JP3063343B2 - Printing ink - Google Patents
Printing inkInfo
- Publication number
- JP3063343B2 JP3063343B2 JP35210791A JP35210791A JP3063343B2 JP 3063343 B2 JP3063343 B2 JP 3063343B2 JP 35210791 A JP35210791 A JP 35210791A JP 35210791 A JP35210791 A JP 35210791A JP 3063343 B2 JP3063343 B2 JP 3063343B2
- Authority
- JP
- Japan
- Prior art keywords
- fatty acid
- parts
- acid
- printing ink
- weight
- 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 - Fee Related
Links
- 238000007639 printing Methods 0.000 title claims description 21
- 229920000180 alkyd Polymers 0.000 claims description 25
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 25
- 229930195729 fatty acid Natural products 0.000 claims description 25
- 239000000194 fatty acid Substances 0.000 claims description 25
- 150000004665 fatty acids Chemical class 0.000 claims description 25
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 12
- 229920005989 resin Polymers 0.000 claims description 12
- 239000011347 resin Substances 0.000 claims description 12
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 150000007519 polyprotic acids Polymers 0.000 claims description 6
- 150000005846 sugar alcohols Polymers 0.000 claims description 5
- 235000003441 saturated fatty acids Nutrition 0.000 claims description 3
- 150000008064 anhydrides Chemical class 0.000 claims description 2
- 239000000976 ink Substances 0.000 description 25
- 239000002253 acid Substances 0.000 description 11
- 239000002184 metal Substances 0.000 description 10
- 229910052751 metal Inorganic materials 0.000 description 10
- 239000004359 castor oil Substances 0.000 description 9
- 235000019438 castor oil Nutrition 0.000 description 9
- 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 9
- 239000003921 oil Substances 0.000 description 9
- 235000019198 oils Nutrition 0.000 description 9
- 238000004383 yellowing Methods 0.000 description 8
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 7
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 7
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 7
- 239000000049 pigment Substances 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 238000005886 esterification reaction Methods 0.000 description 6
- 239000012299 nitrogen atmosphere Substances 0.000 description 6
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000003240 coconut oil Substances 0.000 description 3
- 235000019864 coconut oil Nutrition 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-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
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 238000007645 offset printing Methods 0.000 description 2
- YPFDHNVEDLHUCE-UHFFFAOYSA-N propane-1,3-diol Chemical compound OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 235000010215 titanium dioxide Nutrition 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
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- AYKYXWQEBUNJCN-UHFFFAOYSA-N 3-methylfuran-2,5-dione Chemical compound CC1=CC(=O)OC1=O AYKYXWQEBUNJCN-UHFFFAOYSA-N 0.000 description 1
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 229920003180 amino resin Polymers 0.000 description 1
- 239000010953 base metal Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 238000010304 firing Methods 0.000 description 1
- -1 for example Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 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
- 230000000873 masking effect Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 239000004014 plasticizer 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
- 235000021003 saturated fats Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000005028 tinplate Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Landscapes
- Polyesters Or Polycarbonates (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Description
【０００１】[0001]
【産業上の利用分野】本発明は、高隠蔽性および耐黄変
性に優れた印刷インキに関し、特に美術缶等の白さを要
求される印刷物に適した金属印刷インキに関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a printing ink excellent in concealing property and yellowing resistance, and more particularly to a metal printing ink suitable for a printed matter such as an art can requiring whiteness.
【０００２】[0002]
【従来の技術】従来、金属印刷インキに用いられる樹脂
としては、アルキッド樹脂、ポリエステル樹脂、エポキ
シ樹脂等が使用されており、特に、脱水ヒマシ油脂肪酸
等で変性した長油長の脂肪酸変性アルキッド樹脂が顔料
分散性の良好な樹脂として使用されていた。2. Description of the Related Art Conventionally, alkyd resins, polyester resins, epoxy resins, and the like have been used as resins used for metal printing inks . Particularly, long oils modified with dehydrated castor oil fatty acids and the like have been used. Fatty acid-modified alkyd resins have been used as resins having good pigment dispersibility.
