JP4531377B2 - インキ用組成物 - Google Patents
インキ用組成物 Download PDFInfo
- Publication number
- JP4531377B2 JP4531377B2 JP2003389083A JP2003389083A JP4531377B2 JP 4531377 B2 JP4531377 B2 JP 4531377B2 JP 2003389083 A JP2003389083 A JP 2003389083A JP 2003389083 A JP2003389083 A JP 2003389083A JP 4531377 B2 JP4531377 B2 JP 4531377B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- resin
- ink
- monomer
- thermoplastic elastomer
- 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
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- 239000000203 mixture Substances 0.000 title claims description 61
- 239000000178 monomer Substances 0.000 claims description 84
- 229920005989 resin Polymers 0.000 claims description 56
- 239000011347 resin Substances 0.000 claims description 56
- 229920002725 thermoplastic elastomer Polymers 0.000 claims description 54
- 125000000524 functional group Chemical group 0.000 claims description 20
- 229920001577 copolymer Polymers 0.000 claims description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 239000003960 organic solvent Substances 0.000 claims description 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
- 229920000642 polymer Polymers 0.000 claims description 11
- 238000004581 coalescence Methods 0.000 claims 1
- 239000000976 ink Substances 0.000 description 96
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 38
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 34
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 27
- -1 containers Substances 0.000 description 26
- 239000000243 solution Substances 0.000 description 22
- 229910052757 nitrogen Inorganic materials 0.000 description 19
- 238000000034 method Methods 0.000 description 18
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- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 12
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- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
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- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 3
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- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
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- 239000000025 natural resin Substances 0.000 description 1
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- 239000012860 organic pigment Substances 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
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- LIGACIXOYTUXAW-UHFFFAOYSA-N phenacyl bromide Chemical compound BrCC(=O)C1=CC=CC=C1 LIGACIXOYTUXAW-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
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- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 229920000346 polystyrene-polyisoprene block-polystyrene Polymers 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
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
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- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
