JP5946834B2 - 組成物、コーティング剤、塗工物、塗工物の製造方法、感熱記録材、インクジェット記録材及び剥離紙原紙 - Google Patents
組成物、コーティング剤、塗工物、塗工物の製造方法、感熱記録材、インクジェット記録材及び剥離紙原紙 Download PDFInfo
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- OOXSLJBUMMHDKW-UHFFFAOYSA-N trichloro(3-chloropropyl)silane Chemical compound ClCCC[Si](Cl)(Cl)Cl OOXSLJBUMMHDKW-UHFFFAOYSA-N 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
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- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- TZYULTYGSBAILI-UHFFFAOYSA-M trimethyl(prop-2-enyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC=C TZYULTYGSBAILI-UHFFFAOYSA-M 0.000 description 1
- ZQYKGADTDCTWSZ-UHFFFAOYSA-N trimethyl-[(prop-2-enoylamino)methyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CNC(=O)C=C ZQYKGADTDCTWSZ-UHFFFAOYSA-N 0.000 description 1
- CCVMLEHYQVSFOM-UHFFFAOYSA-N trimethyl-[2-(prop-2-enoylamino)ethyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCNC(=O)C=C CCVMLEHYQVSFOM-UHFFFAOYSA-N 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 125000001834 xanthenyl group Chemical class C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 description 1
- DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 0.000 description 1
- ZXAUZSQITFJWPS-UHFFFAOYSA-J zirconium(4+);disulfate Chemical compound [Zr+4].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O ZXAUZSQITFJWPS-UHFFFAOYSA-J 0.000 description 1
- LSWWNKUULMMMIL-UHFFFAOYSA-J zirconium(iv) bromide Chemical compound Br[Zr](Br)(Br)Br LSWWNKUULMMMIL-UHFFFAOYSA-J 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D143/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
- C09D143/04—Homopolymers or copolymers of monomers containing silicon
-
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Description
下記式(1)で表される基を有する単量体単位を含み、下記式(I)を満たすPVA(A)、並びに
ケイ素、チタン及びジルコニウムからなる群より選ばれる少なくとも1種の原子を含む化合物(B)
を含有し、
上記化合物(B)の含有量が上記PVA(A)100質量部に対して0.01質量部以上900質量部以下である組成物である。
P:粘度平均重合度
S:上記単量体単位の含有率(モル%)
200≦P≦4,000 ・・・(II)
0.1≦S≦10 ・・・(III)
P:粘度平均重合度
S:上記単量体単位の含有率(モル%)
本発明の組成物は、以下に詳説する特定の単量体単位を含むPVA(A)及び化合物(B)を含有する。また、当該組成物は、ポリアミドポリアミンエピクロロヒドリン系樹脂(C)をさらに含有することが好ましく、その他、他の成分を含有することもできる。以下、各成分について順に説明する。
<PVA(A)>