【０００３】金属印刷インキを金属面に印刷する印刷機
としては、オフセット印刷機あるいはドライオフセット
印刷機が用いられており、仕上げニスは、コーター等を
用いインキ皮膜上に塗布され、１３０〜２００℃で焼付
が行われていた。この一連の工程において、長油長脂肪
酸変性アルキッド樹脂を使用した印刷インキは、印刷層
あるいはベースの白インキが黄変し、著しく商品価値を
損なうという問題点があった。黄変性を解決するために
短油長アルキッド樹脂を使用すると顔料分散性が悪くな
って隠蔽性が低下してしまい、耐黄変性と隠蔽性のバラ
ンスが得られなかった。[0003] As a printing machine for printing metal printing ink on a metal surface, an offset printing machine or a dry offset printing machine is used. A finishing varnish is applied on an ink film using a coater or the like. Was being burned. In this series of steps, the printing ink using a long oil long fatty acid-modified alkyd resin has a problem that the white ink of the printing layer or the base is yellowed, which significantly impairs the commercial value. When a short oil-length alkyd resin is used to solve the yellowing, the pigment dispersibility is deteriorated and the concealing property is reduced, and the balance between the yellowing resistance and the concealing property cannot be obtained.
【０００４】隠蔽性と耐黄変性を両立させるために、ヤ
シ油、パルミチン酸、ステアリン酸等の長鎖飽和脂肪酸
を併用したアルキッド樹脂をブレンドしたり、長鎖飽和
脂肪酸成分を一部縮合したアルキッド樹脂を使用するこ
とが検討された。しかしながら、これらのアルキッド樹
脂は、インキ皮膜中に残存する未反応の脂肪酸成分が可
塑剤として作用するため、インキ皮膜の硬度および下地
金属との密着性が低下し、実用に耐えないものであっ
た。In order to achieve both masking properties and yellowing resistance, an alkyd resin containing a long chain saturated fatty acid such as coconut oil, palmitic acid and stearic acid is blended, or an alkyd resin obtained by partially condensing a long chain saturated fatty acid component is used. The use of resin was considered. However, in these alkyd resins, since the unreacted fatty acid component remaining in the ink film acts as a plasticizer, the hardness of the ink film and the adhesion to the base metal are reduced, and the alkyd resins are not practical. .
【０００５】[0005]
【発明が解決しようとする課題】本発明は、隠蔽性と耐
黄変性を兼ね備えた金属印刷インキを提供するものであ
る。SUMMARY OF THE INVENTION The present invention provides a metal printing ink having both hiding properties and yellowing resistance.
【０００６】[0006]
【課題を解決するための手段】すなわち、本発明は、脂
肪酸、多塩基酸またはその無水物及び多価アルコールと
を縮合せしめた脂肪酸変性アルキッド樹脂であって、該
脂肪酸として水酸基を有する炭素数８〜２０の飽和脂肪
酸を樹脂成分を基準として１〜３０重量％含む、油長２
０〜７０重量％の脂肪酸変性アルキッド樹脂を用いた印
刷インキに関する。That is, the present invention relates to a fat
With fatty acids, polybasic acids or their anhydrides and polyhydric alcohols
Is a fatty acid-modified alkyd resin obtained by condensing
C8-20 saturated fat having hydroxyl group as fatty acid
Oil length 2 containing 1 to 30% by weight of acid based on resin component
Marking using 0 to 70% by weight of fatty acid-modified alkyd resin
Related to printing ink .
【０００７】本発明で使用される脂肪酸変性アルキッド
樹脂は、多塩基酸成分、多価アルコール成分および水酸
基を有する炭素数８〜２０の飽和脂肪酸を含む脂肪酸成
分を常法により縮合して製造することができる。The fatty acid-modified alkyd resin used in the present invention is produced by condensing a polybasic acid component, a polyhydric alcohol component and a fatty acid component containing a saturated fatty acid having 8 to 20 carbon atoms having a hydroxyl group by a conventional method. Can be.
【０００８】多塩基酸成分としては、無水フタル酸、テ
レフタル酸、イソフタル酸、無水トリメリット酸、アジ
ピン酸、セバシン酸、マレイン酸、フマル酸、イタコン
酸、無水シトラコン酸等がある。The polybasic acid component includes phthalic anhydride, terephthalic acid, isophthalic acid, trimellitic anhydride, adipic acid, sebacic acid, maleic acid, fumaric acid, itaconic acid, citraconic anhydride and the like.
