JPH02216298A - Printing suitability-improving agent and paper-coating composition containg the same agent - Google Patents
Printing suitability-improving agent and paper-coating composition containg the same agentInfo
- Publication number
- JPH02216298A JPH02216298A JP3454889A JP3454889A JPH02216298A JP H02216298 A JPH02216298 A JP H02216298A JP 3454889 A JP3454889 A JP 3454889A JP 3454889 A JP3454889 A JP 3454889A JP H02216298 A JPH02216298 A JP H02216298A
- Authority
- JP
- Japan
- Prior art keywords
- group
- weight
- latex
- parts
- paper
- 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
- 239000008199 coating composition Substances 0.000 title claims abstract description 16
- 238000007639 printing Methods 0.000 title abstract description 11
- 239000003795 chemical substances by application Substances 0.000 title abstract description 7
- 239000004816 latex Substances 0.000 claims abstract description 32
- 229920000126 latex Polymers 0.000 claims abstract description 32
- 125000005702 oxyalkylene group Chemical group 0.000 claims abstract description 15
- 239000000049 pigment Substances 0.000 claims abstract description 7
- 239000007787 solid Substances 0.000 claims abstract description 7
- 239000011230 binding agent Substances 0.000 claims abstract description 5
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 15
- 229920001577 copolymer Polymers 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 229920000768 polyamine Polymers 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 239000000178 monomer Substances 0.000 claims description 5
- 125000006353 oxyethylene group Chemical group 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 150000001993 dienes Chemical class 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 2
- 239000006260 foam Substances 0.000 abstract 1
- -1 5ec- butyl group Chemical group 0.000 description 16
- 150000001875 compounds Chemical class 0.000 description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 238000005187 foaming Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 238000004383 yellowing Methods 0.000 description 3
- ZTEHOZMYMCEYRM-UHFFFAOYSA-N 1-chlorodecane Chemical compound CCCCCCCCCCCl ZTEHOZMYMCEYRM-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 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
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- YAYNEUUHHLGGAH-UHFFFAOYSA-N 1-chlorododecane Chemical compound CCCCCCCCCCCCCl YAYNEUUHHLGGAH-UHFFFAOYSA-N 0.000 description 1
- VUQPJRPDRDVQMN-UHFFFAOYSA-N 1-chlorooctadecane Chemical compound CCCCCCCCCCCCCCCCCCCl VUQPJRPDRDVQMN-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 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
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 238000005273 aeration Methods 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 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
- 239000007795 chemical reaction product Substances 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 125000002704 decyl 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])* 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 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
- 238000005516 engineering process Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229920001821 foam rubber Polymers 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000007644 letterpress printing Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 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
- RRHLGOOTLYHTEW-UHFFFAOYSA-N n'-[2-(dodecylamino)ethyl]ethane-1,2-diamine Chemical compound CCCCCCCCCCCCNCCNCCN RRHLGOOTLYHTEW-UHFFFAOYSA-N 0.000 description 1
- RWDCPXAEVXUHPG-UHFFFAOYSA-N n'-[2-[2-(dioctadecylamino)ethylamino]ethyl]ethane-1,2-diamine Chemical compound CCCCCCCCCCCCCCCCCCN(CCNCCNCCN)CCCCCCCCCCCCCCCCCC RWDCPXAEVXUHPG-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000001400 nonyl 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])[H] 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
- 238000007645 offset printing Methods 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 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
- 239000012860 organic pigment Substances 0.000 description 1
- 239000001254 oxidized starch Substances 0.000 description 1
- 235000013808 oxidized starch Nutrition 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 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 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- FQENQNTWSFEDLI-UHFFFAOYSA-J sodium diphosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])([O-])=O FQENQNTWSFEDLI-UHFFFAOYSA-J 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 229940048086 sodium pyrophosphate Drugs 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch 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
- 125000005156 substituted alkylene group Chemical group 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 235000019818 tetrasodium diphosphate Nutrition 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000002889 tridecyl 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])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
Landscapes
- Paper (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、塗工紙用印刷適性向上剤およびそれを含む紙
被覆用組成物に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a printability improver for coated paper and a paper coating composition containing the same.
従来、塗工紙用印刷適性向上剤としてＮ−アルキル置換
ポリアルキレンポリアミンまたはその官能基（カルボキ
シル基、エステル基、ヒドロキシル基など）による変性
物がある（特開昭５９−５９９９６号公報など）。Conventionally, N-alkyl-substituted polyalkylene polyamines or their modified products with functional groups (carboxyl groups, ester groups, hydroxyl groups, etc.) have been used as printability improvers for coated paper (Japanese Patent Application Laid-Open No. 59-59996, etc.).
しかしながら紙被覆用組成物において上記の印刷適性向
上剤を配合すると未配合に比べ下記■、■の問題点があ
る。However, when the above-mentioned printability improver is blended into a paper coating composition, there are the following problems (1) and (4) compared to when the above-mentioned printability improver is not blended.
■印刷適性向上剤を予めラテックスに配合して使用する
場合には、配合したラテックスの泡立ちが多くなる。■When a printability improver is blended into latex in advance, the blended latex foams more.
