JPH0213900B2 - - Google Patents
Info
- Publication number
- JPH0213900B2 JPH0213900B2 JP56149093A JP14909381A JPH0213900B2 JP H0213900 B2 JPH0213900 B2 JP H0213900B2 JP 56149093 A JP56149093 A JP 56149093A JP 14909381 A JP14909381 A JP 14909381A JP H0213900 B2 JPH0213900 B2 JP H0213900B2
- Authority
- JP
- Japan
- Prior art keywords
- vinylidene chloride
- carbon atoms
- coated
- film
- 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 - Lifetime
Links
- 238000000576 coating method Methods 0.000 claims description 38
- 239000011248 coating agent Substances 0.000 claims description 37
- -1 isocyanate compound Chemical class 0.000 claims description 24
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 claims description 22
- 239000007788 liquid Substances 0.000 claims description 19
- 229920006026 co-polymeric resin Polymers 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 125000002947 alkylene group Chemical group 0.000 claims description 10
- 239000012948 isocyanate Substances 0.000 claims description 10
- 239000004094 surface-active agent Substances 0.000 claims description 9
- 229910052708 sodium Inorganic materials 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 7
- 239000000976 ink Substances 0.000 description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- 238000000034 method Methods 0.000 description 18
- 239000011230 binding agent Substances 0.000 description 17
- 229920000742 Cotton Polymers 0.000 description 14
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 12
- 229910001882 dioxygen Inorganic materials 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 230000004888 barrier function Effects 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
- 239000011347 resin Substances 0.000 description 8
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 7
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 7
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 239000000853 adhesive Substances 0.000 description 6
- 230000001070 adhesive effect Effects 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 239000004743 Polypropylene Substances 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- 238000011282 treatment Methods 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 229920000298 Cellophane Polymers 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 3
- 238000003851 corona treatment Methods 0.000 description 3
- JMGZBMRVDHKMKB-UHFFFAOYSA-L disodium;2-sulfobutanedioate Chemical compound [Na+].[Na+].OS(=O)(=O)C(C([O-])=O)CC([O-])=O JMGZBMRVDHKMKB-UHFFFAOYSA-L 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 229920002292 Nylon 6 Polymers 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 239000004627 regenerated cellulose Substances 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 229920002799 BoPET Polymers 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 241001248531 Euchloe <genus> Species 0.000 description 1
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 229920000299 Nylon 12 Polymers 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229920001986 Vinylidene chloride-vinyl chloride copolymer Polymers 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 229920006378 biaxially oriented polypropylene Polymers 0.000 description 1
- 239000011127 biaxially oriented polypropylene Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000002981 blocking agent Substances 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000007796 conventional method 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
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000007888 film coating Substances 0.000 description 1