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- 239000004576 sand Substances 0.000 description 1
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- 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
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- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
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- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 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
- 229920000428 triblock copolymer Polymers 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
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
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Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
Description
[1] 有機溶媒、熱可塑性エラストマー(A)、並びにα,β−モノエチレン性不飽和基を有する単量体及びその他共重合可能な単量体からなる共重合性モノマー(B)の重合体で構成される樹脂溶液からなるインキ用組成物。
[2] 有機溶媒中、熱可塑性エラストマー(A)と、α,β−モノエチレン性不飽和基を有する単量体及びその他共重合可能な単量体からなる共重合性モノマー(B)とを、(A)/(B)=1/9〜9/1の重量比で重合せしめた後、更にラジカルを発生させ反応させた樹脂溶液からなるインキ用組成物。
[3] 有機溶媒中、熱可塑性エラストマー(A)と、α,β−モノエチレン性不飽和基を有する単量体及びその他共重合可能な単量体からなる共重合性モノマー(B)で構成された重合体(C)とを、(A)/(C)=1/9〜9/1の重量比でラジカルを発生させ反応させた樹脂溶液からなるインキ用組成物。
[4] 有機溶媒中、熱可塑性エラストマー(A)の一部が官能基で変性されたものと、α,β−モノエチレン性不飽和基を有する単量体及びその他共重合可能な単量体からなる共重合性モノマー(B)とを、(A)/(B)=1/9〜9/1の重量比で重合せしめた樹脂溶液からなるインキ用組成物。
[5] 有機溶媒中、熱可塑性エラストマー(A)の一部が官能基で変性されたものと、α,β−モノエチレン性不飽和基を有する単量体及びその他共重合可能な単量体からなる共重合性モノマー(B)とを、(A)/(B)=1/9〜9/1の重量比で重合せしめた後、更にラジカルを発生させ反応させた樹脂溶液からなるインキ用組成物。
[6] 有機溶媒中、熱可塑性エラストマー(A)の一部が官能基で変性されたものと、α,β−モノエチレン性不飽和基を有する単量体及びその他共重合可能な単量体からなる共重合性モノマー(B)で構成された重合体(C)とを、(A)/(C)=1/9〜9/1の重量比でラジカルを発生させ反応させた樹脂溶液からなるインキ用組成物。
[7] 活性水素及び/又は水酸基を有する請求項1〜6のいずれかに記載の樹脂溶液と、活性水素及び/又は水酸基と反応可能な樹脂からなるインキ用組成物。
以下、本発明のインキ用組成物の製法および各種試験例を挙げ、更に説明するが、本発明はこれら実施例に限定されるものではない。また、以下において、部および%は特記していない限り重量基準である。
攪拌機、温度計、還流冷却装置、及び窒素導入管を備えた4つ口フラスコに、熱可塑性エラストマーとしてベストプラスト750を100部とメチルシクロヘキンサンを250部仕込み、窒素置換しながら95℃に加熱昇温した。次いでこの中に、重合可能な単量体としてメチルメタアクリレート45部とイソブチルメタアクリレート20部とエチルアクリレート14部と2−ヒドロキシエチルメタクリレート5部とプラクセルFM−3を15部とメタクリル酸1部とtert−ブチルパーオキシ−2−エチルヘキサノエート1部(以下、PBOと略記する)の混合液を4時間かけてフィードした。フィード終了より1時間後にメチルシクロヘキサンを100部添加するとともに、PBOを0.5部添加した。このPBO添加より1時間後にPBOを6部添加した。さらに1時間経過後に2部、更にそれより1時間経過後に2部を添加し反応させた。最後のPBO添加より2時間放置して反応させインキ用組成物を得た。
攪拌機、温度計、還流冷却装置、及び窒素導入管を備えた4つ口フラスコに、トルエン70部とメチルイソブチルケトン30部を仕込み、窒素置換しながら100℃に加熱昇温した。次いでこの中に、メチルメタアクリレート45部とイソブチルメタアクリレート20部とエチルアクリレート14部と2−ヒドロキシエチルメタクリレート5部とプラクセルFM−3を15部とメタクリル酸1部とPBO1部の混合液を4時間かけてフィードした。フィード終了より1時間後にPBOを0.5部添加した。このPBO添加より更に1時間後にPBOを0.5部添加し反応させた。最後のPBO添加より2時間放置して反応させ滴下用樹脂溶液を得た。
攪拌機、温度計、還流冷却装置、及び窒素導入管を備えた4つ口フラスコに、トルエンを150部と熱可塑性エラストマーとしてベストプラスト750を100部仕込み、90℃で1時間加熱し、インキ用組成物を得た。
熱可塑性エラストマーをセプトン2002に変更した以外は比較例1と同様の方法でインキ用組成物を得た。
熱可塑性エラストマーをダイナロン1320Pに変更した以外は比較例1と同様の方法でインキ用組成物を得た。
実施例2の滴下用樹脂溶液に記載の方法で得られた樹脂溶液をインキ用組成物とした。
<<評価>>
実施例、比較例で得られたインキ用組成物について、以下の方法でインキを調整し、それぞれの評価を実施して、その結果を実施例については表−1、表−2に、比較例については表−3に示した。
<インキの調整>
実施例1〜18、比較例1〜4の樹脂(固形分)10部に対して、カーボンブラックは5部を、酸化チタンは20部を、フタロシアニンブルーは10部をそれぞれ分散混合してインキを調整した。粘度を調整する希釈溶剤は、メチルシクロヘキサンを用いた。