■最終的に得られる塗工紙の耐熱性および耐候性が低下
し黄変しやすくなる。■The heat resistance and weather resistance of the final coated paper decreases, making it more likely to yellow.
本発明者らは１本来の印刷適性を低下させることなく、
上記■、■の問題点を解決すべく鋭意検討した結果本発
明に到達した。The present inventors have obtained the following without reducing the original printability of 1.
The present invention was arrived at as a result of intensive study to solve the above-mentioned problems (1) and (2).
すなわち本発明は一般式
（式中、Ｒ′は＋ＡＯ升τＲ′であり、Ｒ′は水素原子
、またはアリール基もしくはヒドロキシル基で置換され
ていてもよい炭素数１〜２８のアルキル基またはアルケ
ニル基である。ＳはＯ〜３で、Ｓの合計は２以上である
。Ｒのうち少なくとも１つはｓ＝０で、夕なくとも１つ
はｓ＝１〜３である。Ａはアリール基で置換されていて
もよい炭素数２〜４のアルキレン基である。ｎは１〜６
の整数である。ｍは１〜５の整数である。）で示される
（ポリ）アルキレンポリアミンのオキシアルキレン誘導
体からなることを特徴とする塗工紙用印刷適性向上剤お
よび該向上剤を配合してなる紙被覆用組成物である。That is, the present invention is based on the general formula (wherein R' is +AO square τR', and R' is a hydrogen atom, or an alkyl group or alkenyl group having 1 to 28 carbon atoms which may be substituted with an aryl group or a hydroxyl group) S is O~3, and the sum of S is 2 or more.At least one of R is s=0, and at least one is s=1 to 3.A is an aryl group. It is an optionally substituted alkylene group having 2 to 4 carbon atoms. n is 1 to 6
is an integer. m is an integer from 1 to 5. ) A printability improver for coated paper characterized by comprising an oxyalkylene derivative of a (poly)alkylene polyamine represented by the following formula, and a paper coating composition containing the improver.
一般式（１）において、Ｒ′のアリール基もしくはヒド
ロキシル基で置換されていてもよい炭素数１〜２８のア
ルキル基またはアルケニル基としてはメチル基、エチル
基、プロピル基、イソプロピル基、ブチル基、５ｅｃ−
ブチル基、し−ブチル基、ペンチル基、し−アミル基、
ヘキシル基、ヘプチル基、オクチル基、２−エチルヘキ
シル基、ノニル基、デシル基、ドデシル基、トリデシル
基、ミリスチル基、ステアリル基、オレイル基、セチル
基、ベンジル基、フェネチル基、β−ヒドロキシデシル
基、β−ヒドロキシドデシル基、β−ヒドロキシステア
リル基などが挙げられる。In the general formula (1), examples of the alkyl group or alkenyl group having 1 to 28 carbon atoms which may be substituted with an aryl group or hydroxyl group for R' include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, 5ec-
butyl group, butyl group, pentyl group, amyl group,
hexyl group, heptyl group, octyl group, 2-ethylhexyl group, nonyl group, decyl group, dodecyl group, tridecyl group, myristyl group, stearyl group, oleyl group, cetyl group, benzyl group, phenethyl group, β-hydroxydecyl group, Examples include β-hydroxydodecyl group and β-hydroxystearyl group.
Ａのアリール基で置換されていてもよい炭素数２〜４の
アルキレン基において、アルキレン基としてはエチレン
基、プロピレン基、ブチレン基などが、アリール基Ｒ換
アルキレン基としてはスチレンからのフェニル置換エチ
レン基などが挙げられる。これらのうち好ましいものは
炭素数２〜４のアルキレン基であり、特に好ましいもの
は炭素数２または３のアルキレン基である。In the alkylene group having 2 to 4 carbon atoms which may be substituted with an aryl group in A, examples of the alkylene group include ethylene group, propylene group, butylene group, etc., and examples of the alkylene group substituted with the aryl group R include phenyl-substituted ethylene from styrene. Examples include groups. Among these, preferred are alkylene groups having 2 to 4 carbon atoms, and particularly preferred are alkylene groups having 2 or 3 carbon atoms.
これらのアルキレン基は酸素原子と共にオキシアルキレ
ン基ＡＯを形成する。 このようなオキシアルキレン
基は同種のものでもよくまた異種のものでもよい。結合
形式としてはブロック、ランダムなどのいずれでもよい
。オキシアルキレン基のうちで好ましいものはオキシエ
チレン基との併用である。Together with the oxygen atom, these alkylene groups form an oxyalkylene group AO. Such oxyalkylene groups may be of the same type or different types. The connection format may be block or random. Among the oxyalkylene groups, those used in combination with oxyethylene groups are preferred.
オキシアルキレン基ＡＯがオキシエチレン基を含む場合
、オキシアルキレン基中のオキシエチレン基の含量は１
０〜１００重量％が好ましい。１０重量％未満では十分
な水溶性が付与されないためラテックスに配合できない
。When the oxyalkylene group AO contains an oxyethylene group, the content of the oxyethylene group in the oxyalkylene group is 1
0 to 100% by weight is preferred. If it is less than 10% by weight, it cannot be blended into latex because sufficient water solubility is not imparted.