- 238000009501 film coating Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000011086 glassine Substances 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- QQVIHTHCMHWDBS-UHFFFAOYSA-L isophthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC(C([O-])=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-L 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229920003146 methacrylic ester copolymer Polymers 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229920001220 nitrocellulos Polymers 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
- 239000004014 plasticizer Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- WQQPDTLGLVLNOH-UHFFFAOYSA-M sodium;4-hydroxy-4-oxo-3-sulfobutanoate Chemical compound [Na+].OC(=O)CC(C([O-])=O)S(O)(=O)=O WQQPDTLGLVLNOH-UHFFFAOYSA-M 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Description
本発明は被覆フイルムの製造法に関するもので
ある。詳しくは本発明は印刷適性に優れ、酸素ガ
スおよび水蒸気の遮断性、すべり性、更に透明性
が優秀な被覆フイルムの製造法に関するものであ
る。
再生セルロース、二軸延伸されたポリプロピレ
ン、ポリエチレンテレフタレートおよびナイロ
ン・６等のフイルムへ塩化ビニリデン系共重合
体、塩化ビニル系共重合体の樹脂を主体とする組
成物を被覆し、酸素ガスおよび水蒸気遮断性を賦
与する方法は広く行われている。被覆されたフイ
ルムは概ねその被覆面へ印刷を行つた後、単体フ
イルムのままで、あるいは被覆面へポリエチレ
ン、ポリプロピレン等のフイルムをラミネート
し、積層フイルムとした後、実用に供されてい
る。
現在、被覆用フイルムへの印刷に用いるインキ
は、硝化綿とポリアミドの混合物をバインダーと
するインキが殆んどであるが、最近硝化綿を主バ
インダーとするインキ、またアクリル系樹脂、マ
レイン酸系樹脂等を主バインダーとする水性イン
キが用いられつつある。特に硝化綿を主バインダ
ーとするインキは硝化綿とポリアミドを主バイン
ダーとするインキに較べて経済的に有利なこと、
また、水性インキは有機溶剤を使用しないことに
よる安全且つ経済的な両面、ならびに印刷後の印
刷フイルムに有機溶剤が残留しないこと等有利な
点がある。
しかしながら、塩化ビニリデンを85モル％以上
含有する塩化ビニリデン系共重合体樹脂を有機溶
剤に溶解した溶液を被覆した被覆フイルムへ、硝
化綿とポリアミドの混合物を主バインダーとする
インキで印刷した場合、インキの密着性は良好で
あるが、硝化綿を主バインダーとするインキで印
刷した場合、インキの密着性は不充分である。ま
た、水性インキに対する密着性も不充分である。
酸素ガスおよび水蒸気遮断に優秀な塩化ビニリ
デン系共重合体樹脂被覆フイルムをこれら硝化綿
を主バインダーとするインキならびに水性インキ
との密着性を改善する従来の方法としては(a)塩化
ビニリデン系共重合体樹脂を改良する。(b)被覆フ
イルムの被覆面へ塩化ビニリデン系共重合体樹脂
とインキのいずれにも接着性のある物質を被覆す
る。(c)塩化ビニリデン系共重合体樹脂を有機溶剤
に溶解した被覆液へインキと接着性のある物質を
混合する。等の方法がある。しかし、(a)の場合、
塩化ビニリデン系共重合体樹脂のインキとの密着
性を改良する場合、接着剤の良好なコモノマー量
が約15モル％以上必要であることから、良好な酸
素ガスならびに水蒸気遮断性を有する塩化ビニリ
デン系共重合体樹脂を得るのが技術的に困難であ
る。(b)の場合、被覆フイルムを製造後、更に、被
覆する必要があり、経済的に不利である。
発明者は種々検討した結果、経済的に有利な上
記(c)の方法により硝化綿を主バインダーとするイ
ンキ、ならびに水性インキとの密着性が良好で、
酸素ガス、および水蒸気遮断性、すべり性、更に
透明性が優秀な被覆フイルム及びその製造法を見
い出した。
即ち、塩化ビニリデン系共重合体樹脂を主体と
する被覆液へ塩化ビニリデン系共重合体樹脂100
重量部に対し、(イ)特定の界面活性剤0.5〜５重量
部。ならびに(ロ)イソシアナート化合物１〜８重量
部を添加した被覆液をフイルムに被覆し、乾燥す
ることを特徴とする印刷適性良好で、酸素ガスお
よび水蒸気遮断性、すべり性、更に透明性が優秀
な被覆フイルムの製造法とそれにより得られた被
覆フイルムを提供するものである。
硝化綿を主バインダーとするインキとの接着性
を改良する方法として樹脂被覆防湿フイルムにイ
ソシアネートまたはイソシアヌレート化合物を含
むプライマーを塗布する方法（特開昭52−
154418）が提案されているが、この方法は前記(b)
の方法であり、本提案の方が経済的に有利であ
る。また、塩化ビニリデン系樹脂を主体とする被
覆液へイソシアナート化合物のみを混合しても本
提案による硝化綿を主バインダーとするインキと
の接着性が良好で、酸素ガス、および水蒸気遮断
性、すべり性、更に透明性が優秀な被覆フイルム
を製造することは困難である。
本発明で使用する上記の界面活性剤(イ)としては
次の如きものが使用できる。
(イ) RO（CoH2oＯ）nＨ
Ｒは炭素数８〜20のアルキル基、もしくはア
ルキレン基、ｍは４〜30、ｎは２、３
(ロ)
The present invention relates to a method of manufacturing a coated film. Specifically, the present invention relates to a method for producing a coated film that has excellent printability, oxygen gas and water vapor barrier properties, slip properties, and transparency. Films such as regenerated cellulose, biaxially oriented polypropylene, polyethylene terephthalate, and nylon 6 are coated with a composition mainly composed of vinylidene chloride copolymer and vinyl chloride copolymer resin to block oxygen gas and water vapor. Methods of imparting gender are widely used. The coated film is generally put into practical use after printing on its coated surface, either as a single film, or after laminating a film of polyethylene, polypropylene, etc. on the coated surface to form a laminated film. Currently, most of the inks used for printing on coating films are inks that use a mixture of nitrified cotton and polyamide as a binder, but recently inks that use nitrified cotton as the main binder, as well as acrylic resins and maleic acid-based inks, are being used. Water-based inks that use resin as the main binder are increasingly being used. In particular, inks whose main binder is nitrified cotton are economically advantageous compared to inks whose main binders are nitrified cotton and polyamide.