上記PVA(A)は、上記式(1)で表される基を有する単量体単位を含む。すなわち、上記PVA(A)は、上記式(1)で表される基を有する単量体単位とビニルアルコール単位(−CH2−CHOH−)とを含む共重合体であり、さらに他の単量体単位を有していてもよい。
370≦P×S≦6,000 ・・・(I)
P:粘度平均重合度
S:上記単量体単位の含有率(モル%)
P=([η]×1000/8.29)(1/0.62)
400≦P×S≦3,000 ・・・(I')
500≦P×S≦2,000 ・・・(I’’)
200≦P≦4,000 ・・・(II)
0.1≦S≦10 ・・・(III)
P:粘度平均重合度
S:上記単量体単位の含有率(モル%)
500≦P≦3,000 ・・・(II’)
1,000≦P≦2,400 ・・・(II’’)
0.25≦S≦6 ・・・(III’)
0.5≦S≦5 ・・・(III’')
上記PVA(A)の製造方法としては、特に限定されないが、例えば、ビニルエステル系単量体と、上記式(1)で表される基を有する単量体とを共重合させ、得られる共重合体(ビニルエステル系重合体)をけん化することにより得ることができる。
上記化合物(B)は、ケイ素、チタン及びジルコニウムからなる群より選ばれる少なくとも1種の原子を含む化合物である。当該組成物によれば、上記化合物(B)がPVA(A)に対する好適な架橋剤として機能するため、得られる皮膜の耐水性や耐ブロッキング性を高めることができる。
本発明の組成物は、さらにポリアミドポリアミンエピクロロヒドリン系樹脂(C)を含有することが好ましい。当該組成物が、化合物(B)に加えてポリアミドポリアミンエピクロロヒドリン系樹脂(C)をさらに含有すると、得られる皮膜が基材からはがれにくい、すなわち、耐水性により一層優れる塗工物を得ることができる。このような効果が発現する理由は十分解明されてはいないが、例えば、上記PVA(A)が形成する架橋構造に上記ポリアミドポリアミンエピクロロヒドリン系樹脂(C)の少なくとも一部が組み込まれることにより、PVA(A)が形成する架橋構造がより柔軟で強靭な構造になるためであると推測される。
当該組成物には、溶媒又は分散媒として水を含有してもよい。なお、水の代わりに、又は水と共に他の溶媒を含有してもよい。他の溶媒としては、エタノール等のアルコールやジエチルエーテル等のエーテルなどを挙げることができる。当該組成物が含有してもよい他の成分としては、用途毎に後述するものを挙げることができる。
本発明のコーティング剤は、当該組成物からなる。当該コーティング剤は、通常、溶媒又は分散媒として水を含有し、水の他に上述した他の溶媒を含有してもよい。当該コーティング剤を用いることで、耐水性や耐ブロッキング性等に優れた皮膜を得ることができる。上記コーティング剤としては、具体的には、例えば、クリアーコーティング剤、顔料等を含有する白色又は有色コーティング剤、その他、インクジェット記録材におけるインク受理層を形成するためのコーティング剤、感熱記録材におけるオーバーコート層や感熱発色層等を形成するためのコーティング剤、剥離紙原紙における目止め層を形成するためのコーティング剤などとして用いることができる。
本発明の塗工物は、当該コーティング剤を基材表面に塗工してなる。当該塗工物は、当該コーティング剤が塗工されているため、優れた耐水性や耐ブロッキング性等を有する。当該塗工物としては、例えば、感熱記録材、インクジェット記録材、剥離紙原紙、その他塗工紙などを挙げることができる。また、本発明の塗工物の製造方法は、当該コーティング剤を基材表面に塗工する工程を有する。当該製造方法によって上記塗工物を容易に得ることができる。
当該感熱記録材は、例えば、基材、感熱発色層及びオーバーコート層がこの順に積層された層構造を有する。上記感熱発色層及びオーバーコート層の少なくともいずれかが、当該コーティング剤の塗工による塗工層として形成されていることが好ましく、上記オーバーコート層が当該コーティング剤の塗工により形成されていることがより好ましい。このようにすることで、当該感熱記録材の上記層を当該組成物から形成することができ、より効果的に耐水性や耐ブロッキング性を高めることができる。
当該感熱記録材の基材としては、従来公知の透明性及び不透明性の支持基体がいずれも使用できる。上記透明性支持基体としては、ポリエステル、ポリスチレン、ポリ塩化ビニル、ポリメチルメタクリレート、酢酸セルロース、ポリカーボネート、ポリイミド、セロハン、セルロイドなどのフィルム、シート、透明性の高い紙等が挙げられる。上記不透明性支持基体としては、通常の紙、顔料コート紙、布、木材、金属板、合成紙、不透明化処理した合成樹脂系フィルム、シートなどが挙げられる。これらの中でも、当該組成物を基紙内部にまで浸透させ、耐水性等を好適に高めることができる観点などから、紙が好ましい。