ＳはＯ〜３で、Ｓの合計は２以上である。Ｓが４以上の
場合には最終的に得られる塗工紙がやや黄変化する傾向
にあるので好ましくない。S is O to 3, and the total of S is 2 or more. When S is 4 or more, the coated paper finally obtained tends to turn slightly yellow, which is not preferable.
一般式（１）で示される化合物の具体例としては表−１
のものが挙げられる。Table 1 shows specific examples of compounds represented by general formula (1).
Examples include:
以下においてＥＯはエチレンオキシド、ＰＯはプロピレ
ンオキシド、 （ＰＯ）２ （ＥＯ）、は２０２モル、
ＰＯ１モルをこの順に付加したブロック付加物、 （Ｐ
Ｏ／Ｅ○）（２／１）はＰＯ２モルとＰＯ１モルの混合
物を付加したランダム型の付加物を示し、以下同様の記
載を用いる。In the following, EO is ethylene oxide, PO is propylene oxide, (PO)2 (EO) is 202 mol,
A block adduct in which 1 mol of PO was added in this order, (P
O/E○) (2/1) indicates a random type adduct in which a mixture of 2 moles of PO and 1 mole of PO is added, and the same description will be used hereinafter.
表−１
（注 Ｒの項右端の■〜■はＲの各々の基の個数を表す
。）
一般式（１）で示される化合物は（ポリ）アルキレンポ
リアミンまたは、必要によりアルキルハライド、アリー
ルアルキルハライド、アルケニルハライド、アリールア
ルケニルハライドまたはオルフィンエポキシドなどと（
ポリ）アルキレンポリアミンとの反応物に通常の方法に
てアルキレンオキシドを付加し、必要によりさらにエー
テル化することなどにより製造することができる。Table-1 (Note: ■ to ■ at the right end of the R section represent the number of each group in R.) The compound represented by the general formula (1) is a (poly)alkylene polyamine, or an alkyl halide or an arylalkyl halide if necessary. , alkenyl halide, aryl alkenyl halide or olefin epoxide etc. (
It can be produced by adding an alkylene oxide to a reaction product with a poly()alkylene polyamine in a conventional manner, and further etherifying it if necessary.
一般式（１）で示される化合物はラテックス、顔料、水
性バインダーと共に配合し、紙被覆用組成物として使用
される。上記ラテックスとしては脂肪族共役ジオレフイ
ン２ｏ〜５５重量％、エチレン系不飽和酸単量体０．５
〜１０重量％およびエチレン系不飽和酸以外のビニル化
合物３５〜７７．５重量％を共重合せしめて得られる共
重合体ラテックスが挙げられる。The compound represented by the general formula (1) is blended with a latex, a pigment, and an aqueous binder and used as a paper coating composition. The above latex contains 20 to 55% by weight of aliphatic conjugated diolefin and 0.5% of ethylenically unsaturated acid monomer.
A copolymer latex obtained by copolymerizing 10% by weight and 35% to 77.5% by weight of a vinyl compound other than an ethylenically unsaturated acid is mentioned.
脂肪族共役ジオレフィンとしては１，３−ブタジェン、
２−メチル−１，３−ブタジェン、２−クロロ−１，３
−ブタジェンなどが挙げられる。この量が２０重量％よ
り少ない場合または５５重量％を越える場合は組成物の
顔料結合能力が低下し、また最終的に得られる塗工紙の
耐水強度が低下する。As the aliphatic conjugated diolefin, 1,3-butadiene,
2-methyl-1,3-butadiene, 2-chloro-1,3
-butadiene and the like. When this amount is less than 20% by weight or more than 55% by weight, the pigment binding ability of the composition decreases, and the water resistance strength of the coated paper finally obtained decreases.
エチレン系不飽和酸単量体としてはアクリル酸、メタク
リル酸、クロトン酸、ケイ皮酸、イタコン酸、マレイン
酸、フマル酸、などが挙げられ、これらは顔料粒子同志
あるいは塗工されたときに顔料と原紙との接着力を高め
る作用を有し、またラテックスのコロイドとしての安定
性を向上させる作用を有するために必須の成分である。Examples of ethylenically unsaturated acid monomers include acrylic acid, methacrylic acid, crotonic acid, cinnamic acid, itaconic acid, maleic acid, and fumaric acid. It is an essential component because it has the effect of increasing the adhesive strength between the latex and the base paper, and also has the effect of improving the stability of the latex as a colloid.
この量が０、５重量％未満の場合は上記効果が得られ難
くまた１０重量％を越えるとラテックスの粘度が高くな
り使用上支障をきたす。If this amount is less than 0.5% by weight, it is difficult to obtain the above effects, and if it exceeds 10% by weight, the viscosity of the latex becomes high, causing problems in use.