Furthermore, water-based inks have advantages such as being safe and economical because no organic solvent is used, and no organic solvent remains on the printed film after printing. However, when printing on a coated film coated with a solution of a vinylidene chloride copolymer resin containing 85 mol% or more of vinylidene chloride dissolved in an organic solvent with an ink whose main binder is a mixture of nitrocotton and polyamide, the ink has good adhesion, but when printed with an ink containing nitrified cotton as the main binder, the ink adhesion is insufficient. Furthermore, the adhesion to water-based inks is also insufficient. Conventional methods for improving the adhesion of vinylidene chloride copolymer resin-coated films, which are excellent at blocking oxygen gas and water vapor, with inks whose main binder is nitrified cotton and water-based inks include (a) vinylidene chloride copolymer resin-coated films; Improve the coalescing resin. (b) A substance that is adhesive to both the vinylidene chloride copolymer resin and the ink is coated on the coated surface of the coated film. (c) Ink and an adhesive substance are mixed into a coating solution in which a vinylidene chloride copolymer resin is dissolved in an organic solvent. There are other methods. However, in case (a),
When improving the adhesion of vinylidene chloride-based copolymer resins to ink, it is necessary to have a good comonomer content of about 15 mol% or more in the adhesive, so vinylidene chloride-based copolymer resins with good oxygen gas and water vapor barrier properties are It is technically difficult to obtain copolymer resins. In the case of (b), it is necessary to further coat the coated film after producing it, which is economically disadvantageous. As a result of various studies, the inventor found that by using the economically advantageous method (c) above, the ink having nitrified cotton as the main binder and the aqueous ink have good adhesion.
We have discovered a coated film with excellent oxygen gas and water vapor barrier properties, slipperiness, and transparency, and a method for producing the same. That is, 100% of the vinylidene chloride copolymer resin is added to the coating liquid mainly composed of the vinylidene chloride copolymer resin.
(a) 0.5 to 5 parts by weight of the specific surfactant; and (b) coating a film with a coating liquid containing 1 to 8 parts by weight of an isocyanate compound and drying it.It has good printability, and has excellent oxygen gas and water vapor barrier properties, slipperiness, and transparency. The present invention provides a method for producing a coated film and a coated film obtained thereby. A method of applying a primer containing an isocyanate or an isocyanurate compound to a resin-coated moisture-proof film as a method for improving the adhesion with ink whose main binder is nitrified cotton (Japanese Patent Application Laid-Open No. 1983-1999)
154418) has been proposed, but this method is similar to (b) above.
This method is economically advantageous. In addition, even if only an isocyanate compound is mixed into a coating solution mainly composed of vinylidene chloride resin, it has good adhesion with the ink using nitrified cotton as the main binder, and has excellent oxygen gas and water vapor barrier properties, as well as slip resistance. It is difficult to produce a coated film with excellent properties and transparency. As the surfactant (a) used in the present invention, the following can be used. (a) RO (C o H 2o O) n H R is an alkyl group or alkylene group having 8 to 20 carbon atoms, m is 4 to 30, and n is 2 or 3 (b)