当該組成物を感熱記録材のコーティング剤として用いる場合、含有されてもよい他の成分としては以下のものを挙げることができる。すなわち、オーバーコート層を形成する場合は、架橋剤、水溶性樹脂、水分散性樹脂、滑剤及び充填材等、感熱発色層を形成する場合は、感熱染料、顕色剤、架橋剤、水溶性樹脂、水分散性樹脂、滑剤及び充填材等を挙げることができる。
当該インクジェット記録材は、基材とこの基材の表面に形成されるインク受理層とを備え、上記インク受理層が当該コーティング剤の塗工により形成されているとよい。
当該インクジェット記録材の基材としては、従来公知の透明性及び不透明性の支持基体がいずれも使用できる。上記透明性支持基体としては、ポリエステル、ポリスチレン、ポリ塩化ビニル、ポリメチルメタクリレート、酢酸セルロース、ポリカーボネート、ポリイミド、セロハン、セルロイドなどのフィルム、シート、透明性の高い紙等が挙げられる。上記不透明性支持基体としては、通常の紙、顔料コート紙、布、木材、金属板、合成紙、不透明化処理した合成樹脂系フィルム、シートなどが挙げられる。
当該組成物をインクジェット記録材のコーティング剤として用いる場合、架橋剤、水溶性樹脂、水分散性樹脂、充填材、インクの定着剤等の他の成分がさらに含有されていてもよい。
当該剥離紙原紙は、例えば、紙基材と、この紙基材の表面に形成される塗工層(目止め層)とを有する。上記塗工層が、当該コーティング剤の塗工により形成されていることが好ましい。このようにすることで、当該剥離紙原紙の上記塗工層を上記PVA(A)等から形成することができ、より効果的に目止め性や耐水性等を高めることができる。
当該剥離紙原紙の紙基材は、広葉樹クラフトパルプ、針葉樹クラフトパルプ等の化学パルプやGP、RGP、TMP等の機械パルプ等を抄紙して得られる公知の紙又は合成紙を用いることができる。上記紙基材としては、上質紙、中質紙、アルカリ性紙、グラシン紙、セミグラシン紙等も含み、セミグラシン紙が好ましい。
当該組成物を剥離紙原紙のコーティング剤として用いる場合、含有されていてもよい他の成分としては、架橋剤、水溶性樹脂、水分散性樹脂、充填材、界面活性剤(ノニオン性、アニオン性等)、滑剤、消泡剤、分散剤、湿潤剤、pH調節剤、紫外線吸収剤等を挙げることができる。
MAmPTMS :3−メタクリルアミドプロピルトリメトキシシラン
MAmOTMS :8−メタクリルアミドプロピルトリメトキシシラン
MAmDDTMS:12−メタクリルアミドドデシルトリメトキシシラン
MAmODTMS:18−メタクリルアミドオクタデシルトリメトキシシラン
4−PTMS :4−ペンテニルトリメトキシシラン
VMS :ビニルトリメトキシシラン
MAmMTMS :メタクリルアミドメチルトリメトキシシラン
AMPTMS :2−アクリルアミド−2−メチルプロピルトリメトキシシラン
Ti化合物 :乳酸チタン(松本製薬株式会社製 TC−310)
Zr化合物 :炭酸ジルコニウムアンモニウム(第一稀元素化学工業株式会社製 ジルコゾールAC−7)
Si化合物1:3−(2−アミノエチルアミノ)プロピルトリメトキシシラン(信越化学工業株式会社製 KBM−603)
Si化合物2:コロイダルシリカ(日産化学工業株式会社製 スノーテックスC)
Si化合物3:シランオリゴマー(信越化学工業株式会社製 KRM−7201)
PAE :ポリアミドポリアミンエピクロロヒドリン樹脂(星光PMC株式会社製 WS−4020)
下記の方法によりPVAを製造し、そのけん化度、上記式(1)で表される基を有する単量体単位の含有率(S)(一部の例では、シリル基を有する単量体単位の含有率)、粘度平均重合度(P)を求めた。
PVAの分析は、特に断らない限りJIS−K6726に記載の方法にしたがって行った。
撹拌機、還流冷却管、窒素導入管、コモノマー滴下口及び開始剤の添加口を備えた6Lセパラブルフラスコに、酢酸ビニル1,500g、メタノール500g、上記式(1)で表される基を有する単量体(モノマーA)としてのMAmPTMS1.87gを仕込み、窒素バブリングをしながら30分間系内を窒素置換した。また、ディレー溶液としてMAmPTMSをメタノールに溶解して濃度8%としたコモノマー溶液を調製し、窒素ガスのバブリングにより窒素置換した。反応器の昇温を開始し、内温が60℃となったところで、2,2’−アゾビスイソブチロニトリル(AIBN)0.8gを添加し重合を開始した。ディレー溶液を滴下して重合溶液中のモノマー組成(酢酸ビニルとモノマーA(MAmPTMS)の比率)が一定となるようにしながら、60℃で2.7時間重合した後、冷却して重合を停止した。重合を停止するまで加えたコモノマー溶液(逐次添加液)の総量は99gであった。また、重合停止時の固形分濃度は29.0%であった。続いて30℃、減圧下でメタノールを時々添加しながら未反応の酢酸ビニルモノマーの除去を行い、上記式(1)で表される基を有するポリ酢酸ビニル(PVAc)を40%含有するメタノール溶液を得た。さらに、これにPVAc中の酢酸ビニル単位に対する水酸化ナトリウムのモル比が0.04、PVAcの固形分濃度が30質量%となるように、メタノール及び水酸化ナトリウムを10質量%含有するメタノール溶液をこの順序で撹拌下に加え、40℃でけん化反応を開始した。アルカリ溶液を添加後、約5分でゲル状物が生成した。このゲル状物を粉砕器にて粉砕し、40℃で1時間放置してけん化を進行させた後、酢酸メチルを加えて残存するアルカリを中和した。フェノールフタレイン指示薬を用いて中和が終了したことを確認した後、濾別して白色固体を得、これにメタノールを加えて室温で3時間放置洗浄した。上記の洗浄操作を3回繰り返した後、遠心脱液して得られた白色固体を乾燥機中65℃で2日間放置し、上記式(1)で表される基を有するPVA1を得た。PVA1の粘度平均重合度(P)は1,700、けん化度は98.6モル%であった。