エチレン系不飽和酸以外のビニル化合物としては、芳香
族ビニル化合物（スチレン、α−メチルスチレン、モノ
クロルスチレン、Ｐ−メチルスチレン、ビニルトルエン
など）、アクリル酸あるいはメタクリル酸のエステル（
アクリル酸メチル、メタクリル酸メチル、アクリル酸エ
チル、アクリル酸ヒドロキシエチルなど）、エチレン系
ニトリル（アクリロニトリル、メタクリロニトリルなど
）などが挙げられる。Vinyl compounds other than ethylenically unsaturated acids include aromatic vinyl compounds (styrene, α-methylstyrene, monochlorostyrene, P-methylstyrene, vinyltoluene, etc.), esters of acrylic acid or methacrylic acid (
methyl acrylate, methyl methacrylate, ethyl acrylate, hydroxyethyl acrylate, etc.), ethylene-based nitriles (acrylonitrile, methacrylonitrile, etc.), and the like.
本発明において用いられる顔料とし、では無機顔料（ク
レー 炭酸カルシウム、水酸化アルミニウム、チタン白
、硫酸バリウム、サチン白など）、有機顔料（ポリスチ
レンなど）が挙げられ、これらは単独あるいは２種以上
の混合物が用いられる。Pigments used in the present invention include inorganic pigments (clay, calcium carbonate, aluminum hydroxide, titanium white, barium sulfate, satin white, etc.) and organic pigments (polystyrene, etc.), which may be used alone or in a mixture of two or more. is used.
水性バインダーとしては、澱粉、カゼイン、ポリビニル
アルコールなどが挙げられる。Examples of the aqueous binder include starch, casein, and polyvinyl alcohol.
一般式（１）の化合物は上記ラテックス、顔料、水性バ
インダーと共に配合し紙被覆用組成物として使用される
が、この配合方法としてはラテックスの製造中に配合す
ることもできるが、ラテックスに後配合してもよく、ま
たラテックスに直接配合せず、顔料分散液に個々に配合
することもできる。ラテックスに対する一般式（１）の
化合物の含量はラテックス１００重量部（固形分換算）
に対し通常０． １〜１０重量％であり、０． １重量
％未満では良好な印刷適性が得られず１０重量％を超え
ると塗工紙の耐水性が低下する。The compound of general formula (1) is used as a paper coating composition by blending it with the above latex, pigment, and aqueous binder.Although it can be blended during the production of latex, it can also be blended into the latex afterward. Alternatively, they may be added individually to the pigment dispersion instead of being added directly to the latex. The content of the compound of general formula (1) in the latex is 100 parts by weight of the latex (in terms of solid content)
Usually 0. 1 to 10% by weight, and 0. If it is less than 1% by weight, good printability will not be obtained, and if it exceeds 10% by weight, the water resistance of the coated paper will decrease.
また本発明の組成物には必要に応じて分散剤、粘度調整
剤、保水剤、耐水化剤、染料、消泡剤、防腐剤などを配
合することもできる。Further, the composition of the present invention may contain a dispersant, a viscosity modifier, a water retention agent, a water resistance agent, a dye, an antifoaming agent, a preservative, and the like, if necessary.
以下実施例により本発明を具体的に説明するが本発明は
これら実施例に限定されるものではない。EXAMPLES The present invention will be specifically explained below with reference to Examples, but the present invention is not limited to these Examples.
（実施例Ａ）
（ポリ）アルキレンポリアミンのオキシアルキレン誘導
体の製造
（実施例Ａ−１〜Ａ−４．ルー４．−１．ａ−２）（Ａ
−１）
攪拌機を備えた反応容器にラウリルクロライド２０４．
５重量部とジエチレントリアミン１０３重量部を仕込み
９０〜１００℃にて３時間反応させた。反応物を３０％
水酸化ナトリウム水溶液１３３重量部で中和後、ろ過積
製し、Ｎ−モノラウリルジエチレントリアミンを定量的
収率で得た。(Example A) Production of oxyalkylene derivatives of (poly)alkylene polyamines (Examples A-1 to A-4.Rue 4.-1.a-2) (A
-1) Lauryl chloride 204.
5 parts by weight and 103 parts by weight of diethylenetriamine were charged and reacted at 90 to 100°C for 3 hours. 30% of reactant
After neutralization with 133 parts by weight of an aqueous sodium hydroxide solution, the mixture was filtered to obtain N-monolauryldiethylenetriamine in a quantitative yield.
次いで、攪拌機、窒素導入管を備えた加圧反応容器にＮ
−モノラウリルジエチレントリアミン２７１重量部を仕
込み１２０〜１３０℃にて８０１７６重量部を付加反応
させ表−１中の化合物Ｎｏ。Next, N was added to a pressurized reaction vessel equipped with a stirrer and a nitrogen introduction tube.
- 271 parts by weight of monolauryl diethylene triamine was charged and 80,176 parts by weight was subjected to an addition reaction at 120 to 130°C to obtain compound No. in Table 1.
１を定量的収率で得た。1 was obtained in quantitative yield.
（Ａ−２）
Ａ−１と同様の方法でステアリルクロライド５７７重量
部とトリエチレンテトラミン１４６重量部を反応させＮ
、 Ｎ−ジステアリルトリエチレンテトラミンを得、次
いでＰＯ２３２重量部、ＰＯ１７６重量部、２０２３２
重量部をこの１１ホに反応させ表−１中の化合物Ｎ、ｏ
、２を定量的収率で得た。(A-2) In the same manner as A-1, 577 parts by weight of stearyl chloride and 146 parts by weight of triethylenetetramine were reacted with N.