【式】
Ｒは炭素数８〜10のアルキル基、もしくはア
ルキレン基、ｍは４〜30、ｎは２、３
(ハ) RO（CoH2oＯ）nSO3M
Ｒは炭素数８〜20のアルキル基もしくはアル
キレン基、ｍは４〜30、ｎは２、３、ＭはNa、
Ｋ、Ca又はNH4
(ニ)[Formula] R is an alkyl group or alkylene group having 8 to 10 carbon atoms, m is 4 to 30, and n is 2 or 3 (c) RO(C o H 2o O) n SO 3 M R is an alkyl group having 8 to 10 carbon atoms 20 alkyl or alkylene groups, m is 4 to 30, n is 2, 3, M is Na,
K, Ca or NH 4 (d)
【式】
Ｒは炭素数８〜10のアルキル基もしくはアル
キレン基、ｍは４〜30、ｎは２、３、ＭはNa、
Ｋ、Ca又はNH4
(ホ)[Formula] R is an alkyl group or alkylene group having 8 to 10 carbon atoms, m is 4 to 30, n is 2 or 3, M is Na,
K, Ca or NH 4 (e)
【式】
Ｒは炭素数８〜20のアルキル基もしくはアル
キレン基、ＭはNa、Ｋ、Ca又はNH4
(ヘ)[Formula] R is an alkyl group or alkylene group having 8 to 20 carbon atoms, M is Na, K, Ca or NH 4 (f)
【式】
R1、R2は炭素数４〜16のアルキル基、ｍは
０〜５、ｎは２、３、ＭはNa、Ｋ、Ca又は
NH4
(ト)[Formula] R 1 and R 2 are alkyl groups having 4 to 16 carbon atoms, m is 0 to 5, n is 2, 3, M is Na, K, Ca or
NH 4 (g)
【式】
R1、R2、R3は炭素数１〜８のアルキル基、
もしくはオクチルフエニル、ノニルフエニル、
又はドデシルフエニル基。
上記界面活性剤の塩化ビニリデン樹脂を主体と
する被覆液への混合量は塩化ビニリデン樹脂100
重量部に対し、0.3〜５重量部であるが、好まし
くは1.0〜2.0重量部である。0.3重量部未満では硝
化綿を主バインダーとするインキ、水性インキの
いずれに対しても接着性は不充分であり、5.0重
量部を越えると上記インキの接着性は不充分であ
り、且つ酸素ガス、水蒸気遮断性へ悪影響を及ぼ
す等の問題が発生する。
上記界面活性剤は単独、もしくは二種以上を塗
布液へ混合してもよい。
本発明で使用するイソシアナート化合物とは(i)
トリメチロールプロパン：１モルとトリレンジイ
ソシアナート：３モルの付加物、(ii)トリメチロー
ルプロパン：１モルとヘキサメチレンジイソシア
ナート：３モルの付加物、(iii)ヘキサメチレンジイ
ソシアナートの三量体、等が挙げられる。
上記イソシアナート化合物の被覆液中への混合
量は被覆液中の主体樹脂である塩化ビニリデン系
共重合体樹脂：100重量部に対し、1.0〜8.0重量
部、好ましくは2.0〜5.0重量部である。1.0重量部
未満では硝化綿を主バインダーとするインキ、な
らびに水性インキのいずれかに対しても接着性は
不充分であり、また8.0重量部を越えると被覆フ
イルムの酸素ガス、水蒸気遮断性へ悪影響を及ぼ
す等の問題が発生する。
本発明で使用する塩化ビニリデン系共重合体と
しては、塩化ビニリデン−塩化ビニル共重合体、
塩化ビニリデン−アクリロニトリル共重合体、塩
化ビニリデン−アクリル酸エステル共重合体、塩
化ビニリデン−メタクリル酸エステル共重合体、
又これら共重合体に第３、第４成分としてアクリ
ル酸、メタクリル酸、クロトン酸等の不飽和カル
ボン酸、不飽和ジカルボン酸との共重合体等が挙
げられる。
塩化ビニリデン系共重合体中の塩化ビニリデン
含量は酸素ガス、水蒸気遮断性の面より85モル％
以上のものが好ましい。しかし、塩化ビニリデン
ホモポリマーは不安定であり、溶剤に溶解が困難
である為、実用的には塩化ビニリデン含量は97モ
ル％までのものが好ましい。
塩化ビニリデン系共重合体を主体とする塗布液
には滑剤、ワツクス、安定剤、染料、可塑剤等の
添加剤を含ませてもよい。
塩化ビニリデン系共重合体樹脂粉末を溶解して
塗布液をつくる溶剤としてはテトラヒドロフラ
ン、メチルエチルケトン、アセトン、メチルイソ
ブチルケトン、トルエン、酢酸エチル等があり、
これらの中１溶剤、または２つ以上の混合溶剤系
でもよい。
なお、塩化ビニリデン系共重合体樹脂を水性分
散液として用いる場合にも本発明の効果が発揮さ
れることはいうまでもない。
また、本発明の活性剤は塩化ビニリデン系共重
合体樹脂の重合時に添加することもできる。
本発明で使用するフイルムとしてはポリエチレ
ン、ポリプロピレン、ポリ−４−メチルペンテン
−１、ポリエチレンテレフタレート、ポリエチレ
ンテレフタレート／イソフタレート、ナイロン
６、ナイロン66、ナイロン12、再生セルロース等
の延伸または無延伸フイルムならびにグラシン
紙、薄葉紙等が挙げられるが、熱可塑性樹脂より
なるものは二軸延伸されたものが好ましく、特に
二軸延伸ポリプロピレンフイルムが良好である。
なお、これらのフイルムに帯電防止剤、滑剤、
安定剤、耐ブロツキング剤等の添加剤を含んでい
ても良い。
塗布液をフイルムへ被覆するに際し、フイルム
の表面に各種の処理を施す方法が知られている。
本発明でもこれらの方法、即ちコロナ処理、高周
波、火炎、クロム混液処理、またアンカーコート
処理等が可能である。
被覆に際し、塗布液は加温しても、可能であれ
ば加温しなくても良い。また被覆する方法は通常
フイルムに被覆する方法、例えばデイツプ方式、
グラビア方式、リバースロール方式、メーヤーバ
ン方式、ダイコーター方式、エアーナイフ方式等
がある。被覆量は１〜10μであるが、好ましくは
２〜4μである。
次に本発明の実施例を示すが、これは本発明を
説明するものであり、本発明を限定するものでは
ないことは勿論である。
なお、本発明における被覆フイルムの性状測定
は以下の如き方法によつた。
水蒸気透過率；JIS Ｚ−0208に指定されているカ
ツプを用い、40℃、90％RHの条件下で測定し
た。
酸素ガス透過率；ガスクロマト法（測定器として
Lyssy Gas Permeability Testing Apparatus
Ｌ−66）により湿度：０％の酸素ガスと、補償
ガスとして、ヘリウムガスを用いて20℃で測定
した。
すべり性；ASTM D1894−63に準ずる方法によ
り測定し、動摩擦係数を求めた。
透明性；目視により下記の如く評価した。
Γ透明であり、良好である。……優
Γやや白つぽい。……可
Γ白く透明性が失われている。……不可
印刷適性；被覆面へ○イ硝化綿を主バインダーとす
るインキ、○ロ水性インキで印刷を行い、印刷面
へ粘着セロハンテープ（ニチバン(株)製24mm幅粘
着セロハン）を貼つた後、勢い良く粘着セロハ
ンテープをはがし、印刷面を観察し次の如く評
価した。
Γ印刷面が殆んど剥れない 優
Γ印刷面が若干剥れる 可
Γ印刷面が殆んど剥れる 不可
実施例 １〜３
二軸延伸されたポリプロピレンフイルム（厚
味：20μ）のコロナ処理が施され、ヌレ張力が38
ダイン／cmとなつた処理面へ、グラビアコーター
