fiber, phthalocyanine blue, quinacridone yellow, and Lake Red C. Substances with hydrophilic properties are widely applied. The substance having a hydrophilic surface is one having a hydrophilic functional group such as a hydroxyl group or water of crystallization on the surface, or one having adsorbed water on the surface. Fillers whose surfaces have been modified with the aluminum compound of the present invention can be applied to a wide range of organic media. Examples of the organic medium include drying oils such as linseed oil, tung oil, soybean oil, synthetic drying oils such as dehydrated castor oil, maleated oil, styrenated oil, vinyltoluenated oil, rosin, hydrogenated rosin,
Natural and processed resins such as polymerized rosin, rosin ester, maleic resin, shellac, zein, synthetic resins such as phenolic resin, xylene resin, modified alkyd resin, coumaron-indene resin, rubber derivatives such as chlorinated rubber, cyclized rubber, Paints such as cellulose derivatives such as nitrocellulose and ethyl cellulose, vehicles such as printing inks, solvents and diluents such as hexane, toluene, xylene, and cellosolve, polyethylene resins, polypropylene resins, polystyrene resins, polyvinyl chloride resins,
Polymer compounds for molding processing include polyester resin, polycarbonate resin, silicone resin, acrylic resin, fluorine resin, epoxy resin, ABS resin, and BS resin. In combination with the above-mentioned organic medium, fillers etc. whose surface has been treated with the aluminum chelate compound of the present invention can be used for printing inks, paints, PVC plastic tiles, flame-retardant plastics containing a large amount of aluminum hydroxide or calcium carbonate, It can be applied to a wide variety of products such as non-polluting plastics made of polyolefin resin and calcium carbonate. The filler modified by the present invention has various practical effects, including (1) improved clarity in paints and printing inks; (2) Increased gloss and hiding power can be obtained, (3) Mixing time during manufacturing can be shortened, and in the case of plastics, (1) the filling ratio of fillers, etc. can be increased, (2) fluidity (3) the physical properties of the product are improved, and (4) the mixing time is shortened. especially,
In the case of plastics, it is necessary to combine fillers and resins in order to improve their physical strength, and the present invention is expected to be effective in this respect. These effects are due to the fact that the aluminum compound in the present invention has a group that easily reacts with hydroxyl groups on the surface of the filler, etc., and a lipophilic group bonded to stable sulfonic acid groups and carboxylic acid groups. This is thought to be due to improved miscibility between the organic medium or resin, etc. The present invention will be explained in more detail with reference to Examples below. The compound numbers in the examples are shown in Table 1. Production Example 1 A four-necked flask from Step 2 was equipped with a stirrer, a thermometer, a dropping funnel, and a condenser, and 204 g (1 mol) of aluminum isopropoxide and 400 ml of toluene were added to the flask, and the mixture was added dropwise at room temperature while stirring. A solution of 327 g (1 mole) of dodecylbenzenesulfonic acid and 100 ml of toluene was added dropwise through the funnel over 30 minutes. Then, 282 g (1 mol) of oleic acid was added dropwise in the same manner.
The mixture was heated under reflux for 30 minutes, and toluene and produced isopropyl alcohol were distilled off under reduced pressure to obtain 693 g of Compound (2) as a viscous oil. Production Example 2 After dodecylbenzenesulfonic acid and oleic acid were added to aluminum isopropoxide in accordance with Production Example 1, a solution of 18 g (1 mole) of water and 100 ml of isopropyl alcohol was added over 5 minutes. Then, the mixture was heated to reflux and the same operation was performed to obtain 651 g of Compound (4) as a viscous oil. Example 1 In order to examine the stability of the aluminum compound of the present invention in an organic medium, 3% of the aluminum compound was added to No. 3 varnish, which has many functional groups, and the viscosity change of the solution was measured under a constant temperature of 50°C. The subjects were followed for one month. The results are shown in Table 2. In addition, solid materials that were difficult to dissolve were liquefied with a small amount of toluene and added. Γ Control product; diisopropoxyaluminum oleate
【表】
実施例 ２
本発明のアルミニウム化合物の印刷インクにお
ける鮮明度向上効果をみるために、アルミニウム
化合物を市販のインクに５％添加し、混練した後
展色試験を行なつた。
アルミニウム化合物を添加しないブランクとの
肉眼による比較では明らかな鮮明度の向上が認め
られた。
この効果は展色試験片表面における光の反射率
にも明確な差となつて表われた。色差計を用いて
色の三刺激値であるＸ、ＹおよびＺを測定したと
ころ、各々のインクの補色に相当する部分の値の
低下がみられた。すなわち赤インクではＺ、青イ
ンクではＸ、黒インクではＸ、ＹおよびＺの値が
低下した。
黒インクにおけるアルミニウム化合物を添加し
た場合のＸ、ＹおよびＺの値のブランクに対する
低下率を第３表に示す。
なお固体で溶解しにくいものは少量のキシレン
で液状にして添加した。[Table] Example 2 In order to examine the sharpness improvement effect of the aluminum compound of the present invention in printing ink, 5% of the aluminum compound was added to a commercially available ink, and a color development test was conducted after kneading. Visual comparison with a blank to which no aluminum compound was added revealed a clear improvement in sharpness. This effect was also manifested as a clear difference in the light reflectance on the surface of the colored test piece. When the color tristimulus values X, Y, and Z were measured using a color difference meter, it was found that the values of the portions corresponding to the complementary colors of each ink decreased. That is, the values of Z decreased for red ink, X for blue ink, and X, Y, and Z values for black ink. Table 3 shows the reduction rates of X, Y, and Z values relative to the blank when an aluminum compound was added in black ink. In addition, solid materials that were difficult to dissolve were liquefied with a small amount of xylene and added.