, N-distearyltriethylenetetramine was obtained, and then 232 parts by weight of PO, 176 parts by weight of PO, 20232
Part by weight was reacted with this 11 to form compounds N and o in Table 1.
, 2 was obtained in quantitative yield.
（Ａ−３）
Ａ−１と類似の方法でドデカンエポキシド１８４重量部
とテトラエチレンペンタミン１８９重量部を反応させＮ
−モノ（β−ヒドロキシラウリル）テトラエチレンペン
タミンを得（この場合はＡ−１での中和、ろ過は必要で
はない）、次いでＰＯ２６４重量部とＰＯ３４８重量部
の混合物を反応させ表−１中の化合物Ｎｏ、３を定量的
収率で得た。(A-3) In a similar manner to A-1, 184 parts by weight of dodecane epoxide and 189 parts by weight of tetraethylenepentamine were reacted with N.
- Mono(β-hydroxylauryl)tetraethylenepentamine was obtained (in this case, neutralization with A-1 and filtration are not necessary), and then a mixture of 264 parts by weight of PO and 348 parts by weight of PO was reacted to Compound No. 3 was obtained in quantitative yield.
（Ａ−４）
Ａ−１と同様の方法でデシルクロライド１７６゜５重量
部とテトラエチレンペンタミン１８９重量部を反応させ
Ｎ−モノデシルテトラエチレンペンタミンを得、次いで
ＰＯ５２８重量部を反応させＮ−モノデシルテトラエチ
レンペンタミンのＥＯ化合物を得た。(A-4) In the same manner as in A-1, 176.5 parts by weight of decyl chloride and 189 parts by weight of tetraethylenepentamine were reacted to obtain N-monodecyltetraethylenepentamine, and then 528 parts by weight of PO was reacted to obtain N-monodecyltetraethylenepentamine. -An EO compound of monodecyltetraethylenepentamine was obtained.
さらに、攪拌機、滴下ロート、窒素導入管を備えた反応
容器に上記ＥＯ化合物８５７重量部と金属ナトリウム２
３重量部を仕込み窒素通気下９０〜１００℃に昇温後、
デシルクロライド３５３重量部を２時間かけて滴下し、
同温度にて３時間反応させた。反応物をろ過積製し表−
１中の化合物Ｎｏ、４を定量的収率で得た。Furthermore, 857 parts by weight of the above EO compound and 2 parts by weight of metallic sodium were added to a reaction vessel equipped with a stirrer, a dropping funnel, and a nitrogen introduction tube.
After charging 3 parts by weight and raising the temperature to 90 to 100°C under nitrogen aeration,
353 parts by weight of decyl chloride was added dropwise over 2 hours,
The reaction was allowed to proceed at the same temperature for 3 hours. The reactants were filtered and table-
Compound No. 4 in 1 was obtained in quantitative yield.
（比較例ａ） 比較のために表−２に示すａ−１，ａ−２を製造した。(Comparative example a) For comparison, a-1 and a-2 shown in Table 2 were manufactured.
表−２
（注 Ｒの項右端の■〜■はＲの各々の基の個数を表す
。）
（ａ−１）
Ａ−４で中間体として得られたＮ−モノデシルテトラエ
チレンペンタミン３２９重量部とＥＯ４４重量部を反応
させ表−２中の化合物ａ−１を定量的収率で得た。Table-2 (Note: ■ to ■ at the right end of the R section represent the number of each group in R.) (a-1) 329 weight of N-monodecyltetraethylenepentamine obtained as an intermediate in A-4 was reacted with 44 parts by weight of EO to obtain compound a-1 in Table 2 in a quantitative yield.
（ａ−２）
Ａ−２で中間体として得られたＮ、 Ｎ−ジステアリル
トリエチレンテトラミン６５０重量部とＥ０１７６０重
量部を反応させ表−２中の化合物ａ−２を定量的収率で
得た。(a-2) Compound a-2 in Table 2 was obtained in quantitative yield by reacting 650 parts by weight of N,N-distearyltriethylenetetramine obtained as an intermediate in A-2 with 760 parts by weight of E0. Ta.
（実施例Ｂ）
（イ）共重合体ラテックスの製造
（Ｂ−１）
攪拌機を備えた温度調節可能な加圧反応容器を窒素置換
し、これに水２００重量部、単量体１００重量部（ブタ
ジェン３５重量部、スチレン４７重量部、メタクリル酸
メチル１０重量部、アクリル酸３重量部）、ドデシルベ
ンゼンスルホン酸ソーダ０．１重量部、過硫酸カリウム
１．５重量部、四塩化炭素５重量部を仕込み、６０℃に
て攪拌しながら１５時間反応させ、重合転化率９８重量
％以上の共重合体ラテックスＢ−１を得た。(Example B) (a) Production of copolymer latex (B-1) A temperature-adjustable pressurized reaction vessel equipped with a stirrer was purged with nitrogen, and 200 parts by weight of water and 100 parts by weight of monomer ( 35 parts by weight of butadiene, 47 parts by weight of styrene, 10 parts by weight of methyl methacrylate, 3 parts by weight of acrylic acid), 0.1 part by weight of sodium dodecylbenzenesulfonate, 1.5 parts by weight of potassium persulfate, 5 parts by weight of carbon tetrachloride. was charged and reacted for 15 hours with stirring at 60°C to obtain copolymer latex B-1 with a polymerization conversion rate of 98% by weight or more.