により下記(イ)被覆液を被覆し、110℃で30秒間乾
燥した。
被覆されたフイルムの被覆面へ版の深さが15μ
のグラビア版を有するグラビアロールで硝化綿を
主バインダーとするインキ（東洋インキ(株)製CC
−STインキ）を用いて印刷し、その後80℃で10
秒間乾燥した。
被覆フイルムの性状ならびに印刷適性評価の結
果を第１表に示した。
(イ) 被覆液
Γ塩化ビニリデン／アクリロニトリル（モル比
86／14）共重合体樹脂 100重量部
Γイソシアナート化合物トリメチロールプロパ
ン；１モルとヘキサメチレンジイソシアナー
ト；３モルの付加物 ４
Γ界面活性剤ジアルキルスルホコハク酸ナトリ
ウム塩 1.5
Γワツクス（融点：78℃） 1.0
Γシリカ系微粉末（平均粒径：3μ） 0.15
Γテトラヒドロフラン 260
Γトルエン 260
比較例 １〜３
実施例１〜３に用いた(イ)被覆液においてトリメ
チロールプロパン；１モルとヘキサメチレンジイ
ソシアナート；３モルとの付加物、ジアルキルス
ルホコハク酸ナトリウム塩のいずれも混合しない
(a)被覆液、またトリメチロールプロパン；１モル
とヘキサメチレンジイソシアナート；３モルとの
付加物のみを混合しない(b)被覆液、そしてジアル
キルスルホコハク酸ナトリウムのみを混合しない
(c)被覆液、の各被覆液を実施例１〜３と同様に被
覆フイルムを製造し、被覆フイルムの性状ならび
に印刷試験評価結果を第１表に示す。[Formula] R 1 , R 2 , R 3 are alkyl groups having 1 to 8 carbon atoms,
Or octylphenyl, nonylphenyl,
or dodecylphenyl group. The amount of the above surfactant mixed into the coating liquid mainly composed of vinylidene chloride resin is 100% vinylidene chloride resin.
The amount is 0.3 to 5 parts by weight, preferably 1.0 to 2.0 parts by weight. If it is less than 0.3 parts by weight, the adhesion to both inks with nitrified cotton as the main binder and water-based inks will be insufficient, and if it exceeds 5.0 parts by weight, the adhesion of the above inks will be insufficient, and oxygen gas , problems such as adverse effects on water vapor barrier properties occur. The above surfactants may be used alone or in combination of two or more in the coating solution. What is the isocyanate compound used in the present invention (i)
an adduct of 1 mol of trimethylolpropane and 3 mol of tolylene diisocyanate, (ii) an adduct of 1 mol of trimethylolpropane and 3 mol of hexamethylene diisocyanate, (iii) an adduct of 3 mol of hexamethylene diisocyanate mer, etc. The amount of the isocyanate compound mixed into the coating liquid is 1.0 to 8.0 parts by weight, preferably 2.0 to 5.0 parts by weight, based on 100 parts by weight of the vinylidene chloride copolymer resin that is the main resin in the coating liquid. . If it is less than 1.0 part by weight, the adhesion will be insufficient for both ink with nitrified cotton as the main binder and water-based ink, and if it exceeds 8.0 part by weight, it will have a negative effect on the oxygen gas and water vapor barrier properties of the coating film. Problems such as causing problems may occur. The vinylidene chloride copolymer used in the present invention includes vinylidene chloride-vinyl chloride copolymer,
Vinylidene chloride-acrylonitrile copolymer, vinylidene chloride-acrylic ester copolymer, vinylidene chloride-methacrylic ester copolymer,
Further, these copolymers include copolymers with unsaturated carboxylic acids and unsaturated dicarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid as third and fourth components. The vinylidene chloride content in the vinylidene chloride copolymer is 85 mol% in terms of oxygen gas and water vapor barrier properties.
The above are preferred. However, since vinylidene chloride homopolymer is unstable and difficult to dissolve in a solvent, it is practically preferable that the vinylidene chloride content is up to 97 mol%. The coating liquid mainly composed of vinylidene chloride copolymer may contain additives such as lubricants, waxes, stabilizers, dyes, and plasticizers. Examples of solvents used to dissolve vinylidene chloride copolymer resin powder to create a coating solution include tetrahydrofuran, methyl ethyl ketone, acetone, methyl isobutyl ketone, toluene, and ethyl acetate.