【表】
実施例 ３
本発明のアルミニウム化合物の分散作用の効果
をみるために、アルミニウム化合物0.03ｇ、二酸
化チタン0.3ｇおよびキシレン30mlを試験管中に
加え充分振とうして分散させ、二酸化チタンの沈
降する度合を沈降度として求め、静置した時間と
沈降度の関係をブランクおよび対照品と比較し
た。結果を第４表に示す。
Γ試験に用いた試料
対照(1)：市販品（ジアミンのオレイン酸塩）
対照(2)：ブランク
Γ沈降度＝（沈降面の高さ／静置直後の溶液の高
さ）×100[Table] Example 3 In order to examine the dispersion effect of the aluminum compound of the present invention, 0.03 g of the aluminum compound, 0.3 g of titanium dioxide, and 30 ml of xylene were added to a test tube and shaken thoroughly to disperse the titanium dioxide. The degree of sedimentation was determined as the sedimentation degree, and the relationship between the standing time and the sedimentation degree was compared with a blank and a control product. The results are shown in Table 4. Samples used for Γ test Control (1): Commercial product (diamine oleate) Control (2): Blank Γ Sedimentation degree = (height of settling surface / height of solution immediately after standing) x 100
【表】
実施例 ４
本発明のアルミニウム化合物の粘度低下作用の
効果をみるためにアルミニウム化合物0.2ｇ、炭
酸カルシウム10ｇ、キシレン５ｇを乳鉢中で充分
混合し、25℃における粘度を測定した。ブランク
と比較した結果を第５表に示す。[Table] Example 4 To examine the viscosity-lowering effect of the aluminum compound of the present invention, 0.2 g of the aluminum compound, 10 g of calcium carbonate, and 5 g of xylene were thoroughly mixed in a mortar, and the viscosity at 25°C was measured. Table 5 shows the results compared with the blank.
【表】
実施例 ５
平均粒子径2μの炭酸カルシウム100重量部とア
ルミニウム化合物３重量部をヘンシエルミキサー
を用いて処理した。これを粒状ポリプロピレン樹
脂100重量部に添加し、177℃の２本のロールで10
分間混練して粉砕した。次いで粉砕物を200℃、
5.1Kg／cm2、モールド密閉時間30秒で射出成型し、
得られた成型液のアイゾツト衝撃値（ノツチ付）
を測定した。結果を第６表に示す。[Table] Example 5 100 parts by weight of calcium carbonate having an average particle size of 2 μm and 3 parts by weight of an aluminum compound were treated using a Henschel mixer. This was added to 100 parts by weight of granular polypropylene resin, and 100%
The mixture was kneaded and ground for a minute. Next, the pulverized material was heated to 200°C.
5.1Kg/cm 2 , injection molded with mold sealing time of 30 seconds,
Izot impact value of the obtained molding liquid (with notch)
was measured. The results are shown in Table 6.
Claims (1)
いし６のアルキル基、R3はR4またはR5O―であ
つて、R2、R4およびR5はそれぞれ１ないし22の
アルキル基、シクロアルキル基、炭素数３ないし
22のアルケニル基、アリール基、アラルキル基ま
たはアルキルアリール基であつて、R2とR3は互
いに同一でも相異つていてもよいが、R2とR3の
うちいずれかが炭素数８以上の置換基でなければ
ならず、ｍとｎは１分子当りの平均値でｍ＝0.5
〜２、ｎ＝0.3〜２、ｍ＋ｎ＝0.8〜2.7を表わす。〕
で示されるアルミニウム化合物の少なくとも１種
を含有することを特徴とする親水性表面を有する
粉粒状物質の表面改質剤。[Claims] 1 General formula () [However, in the formula, R 1 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, R 3 is R 4 or R 5 O-, and R 2 , R 4 and R 5 are each an alkyl group having 1 to 22 carbon atoms. , cycloalkyl group, carbon number 3 to
22 alkenyl group, aryl group, aralkyl group, or alkylaryl group, in which R 2 and R 3 may be the same or different, but one of R 2 and R 3 has 8 or more carbon atoms. must be a substituent, m and n are the average values per molecule, m = 0.5
~2, n=0.3~2, m+n=0.8~2.7. ]
A surface modifier for a particulate material having a hydrophilic surface, characterized by containing at least one kind of aluminum compound represented by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9050281A JPS57205431A (en) | 1981-06-12 | 1981-06-12 | Surface modifier for particulate substance having hydrophilic surface |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9050281A JPS57205431A (en) | 1981-06-12 | 1981-06-12 | Surface modifier for particulate substance having hydrophilic surface |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57205431A JPS57205431A (en) | 1982-12-16 |
| JPH0158229B2 true JPH0158229B2 (en) | 1989-12-11 |
Family
ID=14000267
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9050281A Granted JPS57205431A (en) | 1981-06-12 | 1981-06-12 | Surface modifier for particulate substance having hydrophilic surface |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57205431A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1005265B (en) * | 1985-04-12 | 1989-09-27 | 福建师范大学 | Novel aluminum system coupling agent |
-
1981
- 1981-06-12 JP JP9050281A patent/JPS57205431A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57205431A (en) | 1982-12-16 |
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