（Ｂ−２）
上記と同様の方法で単量体１００重量部の組成をブタジ
ェン３５重量部、スチレン４７重量部、メタクリル酸メ
チル１５重量部、イタコン酸２重量部、アクリル酸３重
量部にかえて反応させ、重合軒化率９８重量％以上の共
重合体ラテックスＢ−２を得た。(B-2) Using the same method as above, change the composition of 100 parts by weight of monomers to 35 parts by weight of butadiene, 47 parts by weight of styrene, 15 parts by weight of methyl methacrylate, 2 parts by weight of itaconic acid, and 3 parts by weight of acrylic acid. A copolymer latex B-2 having a polymerization rate of 98% by weight or more was obtained.
（ロ）印刷適性向上剤含有共重合体ラテックスの調製
前記実施例Ａ−１〜Ａ−４で４Ｒ遺した印刷適性向上剤
（（ポリ）アルキレンポリアミンのオキシアルキレン誘
導体）および比較例ａ−１，ａ−２で製造した化合物と
前記実施例Ｂの（イ）で製造した共重合体ラテックスＢ
−１，Ｂ−２とを表−３に示すように組合せ、Ａ／Ｂの
配合比率の欄に示すように固形分での配合比を変えて印
刷適性向上剤含有共重合体ラテックスを得た。(b) Preparation of copolymer latex containing printability improver The printability improver (oxyalkylene derivative of (poly)alkylene polyamine) left in 4R in Examples A-1 to A-4 and Comparative Example a-1, The compound produced in a-2 and the copolymer latex B produced in (a) of Example B above
-1 and B-2 were combined as shown in Table 3, and the solid content ratio was changed as shown in the A/B blending ratio column to obtain a copolymer latex containing a printability improver. .
（ハ）紙被覆用組成物Ｃ−１〜Ｃ−６（実施例）、ｃ′
−１〜ｃ’ −３（比較例）の調製前記（ロ）で調製し
た印刷適性向上剤含有共重合体ラテックス１０重量部に
対してクレー（分散剤としてピロリン酸ソーダ０．５重
量％を含む）８０重量部、炭酸カルシウム１０重量部、
酸化デンプン５重量部を配合し、水の量は固形分が６０
重量％になるように調整して紙被覆用組成物な調製した
。(c) Paper coating compositions C-1 to C-6 (Examples), c'
Preparation of -1 to c' -3 (Comparative Examples) Clay (contains 0.5% by weight of sodium pyrophosphate as a dispersant) based on 10 parts by weight of the copolymer latex containing a printability improver prepared in (b) above. ) 80 parts by weight, 10 parts by weight of calcium carbonate,
Contains 5 parts by weight of oxidized starch, and the amount of water is 60% solids.
A paper coating composition was prepared by adjusting the weight percentage.
（ニ）評価方法
（■）泡立ち性の評価方法
前記（ロ）で調製した印刷適性向上剤含有共重合体ラテ
ックス（固形分濃度５０重量％）それぞれにつき２５ｇ
（液温２５℃）を４ｃｍＸ４ｃｍＸＩ０．５ｃｍのテス
ト瓶に入れ、ペイントコンディショナーにて５分間振と
うし、静置４時間後の泡の高さを測定した。(d) Evaluation method (■) Foaming property evaluation method 25 g for each of the printability improver-containing copolymer latex (solid content concentration 50% by weight) prepared in (b) above.
(liquid temperature 25°C) was placed in a 4 cm x 4 cm x I 0.5 cm test bottle, shaken with paint conditioner for 5 minutes, and after 4 hours of standing, the height of bubbles was measured.
（■）紙被覆用組成物の評価方法
前記（ハ）で得たそれぞれの組成物を６４ｇ／ボのコー
ト原紙にコーティング用ロンドを用い塗工量が２０ｇ／
ボとなるように塗工し塗工紙を得た。この塗工紙の性能
を下記の試験方法により評価した。(■) Method for evaluating paper coating compositions Each of the compositions obtained in (c) above was coated on 64 g/Bo coated base paper using a coating iron, and the coating amount was 20 g/B.
Coated paper was obtained by coating the paper so as to form a rough shape. The performance of this coated paper was evaluated by the following test method.
（ａ ）塗工紙の加熱着色試験
上記で得たそれぞれの塗工紙を１３０℃、３０秒間加熱
後、スガ試験機社製色差計にて黄色度を測定し黄変度を
求めた。(a) Heating coloring test of coated paper Each of the coated papers obtained above was heated at 130° C. for 30 seconds, and then the degree of yellowness was measured using a color difference meter manufactured by Suga Test Instruments Co., Ltd. to determine the degree of yellowing.