One of these solvents or a mixed solvent system of two or more may be used. It goes without saying that the effects of the present invention are also exhibited when the vinylidene chloride copolymer resin is used as an aqueous dispersion. Further, the activator of the present invention can also be added during polymerization of the vinylidene chloride copolymer resin. Films used in the present invention include stretched or unstretched films of polyethylene, polypropylene, poly-4-methylpentene-1, polyethylene terephthalate, polyethylene terephthalate/isophthalate, nylon 6, nylon 66, nylon 12, regenerated cellulose, and glassine. Examples include paper and tissue paper, but those made of thermoplastic resin are preferably biaxially stretched, and biaxially stretched polypropylene film is particularly good. In addition, these films contain antistatic agents, lubricants,
It may also contain additives such as stabilizers and anti-blocking agents. 2. Description of the Related Art When coating a film with a coating liquid, methods are known in which various treatments are applied to the surface of the film.
In the present invention, these methods such as corona treatment, high frequency treatment, flame treatment, chromium mixture treatment, anchor coating treatment, etc. are also possible. During coating, the coating solution may be heated or, if possible, may not be heated. The coating method is usually a film coating method, such as dip method,
There are gravure methods, reverse roll methods, Meyer van methods, die coater methods, air knife methods, etc. The coating amount is 1 to 10μ, preferably 2 to 4μ. Next, examples of the present invention will be shown, but these are for illustrating the present invention and, of course, do not limit the present invention. The properties of the coated film in the present invention were measured by the following method. Water vapor transmission rate: Measured using a cup specified in JIS Z-0208 at 40°C and 90% RH. Oxygen gas permeability; gas chromatography method (as a measuring instrument)
Lyssy Gas Permeability Testing Apparatus
Measurement was carried out at 20° C. using oxygen gas at a humidity of 0% and helium gas as a compensation gas. Slip property: Measured by a method according to ASTM D1894-63 to determine the coefficient of dynamic friction. Transparency: Visually evaluated as follows. Γ Transparency and good quality. ...YuΓ looks a little white. ...The transparency has been lost. ...Not suitable for printing: After printing on the coated surface with ○A ink with nitrified cotton as the main binder and ○B water-based ink, and applying adhesive cellophane tape (24 mm width adhesive cellophane manufactured by Nichiban Co., Ltd.) to the printed surface. Then, the adhesive cellophane tape was vigorously peeled off, and the printed surface was observed and evaluated as follows. The Γ printed surface hardly peels off The good Γ printed surface peels off slightly The good Γ printed surface almost peels off Examples 1 to 3 Corona treatment of biaxially stretched polypropylene film (thickness: 20μ) is applied, and the wetting tension is 38
The following coating solution (a) was applied to the treated surface, which had reached dyne/cm, using a gravure coater and dried at 110°C for 30 seconds. The depth of the plate to the coated side of the coated film is 15μ
A gravure roll with a gravure plate in which the main binder is nitrified cotton (CC manufactured by Toyo Ink Co., Ltd.)
−ST ink) and then at 80℃ for 10
Dry for seconds. Table 1 shows the properties of the coated film and the results of printing suitability evaluation. (a) Coating liquid Γvinylidene chloride/acrylonitrile (molar ratio
86/14) Copolymer resin 100 parts by weight Γ Isocyanate compound trimethylolpropane; 1 mol and hexamethylene diisocyanate; 3 mol adduct 4 Γ surfactant dialkyl sulfosuccinate sodium salt 1.5 Γ wax (melting point: 78 ℃) 1.0 Γ Silica-based fine powder (average particle size: 3 μ) 0.15 Γ Tetrahydrofuran 260 Γ Toluene 260 Comparative Examples 1 to 3 In the (a) coating liquid used in Examples 1 to 3, trimethylolpropane; 1 mol and hexamethylene Diisocyanate; neither adduct with 3 mol nor dialkyl sulfosuccinate sodium salt are mixed.
(a) Do not mix only the coating liquid and the adduct of 1 mol of trimethylolpropane and 3 mol of hexamethylene diisocyanate. (b) Do not mix only the coating liquid and the sodium dialkyl sulfosuccinate.
(c) Coating liquid A coated film was produced using each coating liquid in the same manner as in Examples 1 to 3, and the properties of the coated film and the printing test evaluation results are shown in Table 1.
【表】
＊２：ジアルキルスルホコハク酸ナトリウム塩
実施例４、比較例４
実施例２ならびに比較例１で得た各被覆フイル
ムの被覆面へ版の深さが10μのグラビア版を有す
るグラビアロールでアクリル樹脂を主バインダー
とする水性インキ（東洋インキ(株)製JW34アクア
カラー）を用いて印刷し、80℃で15秒間乾燥し
た。
印刷されたフイルムの評価結果を第２表に示し
た。[Table] *2: Dialkyl sulfosuccinate sodium salt Example 4, Comparative Example 4 Acrylic was applied to the coated surface of each coated film obtained in Example 2 and Comparative Example 1 using a gravure roll having a gravure plate with a plate depth of 10μ. Printing was performed using a water-based ink (JW34 Aqua Color manufactured by Toyo Ink Co., Ltd.) containing resin as the main binder and dried at 80°C for 15 seconds. The evaluation results of the printed films are shown in Table 2.