【０００９】多価アルコールとしては、エチレングリコ
ール、ジエチレングリコール、トリエチレングリコー
ル、プロピレングリコール、トリメチレングリコール、
テトラメチレングリコール、ネオペンチルグリコール、
１，６−ヘキサンジオール、グリセリン、トリメチロー
ルプロパン、ペンタエリスリトール等がある。The polyhydric alcohols include ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, trimethylene glycol,
Tetramethylene glycol, neopentyl glycol,
Examples include 1,6-hexanediol, glycerin, trimethylolpropane, and pentaerythritol.
【００１０】脂肪酸成分としては、水酸基を有する炭素
数８〜２０の飽和脂肪酸と、印刷適性を考慮して配合す
ることが好ましい、それ以外の脂肪酸の２種類に分ける
ことができる。 The fatty acid component includes carbon having a hydroxyl group.
Formulated with saturated fatty acids of several 8 to 20 in consideration of printability
It is preferable to divide it into two types of other fatty acids
be able to.
【００１１】水酸基を有する炭素数８〜２０の飽和脂肪
酸は、分子中に水酸基を１つ以上有する脂肪酸、例え
ば、１２−ヒドロキシステアリン酸、オキシカプリル酸
等がある。水酸基を有する炭素数８〜２０の飽和脂肪酸
は、樹脂成分を基準として１〜３０重量％、好ましくは
５〜２５重量％を縮合させる。水酸基を有する炭素数８
〜２０の飽和脂肪酸の割合が上記数値より少ないと、油
長が２０〜７０％の範囲であっても、顔料分散性と耐黄
変性を両立させることができず、また、水酸基を有する
炭素数８〜２０の飽和脂肪酸の割合が上記数値より多い
と、インキ皮膜の硬度が低下するので好ましくない。 The saturated fatty acid having 8 to 20 carbon atoms having a hydroxyl group includes a fatty acid having one or more hydroxyl groups in a molecule, for example, 12-hydroxystearic acid, oxycaprylic acid and the like. The saturated fatty acid having 8 to 20 carbon atoms having a hydroxyl group is condensed at 1 to 30% by weight, preferably 5 to 25% by weight based on the resin component. Hydroxyl- containing carbon number 8
If the ratio of the saturated fatty acid is less than the above value, even if the oil length is in the range of 20 to 70%, the pigment dispersibility and yellow resistance
Unable to balance denaturation and has hydroxyl group
If the proportion of the saturated fatty acid having 8 to 20 carbon atoms is larger than the above value, the hardness of the ink film is undesirably reduced.
【００１２】本発明に用いられる脂肪酸変性アルキッド
樹脂の脂肪酸成分としては、水酸基を有する炭素数８〜
２０の飽和脂肪酸を単独で用いてもよいが、印刷インキ
適性を考慮して、それ以外の脂肪酸、例えば大豆油、ア
マニ油、キリ油、ヒマシ油、脱水ヒマシ油、ヤシ油、ス
テアリン酸、オレイン酸、リノール酸、リノレン酸等
を、樹脂成分を基準として少なくとも１０重量％を配合
することが好ましい。 The fatty acid component of the fatty acid-modified alkyd resin used in the present invention includes a hydroxyl group- containing C8-C8 compound.
Although 20 saturated fatty acids may be used alone, other fatty acids, for example, soybean oil,
Manila oil, drilling oil, castor oil, dehydrated castor oil, coconut oil, oil
Tearic acid, oleic acid, linoleic acid, linolenic acid, etc.
At least 10% by weight based on the resin component.
【００１３】本発明に用いられる脂肪酸変性アルキッド
樹脂は、水酸基を有する炭素数８〜２０の飽和脂肪酸を
含む脂肪酸成分および多塩基酸成分からなるカルボン酸
成分に対して多価アルコール成分をモル比率で１：１．
１〜２．５、好ましくは１：１．２〜１．６の範囲で縮
合して得られる。The fatty acid-modified alkyd resin used in the present invention comprises a polyhydric alcohol component in a molar ratio to a carboxylic acid component comprising a fatty acid component containing a saturated fatty acid having 8 to 20 carbon atoms having a hydroxyl group and a polybasic acid component. 1: 1.
It is obtained by condensation in the range of 1 to 2.5, preferably 1: 1.2 to 1.6.