（黄変度）＝（加熱後の黄色度）
−（加熱前の黄色度）
（ｂ）ＲＩドライピック：接着強度の指標ＲＩ印刷機で
印刷した時のピッキングの程度を肉眼で判定し、５段階
法で評価した。点数の高いもの（まど良好である。測定
回数６回の平均値で表示０
（ｃ）ＲＩウェットピック：耐水性の指標ＲＩ印刷機で
モルトンロールを用い湿し水を与えて印刷した時のピッ
キングの程度を肉眼で判定し、５段階法で評価した。点
数の高いものほど良好である。測定回数６回の平均値で
表示。(Yellowness degree) = (Yellowness degree after heating) - (Yellowness degree before heating) (b) RI Dry Pick: An indicator of adhesive strength The degree of picking when printing with an RI printing machine is judged with the naked eye, and 5 It was evaluated using a stepwise method. Items with high scores (windows are in good condition. Displayed as 0 as the average value of 6 measurements) (c) RI Wet Pick: Indicator of water resistance When printed with dampening water using a Molton roll with an RI printing machine The degree of picking was determined visually and evaluated using a 5-point scale.The higher the score, the better the score.Displayed as the average value of 6 measurements.
（ｄ ）着肉
ウェット強度と全く同じであるが、ウェット強度測定の
場合より大幅にタック値の低いインキを使用しピックを
起こさないように印刷し、インキ転移の状態を目視で比
較判定した。Ｒエビツクと同様に評価点を与えた。(d) Printing was carried out using an ink that was exactly the same as the deposited wet strength but had a significantly lower tack value than in the wet strength measurement so as not to cause picking, and the state of ink transfer was visually compared and judged. Evaluation points were given in the same way as R.Evitsuk.
（ｃ ）印刷光沢
Ｒ工印刷機を使用してウェブオフセット用インキをベタ
刷りし、村上式光沢計を使用して測定（７５°−７５°
）。(c) Printing gloss Print the web offset ink using a printing machine and measure it using a Murakami gloss meter (75°-75°
).
（ｆ ）耐ブリスター性
雨面塗工した紙を調＠（約６％）し、加熱したオイルバ
スに投げ込み、ブリスターが発生する時の最低温度を示
す。(f) Blister resistance Rain-coated paper is prepared (approximately 6%) and thrown into a heated oil bath, and the lowest temperature at which blisters occur is shown.
表−３に実施例Ｃ−１〜Ｃ−６，比較例Ｃ′１、ｃ
−２として前記実施例Ｂ（ロ）で得た印刷適性向上剤含
有共重合体ラテックスの泡立ち性と、前記実施例Ｂ（ハ
）で得た紙被覆用組成物の塗工評価（黄変度、ＲＩドラ
イピック、ＲＩウェットピック、着肉、印刷光沢、耐ブ
リスター性）を各々の評価方法により評価した結果を示
す。また、比較例ｃ′−３として印刷適性向上剤を用い
ない場合の同様な評価結果を表−３に示す。Table-3 shows Examples C-1 to C-6, Comparative Examples C'1 and c
-2, the foaming property of the printability improver-containing copolymer latex obtained in Example B (b) and the coating evaluation (yellowing degree) of the paper coating composition obtained in Example B (c). , RI Dry Pick, RI Wet Pick, inking, printing gloss, and blister resistance) are evaluated using each evaluation method. Furthermore, Table 3 shows similar evaluation results when no printability improver was used as Comparative Example c'-3.
表−３の結果から、本発明の印刷適性向上剤とそれを含
む紙被覆用組成物は従来の印刷適性向上剤と比軟して印
刷適性が向上しかつ、泡立ち性、黄変度も向上する。ま
た、印刷適性向上剤を用いない系よりも印刷適性が優れ
ている。From the results in Table 3, the printability improver of the present invention and the paper coating composition containing it have improved printability compared to conventional printability improvers, as well as improved foaming properties and yellowing. do. Furthermore, the printability is better than that of a system that does not use a printability improver.
（発明の効果〕
本発明の印刷適性向上剤およびそれを含む紙被覆用組成
物は従来の印刷適性向上剤および組成物に比べ
■予めラテックスに配合してもラテックスの泡立ちが多
くなることはない。(Effects of the invention) Compared to conventional printability improvers and compositions, the printability improver of the present invention and the paper coating composition containing the same do not cause increased foaming of the latex even if it is pre-blended with the latex. .
■最終的に得られる塗工紙の耐熱性および耐候性が低下
することはない。■The heat resistance and weather resistance of the final coated paper will not deteriorate.
■本来の印刷適性が低下することはなく良好である。■The original printability is not deteriorated and is good.
という効果を奏する。This effect is achieved.
上記効果を奏することから本発明の印刷適性向上剤およ
びそれを含む紙被覆用組成物を使用することにより凹版
印刷法、凸版印刷法、オフセット印刷法などに使用され
る良好な印刷適性を有する印刷用紙を得ることができる
。Since the above-mentioned effects are achieved, the use of the printability improver of the present invention and the paper coating composition containing the same enables printing to have good printability for use in intaglio printing, letterpress printing, offset printing, etc. You can get paper.