【表】
実施例 ５〜９
実施例１〜３と同様にコロナ処理された二軸延
伸ポリプロピレンフイルムの処理面へグラビアコ
ーターにより下記(ロ)被覆液を被覆し110℃で30秒
間乾燥した。
被覆されたフイルムの被覆面へ実施例１〜３と
同様に硝化綿を主バインダーとするインキ（東洋
インキ(株)製CC−STインキ）を用いて印刷を行
い、乾燥した。更に、実施例４と同様に水性イン
キ（東洋インキ(株)製JW34アクアカラー）を用い
て印刷を行い乾燥した。
被覆フイルムの性状ならびに印刷試験の結果を
第３表に示した。
(ロ) 被覆液
Γ塩化ビニリデン／塩化ビニル／アクリル酸エ
チル（88／８／４）共重合体樹脂 100重量部
Γイソシアナート化合物トリメチロールプロパ
ン；１モルとヘキサメチレンジイソシアナー
ト；３モルの付加物 第３表参照
Γ界面活性剤ジアルキルスルホコハク酸ナトリ
ウム塩 第３表参照
Γワツクス（融点：78℃） 1.5
Γシリカ系微粉末（粒径：3μ） 1.0
Γテトラヒドロフラン 360
Γトルエン 180
比較例 ５〜８
実施例５〜９と同様に(ロ)被覆液を被覆した後被
覆フイルムの性状ならびに被覆フイルムの印刷適
性評価を行つた結果を第３表に示す。[Table] Examples 5 to 9 The treated surface of a biaxially stretched polypropylene film subjected to corona treatment in the same manner as in Examples 1 to 3 was coated with the following coating solution (b) using a gravure coater and dried at 110°C for 30 seconds. The coated surface of the coated film was printed in the same manner as in Examples 1 to 3 using an ink containing nitrated cotton as the main binder (CC-ST ink manufactured by Toyo Ink Co., Ltd.) and dried. Furthermore, in the same manner as in Example 4, printing was performed using a water-based ink (JW34 Aqua Color manufactured by Toyo Ink Co., Ltd.) and dried. Table 3 shows the properties of the coated film and the results of the printing test. (b) Coating liquid Γ vinylidene chloride/vinyl chloride/ethyl acrylate (88/8/4) copolymer resin 100 parts by weight Addition of Γ isocyanate compound trimethylolpropane; 1 mol and hexamethylene diisocyanate; 3 mol Materials See Table 3. Γ Surfactant Sodium dialkyl sulfosuccinate Salt See Table 3. Γ Wax (Melting point: 78℃) 1.5 Γ Silica-based fine powder (Particle size: 3μ) 1.0 Γ Tetrahydrofuran 360 Γ Toluene 180 Comparative examples 5 to 8 (b) After coating with the coating liquid in the same manner as in Examples 5 to 9, the properties of the coated film and the printing suitability of the coated film were evaluated, and the results are shown in Table 3.
【表】
実施例 10〜13
実施例１〜３で用いた(イ)被覆液中の界面活性
剤；ジアルキルスルホコハク酸ナトリウム塩のか
わりに第４表に示す界面活性剤を混合した被覆液
を調製し、実施例１〜３と同様に被覆フイルムを
製造した。
得られた被覆フイルムの性状ならびに印刷適性
評価の結果を第４表に示した。[Table] Examples 10 to 13 (a) Surfactant in the coating liquid used in Examples 1 to 3: A coating liquid was prepared in which the surfactants shown in Table 4 were mixed in place of the dialkyl sulfosuccinic acid sodium salt. Then, coated films were produced in the same manner as in Examples 1-3. Table 4 shows the properties of the obtained coated film and the results of printing suitability evaluation.
【表】【table】
【表】
実施例 14〜15
実施例１〜３で用いた(イ)被覆液中のイソシアナ
ート化合物；トリメチロールプロパン；１モルと
ヘキサメチレンジイソシアナート；３モル付加物
のかわりに第５表に示すイソシアナート化合物を
混合した被覆液を調製し、実施例１〜３と同様に
被覆フイルムを製造した。得られた被覆フイルム
の性状ならびに印刷適性評価の結果を第５表に示
す。[Table] Examples 14-15 Isocyanate compounds in (a) coating liquid used in Examples 1-3; Trimethylolpropane; 1 mol and hexamethylene diisocyanate; Table 5 instead of 3 mol adduct A coating solution was prepared by mixing the isocyanate compounds shown below, and coated films were produced in the same manner as in Examples 1 to 3. Table 5 shows the properties of the obtained coated film and the results of printing suitability evaluation.