上記で調整されたインキを、OPPフィルムに乾燥膜厚が1μmとなるよう塗工し、これを1日放置したものについてセロテープ剥離試験を行い、剥離の有無を評価した。インキの剥離が全くなかったものを○、一部剥離したものを△、全面剥離したものを×として表に結果を記載した。また、カーボンブラックを用いたインキについては、PETフィルムでも同様の試験を行った。尚、密着性の悪いサンプルについては、耐ブロッキング性、耐摩擦性、貯蔵安定性の試験を実施しなかった。
密着性の評価で得られたカーボンブラックを含有するインキを塗工したOPPフィルムとPETフィルムについて、塗工面と被塗工面を重ね合わせ、40℃、1kgf/cm2の荷重下、1日放置し、耐ブロッキング性を評価した。重ね合わせたフィルムを剥がす際に、全く抵抗がなくインキの脱落がないものを○、剥がすときに若干の抵抗がありインキの脱落が一部に見られるものを△、剥がすときに抵抗がかなりあり、インキの脱落がひどいものを×として表に結果を記載した。
密着性の評価で得られたカーボンブラックを含有するインキを塗工したOPPフィルムとPETフィルムについて、テーパー磨耗試験法(JIS K5600−5−9)の磨耗輪法(CS10F、500g荷重)にて、50回転の磨耗試験を行い目視にて耐磨耗性を評価した。基材に達しない磨耗状態を○、基材に達する磨耗状態を×として表に結果を記載した。
上記で得られたインキをそれぞれ40℃、7日間放置し、安定性を評価した。安定性が良好なもの、および分離を起こすが再分散が可能で使用ができるものを○、分散が困難で使用できないものを×として表に結果を記載した。
<インキとの相溶性>
インキ(大日精化(株)製、VYSインキ(黄))10部に対して、実施例1〜18、比較例1〜4で得られた樹脂溶液を5部混合し、相溶性を評価した。相溶性の良好なものを○、相溶性が悪いものを×として表に結果を記載した。尚、相溶性の悪いサンプルについては、密着性、貯蔵安定性の試験を、密着性の悪いサンプルについては貯蔵安定性の試験を実施しなかった。
上記で調整されたインキを、OPPフィルムとPETフィルムに乾燥膜厚が1μmとなるよう塗工し、これらを1日放置したものについてセロテープ剥離を行い、剥離の有無を評価した。インキの剥離が全くなかったものを○、一部剥離したものを△、全面剥離したものを×として表に結果を記載した。
上記で得られたインキをそれぞれ40℃、7日間放置し、安定性を評価した。安定性が良好なものおよび分離を起こすが再分散が可能で使用ができるものを○、分散が困難で使用できないものを×として表に結果を記載した。
Claims (3)
- 有機溶媒中、熱可塑性エラストマー(A)と、α,β−モノエチレン性不飽和基を有する単量体及びその他共重合可能な単量体からなる共重合性モノマー(B)で構成された重合体(C)とを、(A)/(C)=1/9〜9/1の重量比でラジカルを発生させ反応させた樹脂溶液からなるインキ用組成物。
- 有機溶媒中、熱可塑性エラストマー(A)の一部が官能基で変性されたものと、α,β−モノエチレン性不飽和基を有する単量体及びその他共重合可能な単量体からなる共重合性モノマー(B)で構成された重合体(C)とを、(A)/(C)=1/9〜9/1の重量比でラジカルを発生させ反応させた樹脂溶液からなるインキ用組成物。
- 活性水素及び/又は水酸基を有する請求項1または2に記載の樹脂溶液と、活性水素及び/又は水酸基と反応可能な樹脂からなるインキ用組成物。
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JP2003389083A JP4531377B2 (ja) | 2003-11-19 | 2003-11-19 | インキ用組成物 |
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JP2003389083A JP4531377B2 (ja) | 2003-11-19 | 2003-11-19 | インキ用組成物 |
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JP4531377B2 true JP4531377B2 (ja) | 2010-08-25 |
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0413747A (ja) * | 1990-05-07 | 1992-01-17 | Mitsubishi Petrochem Co Ltd | 樹脂組成物 |
JPH05194927A (ja) * | 1992-01-22 | 1993-08-03 | Sanyo Kokusaku Pulp Co Ltd | バインダー樹脂組成物 |
JP2001072723A (ja) * | 1999-09-07 | 2001-03-21 | Nippon Paper Industries Co Ltd | 変性ポリオレフィン樹脂組成物 |
JP2001139642A (ja) * | 1999-11-18 | 2001-05-22 | Nippon Paper Industries Co Ltd | 変性ポリオレフィン組成物およびその用途 |
JP2002173514A (ja) * | 2000-09-29 | 2002-06-21 | Nippon Paper Industries Co Ltd | 変性ポリオレフィン樹脂と変性ポリオレフィン樹脂組成物及びその用途 |
-
2003
- 2003-11-19 JP JP2003389083A patent/JP4531377B2/ja not_active Expired - Lifetime
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0413747A (ja) * | 1990-05-07 | 1992-01-17 | Mitsubishi Petrochem Co Ltd | 樹脂組成物 |
JPH05194927A (ja) * | 1992-01-22 | 1993-08-03 | Sanyo Kokusaku Pulp Co Ltd | バインダー樹脂組成物 |
JP2001072723A (ja) * | 1999-09-07 | 2001-03-21 | Nippon Paper Industries Co Ltd | 変性ポリオレフィン樹脂組成物 |
JP2001139642A (ja) * | 1999-11-18 | 2001-05-22 | Nippon Paper Industries Co Ltd | 変性ポリオレフィン組成物およびその用途 |
JP2002173514A (ja) * | 2000-09-29 | 2002-06-21 | Nippon Paper Industries Co Ltd | 変性ポリオレフィン樹脂と変性ポリオレフィン樹脂組成物及びその用途 |
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