Claims (1)
、Ｒ′は水素 原子、またはアリール基もしくはヒドロキシル基で置換
されていてもよい炭素数１〜２８のアルキル基またはア
ルケニル基である。ｓは０〜３で、ｓの合計は２以上で
ある。Ｒのうち少なくとも１つはｓ＝０で、少なくとも
１つはｓ＝１〜３である。Ａはアリール基で置換されて
いてもよい炭素数２〜４のアルキレン基である。ｎは１
〜６の整数である。ｍは１〜５の整数である。）で示さ
れる（ポリ）アルキレンポリアミンのオキシアルキレン
誘導体からなることを特徴とする塗工紙用印刷適性向上
剤。 ２、一般式（１）におけるＲのうち少なくとも１つがｓ
＝０でＲ′が水素原子ではなく、少なくとも１つがｓ＝
１〜３でＲ′が水素原子である請求項１記載の向上剤。 ３、オキシアルキレン誘導体のオキシアルキレン基中に
オキシエチレン基を含む請求項１または２記載の向上剤
。 ４、全オキシアルキレン基中の全オキシエチレン基の含
量が１０〜１００％である請求項１から３の何れか一項
記載の向上剤。 ５、ラテックス、顔料、水性バインダーからなる紙被覆
用組成物において、印刷適性向上剤としてラテックス（
固形分）に対し０．１〜１０重量％（固形分換算）の請
求項１から４の何れか一項記載の（ポリ）アルキレンポ
リアミンのオキシアルキレン誘導体を配合してなる紙被
覆用組成物。 ６、ラテックスが脂肪族共役ジオレフィン２２〜５５重
量％、エチレン系不飽和酸単量体０．５〜１０重量％お
よびエチレン系不飽和酸以外のビニル化合物３５〜７７
．５重量％を共重合せしめて得られる共重合体ラテック
スである請求項５記載の組成物。[Claims] 1. General formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (1) (In the formula, R is ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼, and R' is a hydrogen atom or an aryl is an alkyl group or alkenyl group having 1 to 28 carbon atoms which may be substituted with a group or a hydroxyl group. s is 0 to 3, and the total of s is 2 or more. At least one of R is s= 0, and at least one is s = 1 to 3. A is an alkylene group having 2 to 4 carbon atoms which may be substituted with an aryl group. n is 1
It is an integer of ~6. m is an integer from 1 to 5. ) A printability improver for coated paper comprising an oxyalkylene derivative of a (poly)alkylene polyamine represented by: 2. At least one of R in general formula (1) is s
=0, R' is not a hydrogen atom, and at least one is s=
2. The improver according to claim 1, wherein R' in 1 to 3 is a hydrogen atom. 3. The improver according to claim 1 or 2, wherein the oxyalkylene derivative contains an oxyethylene group in the oxyalkylene group. 4. The improver according to any one of claims 1 to 3, wherein the content of all oxyethylene groups in all oxyalkylene groups is 10 to 100%. 5. In a paper coating composition consisting of latex, pigment, and aqueous binder, latex (
A paper coating composition comprising 0.1 to 10% by weight (in terms of solid content) of the oxyalkylene derivative of the (poly)alkylene polyamine according to any one of claims 1 to 4, based on the solid content. 6. The latex contains 22 to 55% by weight of aliphatic conjugated diolefin, 0.5 to 10% by weight of ethylenically unsaturated acid monomers, and 35 to 77% of vinyl compounds other than ethylenically unsaturated acids.
．． The composition according to claim 5, which is a copolymer latex obtained by copolymerizing 5% by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1034548A JP2612488B2 (en) | 1989-02-14 | 1989-02-14 | Printability improver and paper coating composition containing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1034548A JP2612488B2 (en) | 1989-02-14 | 1989-02-14 | Printability improver and paper coating composition containing the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02216298A true JPH02216298A (en) | 1990-08-29 |
| JP2612488B2 JP2612488B2 (en) | 1997-05-21 |
Family
ID=12417364
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1034548A Expired - Lifetime JP2612488B2 (en) | 1989-02-14 | 1989-02-14 | Printability improver and paper coating composition containing the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2612488B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000046280A1 (en) * | 1999-02-05 | 2000-08-10 | Yupo Corporation | Thermoplastic resin film with satisfactory printability |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5959996A (en) * | 1982-09-30 | 1984-04-05 | ジェイエスアール株式会社 | Paper coating composition |
| JPS6071796A (en) * | 1983-09-29 | 1985-04-23 | 株式会社日本触媒 | Dyed paper |
| JPS61252396A (en) * | 1985-04-26 | 1986-11-10 | 住友化学工業株式会社 | Paper coating composition |
-
1989
- 1989-02-14 JP JP1034548A patent/JP2612488B2/en not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5959996A (en) * | 1982-09-30 | 1984-04-05 | ジェイエスアール株式会社 | Paper coating composition |
| JPS6071796A (en) * | 1983-09-29 | 1985-04-23 | 株式会社日本触媒 | Dyed paper |
| JPS61252396A (en) * | 1985-04-26 | 1986-11-10 | 住友化学工業株式会社 | Paper coating composition |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000046280A1 (en) * | 1999-02-05 | 2000-08-10 | Yupo Corporation | Thermoplastic resin film with satisfactory printability |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2612488B2 (en) | 1997-05-21 |
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