【表】
実施例 16
実施例１〜３で用いた(イ)被覆液を二軸延伸され
たポリエチレンテレフタレート・フイルム（厚
味：12μ）へ、グラビアコーターにより乾燥後の
被覆量が2.5ｇ／m2になるように被覆し、110℃で
60秒間乾燥した。
被覆フイルムの性状ならびに印刷適性評価の結
果を第６表に示した。[Table] Example 16 The coating solution (a) used in Examples 1 to 3 was applied to a biaxially stretched polyethylene terephthalate film (thickness: 12μ) using a gravure coater to give a coating amount of 2.5 g/m after drying. 2 and heat at 110℃.
Dry for 60 seconds. Table 6 shows the properties of the coated film and the results of printing suitability evaluation.
Claims (1)
対し、イソシアナート化合物を1.0〜8.0重量部お
よび下記の式で表わされる界面活性剤を0.3〜5.0
重量部添加してなる混合物を主体とする被覆液を
フイルムに被覆してなることを特徴とする被覆フ
イルム。 (イ) RO（CoH2oＯ）nＨ Ｒは炭素数８〜20のアルキル基、もしくはア
ルキレン基、ｍは４〜30、ｎは２、３ (ロ) 【式】 Ｒは炭素数８〜10のアルキル基、もしくはア
ルキレン基、ｍは４〜30、ｎは２、３ (ハ) RO（CoH2oＯ）nSO3M Ｒは炭素数８〜20のアルキル基、もしくはア
ルキレン基、ｍは４〜30、ｎは２、３、Ｍは
Na、Ｋ、Ca又はNH4 (ニ) 【式】 Ｒは炭素数８〜10のアルキル基、もしくはア
ルキレン基、ｍは４〜30、ｎは２、３、Ｍは
Na、Ｋ、Ca又はNH4 (ホ) 【式】 Ｒは炭素数８〜20のアルキル基、もしくはア
ルキレン基、ＭはNa、Ｋ、Ca又はNH4 (ヘ) 【式】 R1、R2は炭素数４〜16のアルキル基、ｍは
０〜５、ｎは２、３、ＭはNa、Ｋ、Ca又は
NH4 (ト) 【式】 R1、R2、R3は炭素数１〜８のアルキル基、
もしくはオクチルフエニル、ノニルフエニル又
はドデシルフエニル基[Claims] 1. 1.0 to 8.0 parts by weight of an isocyanate compound and 0.3 to 5.0 parts by weight of a surfactant represented by the following formula to 100 parts by weight of vinylidene chloride copolymer resin.
1. A coated film, characterized in that the film is coated with a coating liquid mainly consisting of a mixture obtained by adding parts by weight. (a) RO (C o H 2o O) n H R is an alkyl group with 8 to 20 carbon atoms or an alkylene group, m is 4 to 30, n is 2 or 3 (b) [Formula] R is an alkyl group with 8 to 20 carbon atoms, and n is 2 or 3. ~10 alkyl group or alkylene group, m is 4 to 30, n is 2, 3 (c) RO (C o H 2o O) n SO 3 M R is an alkyl group having 8 to 20 carbon atoms, or alkylene group , m is 4 to 30, n is 2, 3, M is
Na, K, Ca or NH 4 (d) [Formula] R is an alkyl group having 8 to 10 carbon atoms or an alkylene group, m is 4 to 30, n is 2 or 3, and M is
Na, K, Ca or NH 4 (e) [Formula] R is an alkyl group having 8 to 20 carbon atoms or an alkylene group, M is Na, K, Ca or NH 4 (f) [Formula] R 1 , R 2 is an alkyl group having 4 to 16 carbon atoms, m is 0 to 5, n is 2, 3, M is Na, K, Ca or
NH 4 (t) [Formula] R 1 , R 2 , R 3 are alkyl groups having 1 to 8 carbon atoms,
or octylphenyl, nonylphenyl or dodecylphenyl group
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56149093A JPS5851148A (en) | 1981-09-21 | 1981-09-21 | Coating film having excellent printing aptitude |
| US06/312,069 US4382115A (en) | 1980-10-20 | 1981-10-16 | Film coated with solution containing a vinylidene chloride copolymer and surface active agent |
| CA000388247A CA1158489A (en) | 1980-10-20 | 1981-10-19 | Coated film |
| DE19813141631 DE3141631A1 (en) | 1980-10-20 | 1981-10-20 | COATED FILM |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56149093A JPS5851148A (en) | 1981-09-21 | 1981-09-21 | Coating film having excellent printing aptitude |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5851148A JPS5851148A (en) | 1983-03-25 |
| JPH0213900B2 true JPH0213900B2 (en) | 1990-04-05 |
Family
ID=15467538
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56149093A Granted JPS5851148A (en) | 1980-10-20 | 1981-09-21 | Coating film having excellent printing aptitude |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5851148A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0611805B2 (en) * | 1982-07-16 | 1994-02-16 | 株式会社吉野工業所 | Processing method for thermoplastic polyester containers |
-
1981
- 1981-09-21 JP JP56149093A patent/JPS5851148A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5851148A (en) | 1983-03-25 |
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