【００１４】本発明に用いられる脂肪酸変性アルキッド
樹脂は、油長としては２０〜７０％、好ましくは４０〜
７０％の範囲であり、上記数値より小さいと顔料分散性
が劣り、上記数値より多いと印刷インキの粘度が低下す
るので好ましくない。The fatty acid-modified alkyd resin used in the present invention has an oil length of 20 to 70%, preferably 40 to 70%.
If it is less than the above value, the pigment dispersibility is poor, and if it is more than the above value, the viscosity of the printing ink is undesirably reduced.
【００１５】本発明に用いられる脂肪酸変性アルキッド
樹脂の重量平均分子量は、５０００〜１０００００、更
には１００００〜４００００の範囲が好ましく、この範
囲が印刷インキ適性と顔料分散性のバランスのよい樹脂
が得られる。The weight-average molecular weight of the fatty acid-modified alkyd resin used in the present invention is preferably in the range of 5,000 to 100,000, more preferably 10,000 to 40,000. This range provides a resin having a well-balanced suitability for printing ink and pigment dispersibility. .
【００１６】本発明に用いられる脂肪酸変性アルキッド
樹脂は、チタン白等の顔料、溶剤、ドライヤー等の添加
剤を配合して印刷インキとすることができる。印刷基材
は金属板が好ましいが、焼付温度に耐えられる基材であ
れば適用可能である。また、メラミン樹脂やベンゾグア
ナミン樹脂等のアミノ樹脂と併用して皮膜の硬度を向上
させることができる。The fatty acid-modified alkyd resin used in the present invention can be used as a printing ink by blending a pigment such as titanium white, a solvent, and additives such as a dryer. The printing substrate is preferably a metal plate, but any substrate can be used as long as it can withstand the baking temperature. Further, the hardness of the film can be improved by using in combination with an amino resin such as a melamine resin or a benzoguanamine resin.
【００１７】本発明に係る印刷インキは、１２０〜２２
０℃、５〜２０分間の焼付で硬化する。[0017] The printing ink according to the present invention comprises 120 to 22 inks .
It cures by baking at 0 ° C for 5 to 20 minutes.
【００１８】[0018]
【実施例】以下、実施例により本発明を説明する。例
中、部とは重量部をそれぞれ表す。 実施例１ オキシカプリル酸 １０部 脱水ヒマシ油脂肪酸 ５０部 グリセリン ９．２部 ペンタエリスリトール １３．６部 無水フタル酸 ２４．４部 をフラスコ中に仕込み、窒素雰囲気中で２３０℃で約５
時間エステル化反応を行い、酸価１５、重量平均分子量
１７０００のアルキッド樹脂を得た。なお、アルコール
成分とカルボン酸成分の比率は１．２５：１．０であ
る。得られたアルキッド樹脂の油長（％）は、脂肪酸重
量／（全仕込み重量−脱水重量）×１００により計算し
た。The present invention will be described below with reference to examples. In the examples, parts mean parts by weight, respectively. Example 1 Oxycaprylic acid 10 parts Dehydrated castor oil fatty acid 50 parts Glycerin 9.2 parts Pentaerythritol 13.6 parts Phthalic anhydride 24.4 parts were charged into a flask and placed in a nitrogen atmosphere at 230 ° C for about 5 parts.
The esterification reaction was performed for an hour to obtain an alkyd resin having an acid value of 15 and a weight average molecular weight of 17,000. The ratio between the alcohol component and the carboxylic acid component is 1.25: 1.0. The oil length (%) of the obtained alkyd resin was calculated by the following formula: weight of fatty acid / (total weight-dehydration weight) × 100.
【００１９】実施例２ １２−ヒドロキシルステアリン酸 １５部 脱水ヒマシ油脂肪酸 ４０部 グリセリン ９．５部 ペンタエリスリトール １４．０部 無水フタル酸 ２８．５部 をフラスコ中に仕込み、窒素雰囲気中で２３０℃で約５
時間エステル化反応を行い、酸価１５、重量平均分子量
１３０００のアルキッド樹脂を得た。Example 2 12-Hydroxystearic acid 15 parts Dehydrated castor oil fatty acid 40 parts Glycerin 9.5 parts Pentaerythritol 14.0 parts Phthalic anhydride 28.5 parts were charged into a flask and placed in a nitrogen atmosphere at 230 ° C. About 5
An esterification reaction was performed for a time to obtain an alkyd resin having an acid value of 15 and a weight average molecular weight of 13,000.
【００２０】実施例３ オキシカプリル酸 ２５部 脱水ヒマシ油脂肪酸 ４０部 ペンタエリスリトール ２０．２部 無水フタル酸 ２１．４部 をフラスコ中に仕込み、窒素雰囲気中で２３０℃で約５
時間エステル化反応を行い、酸価１５、重量平均分子量
１３０００のアルキッド樹脂を得た。Example 3 25 parts of oxycaprylic acid 40 parts of dehydrated castor oil fatty acid 40 parts of pentaerythritol 20.2 parts of phthalic anhydride 21.4 parts were charged into a flask and placed in a nitrogen atmosphere at 230 ° C. for about 5 hours.
An esterification reaction was performed for a time to obtain an alkyd resin having an acid value of 15 and a weight average molecular weight of 13,000.
【００２１】比較例１ ヤシ油脂肪酸 ２０部 脱水ヒマシ油脂肪酸 ４０部 トリメチロールプロパン ３．５部 ペンタエリスリトール ２０部 無水フタル酸 ２３．７部 をフラスコ中に仕込み、窒素雰囲気中で２３０℃で約５
時間エステル化反応を行い、酸価１５、重量平均分子量
１３０００のアルキッド樹脂を得た。Comparative Example 1 Coconut oil fatty acid 20 parts Dehydrated castor oil fatty acid 40 parts Trimethylolpropane 3.5 parts Pentaerythritol 20 parts Phthalic anhydride 23.7 parts were charged into a flask and placed in a nitrogen atmosphere at 230 ° C. for about 5 parts.
An esterification reaction was performed for a time to obtain an alkyd resin having an acid value of 15 and a weight average molecular weight of 13,000.
【００２２】比較例２ 脱水ヒマシ油脂肪酸 ６０部 トリメチロールプロパン ３．５部 ペンタエリスリトール ２０部 無水フタル酸 ２３．２部 をフラスコ中に仕込み、窒素雰囲気中で２３０℃で約５
時間エステル化反応を行い、酸価１５、重量平均分子量
１７０００のアルキッド樹脂を得た。Comparative Example 2 60 parts of dehydrated castor oil fatty acid 3.5 parts of trimethylolpropane 20 parts of pentaerythritol 20 parts of 23.2 parts of phthalic anhydride were placed in a flask, and the mixture was charged at 230 ° C. in a nitrogen atmosphere at 230 ° C. for about 5 parts.
The esterification reaction was performed for an hour to obtain an alkyd resin having an acid value of 15 and a weight average molecular weight of 17,000.
【００２３】比較例３ 脱水ヒマシ油脂肪酸 ４０部 トリメチロールプロパン ２４．３部 ペンタエリトリット ８．２部 無水フタル酸 ３４．２部 をフラスコ中に仕込み、窒素雰囲気中で２３０℃で約５
時間エステル化反応を行い、酸価１５、重量平均分子量
１７０００のアルキッド樹脂を得た。Comparative Example 3 40 parts of dehydrated castor oil fatty acid 24.3 parts of trimethylolpropane 8.2 parts of pentaerythritol 34.2 parts of phthalic anhydride was charged into a flask, and placed in a nitrogen atmosphere at 230 ° C. for about 5 parts.
The esterification reaction was performed for an hour to obtain an alkyd resin having an acid value of 15 and a weight average molecular weight of 17,000.
【００２４】各例で得られたそれぞれの樹脂３０重量部
に対してチタン白５５重量部を常法に従い練肉、分散さ
せ、ドライヤーコンパウンドおよびアルキルベンゼン系
溶剤７〜１２重量部を添加し金属用印刷インキを調製
し、下記方法で評価した。To 30 parts by weight of each resin obtained in each example, 55 parts by weight of titanium white was kneaded and dispersed according to a conventional method, and a dryer compound and 7 to 12 parts by weight of an alkylbenzene-based solvent were added, followed by printing for metal. Inks were prepared and evaluated by the following methods.
【００２５】評価方法 １）上記で得たそれぞれのインキをＲＩ展色機を用いて
ブリキ板に展色した後、ガスオーブンで１５０℃、１０
分間焼付を行って、測色色差計（日本電色工業社製）に
て隠蔽性の指数Ｌ値、黄変性の指数Δｂ値を測定した。
黄変性の評価として更に１８０℃、１０分間の追い焼き
後のΔｂ値を比較した。Evaluation method 1) Each of the above-obtained inks was spread on a tin plate using an RI color-developing machine.
After baking for minutes, the hiding index L and the yellowing index Δb were measured with a colorimeter (manufactured by Nippon Denshoku Industries Co., Ltd.).
As an evaluation of yellowing, Δb values after additional firing at 180 ° C. for 10 minutes were compared.
【００２６】２）鉛筆硬度は、上記１５０℃、１０分間
焼付したものをＪＩＳ−Ｋ５４１０に従って評価した。
結果を下記表１に示した。2) The pencil hardness was evaluated by baking for 10 minutes at 150 ° C. according to JIS-K5410.
The results are shown in Table 1 below.
【００２７】[0027]
【表１】 [Table 1]
【００２８】[0028]
【発明の効果】本発明の印刷インキは、脂肪酸成分とし
て、水酸基を含有する炭素数８〜１２の飽和脂肪酸を含
有しているので、顔料分散性を損なわず、したがって高
い隠蔽性と良好な耐黄変性を有している。また、樹脂中
に含まれている水酸基が下地金属に対して親和性を有す
るため金属基材に対する密着性も優れ、インキ皮膜の硬
度も高い。したがって、本発明の印刷インキは、金属焼
付用印刷インキとして有用であり、特に淡色インキ、白
インキとして優れている。The printing ink of the present invention is used as a fatty acid component.
Containing a saturated fatty acid having 8 to 12 carbon atoms containing a hydroxyl group.
As a result , the pigment dispersibility is not impaired, and therefore, it has high hiding power and good yellowing resistance. In addition, since the hydroxyl groups contained in the resin have an affinity for the underlying metal, the adhesion to the metal substrate is excellent, and the hardness of the ink film is high. Therefore, the printing ink of the present invention can be used for metal burning.
It is useful as a printing ink , especially for light-colored inks and white
Excellent as ink .
Claims (1)
価アルコールとを縮合せしめた脂肪酸変性アルキッド樹
脂であって、該脂肪酸として水酸基を有する炭素数８〜
２０の飽和脂肪酸を樹脂成分を基準として１〜３０重量
％含む、油長２０〜７０重量％の脂肪酸変性アルキッド
樹脂を用いた印刷インキ。 Claims: 1. Fatty acids, polybasic acids or anhydrides and polybasic acids
Fatty acid modified alkyd tree condensed with polyhydric alcohol
A fatty acid, having 8 to 14 carbon atoms having a hydroxyl group as the fatty acid.
20 saturated fatty acids of 1 to 30 weight based on the resin component
% Fatty acid modified alkyd with oil length of 20-70% by weight
Printing ink using resin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP35210791A JP3063343B2 (en) | 1991-12-13 | 1991-12-13 | Printing ink |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP35210791A JP3063343B2 (en) | 1991-12-13 | 1991-12-13 | Printing ink |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH05163453A JPH05163453A (en) | 1993-06-29 |
| JP3063343B2 true JP3063343B2 (en) | 2000-07-12 |
Family
ID=18421830
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP35210791A Expired - Fee Related JP3063343B2 (en) | 1991-12-13 | 1991-12-13 | Printing ink |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3063343B2 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002129081A (en) * | 2000-10-25 | 2002-05-09 | Dainippon Ink & Chem Inc | Printing ink composition and coating method using the same |
| JP4752115B2 (en) * | 2001-01-31 | 2011-08-17 | Ｄｉｃ株式会社 | Printing ink composition and coating method using the same |
| JP4897733B2 (en) * | 2008-04-02 | 2012-03-14 | マツイカガク株式会社 | Seamless can printing ink composition |
| JP7220523B2 (en) * | 2018-06-07 | 2023-02-10 | Ｄｉｃグラフィックス株式会社 | metal printing ink |
| JP7464384B2 (en) * | 2019-12-11 | 2024-04-09 | Ｄｉｃグラフィックス株式会社 | Metal printing ink |
| JP7284896B1 (en) * | 2022-11-29 | 2023-06-01 | 東洋インキＳｃホールディングス株式会社 | Ink composition for metal printing and printed coated metal can |
-
1991
- 1991-12-13 JP JP35210791A patent/JP3063343B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH05163453A (en) | 1993-06-29 |
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