式(1)で表される基を有する単量体単位の含有率S(モル%)
={(βのピーク面積/9)/(αのピーク面積+(βのピーク面積/9))}×100
酢酸ビニル及びメタノールの仕込み量、モノマーAの種類や添加量等の重合条件、けん化時におけるPVAcの濃度、酢酸ビニル単位に対する水酸化ナトリウムのモル比等のけん化条件を表1に示すように変更したこと以外は、合成例1と同様にしてPVA2〜PVA16を得た。得られた各PVAについて分析した結果を表1に示す。
(組成物及び皮膜の作製)
得られたPVA1の4%水溶液を調製し、PVA固形分100質量部に対する乳酸チタン固形分が10質量部となるように、乳酸チタン(Ti化合物:TC−310 松本製薬株式会社製)の10%水溶液を加え、実施例1の組成物を得た。この組成物を20℃で流延し、厚み40μmの皮膜を得た。
水酸化アルミニウム粉末(昭和電工株式会社製、ハイジライトH42)90gを蒸留水210gに投入し、手動にて撹拌した。この後、ホモミキサー(IKA−Labortechnik社製、タイプT−25−SI)を用いて回転速度13,500rpmで5分間撹拌して、水酸化アルミニウムの分散液(水酸化アルミニウム濃度30%)を調製した。これとは別に、上記で得られたPVA1を水に溶解し、濃度10%のPVA水溶液を作製した。次に、作製したPVA水溶液57g(PVA固形分100質量部)に乳酸チタン(Ti化合物:松本製薬株式会社製 TC−310)の10%水溶液5.7g(乳酸チタン固形分10質量部)を加え、その混合液を上記水酸化アルミニウム分散液21g(水酸化アルミニウム固形分110質量部)に加え、均一に混合した後、固形分濃度が12%となるように蒸留水を加えてコーティング剤(組成物)を得た。次に、コーティング剤を、市販の感熱紙(コクヨ株式会社製)の紙面に、ワイヤバーコーターを用いて固形分換算で3g/m2塗工した。その後、熱風乾燥機を用いて塗工面を50℃で10分乾燥させ、感熱記録材を得た。得られた感熱記録材を、20℃、65%RHに調整した室内に3時間放置して、コーティング剤により形成された感熱記録材のオーバーコート層の特性(耐水性及び耐ブロッキング性)を評価するためのサンプルとした。
実施例1で得られた皮膜及び感熱記録材のそれぞれについて、以下に示す方法により、皮膜の耐煮沸水性、並びに感熱記録材の耐水性及び耐ブロッキング性を評価した。結果を表2に示す。
得られた皮膜を縦10cm、横10cmの大きさに切り出し、試験片を作製した。この試験片を90℃の煮沸水に1時間浸漬した後、取り出し(回収し)、表面に付着した水分をガーゼで拭き取り、水膨潤時の質量を測定した。水膨潤時の質量を測定した試験片を105℃で16時間乾燥した後、乾燥時の質量を測定した。ここで水膨潤時の質量を乾燥時の質量で除した値を求めてこれを膨潤度(倍)とし、以下の基準にしたがって5段階で判定した。その結果、実施例1の皮膜の膨潤度は3.8倍となり、評価は「A」となった。
A:5.0倍未満
B:5.0倍以上8.0倍未満
C:8.0倍以上10.0倍未満
D:10.0倍以上
得られた感熱記録材のサンプルを30℃の水に24時間浸漬させた後、オーバーコート層を指で100回擦って、そのオーバーコート層に生じた剥がれの状態を観察し、以下の基準により5段階で評価した。その結果、実施例1の感熱記録材の耐水性は「A」であった。
A:表面の剥がれが全くなかった。
B:表面の剥がれがごくわずかにあった。
C:表面の剥がれが少しあった。
D:表面の剥がれが多かった。
得られた感熱記録材のサンプルを40℃の雰囲気下に72時間放置した後、5cm角に裁断した。次に、オーバーコート層上に一滴(約30μL)の水を垂らした後、その上に、水滴を垂らしていない別のサンプルをオーバーコート層同士が接触するように重ね、自然乾燥させた。乾燥後、サンプル同士を引き剥がして、その剥がれ方の状態を観察し、以下の基準により3段階で評価した。その結果、実施例1の感熱記録材の耐ブロッキング性は「A」であった。
A:特に力を加えることなく、自然に離れた。
B:表面同士が部分的に付着していたが、サンプルに破れなどは生じなかった。
C:表面同士が付着しており、引き剥がしによってサンプルに破れが生じた。
使用したPVA、化合物(B)及びポリアミドポリアミンエピクロロヒドリン系樹脂(C)の種類、並びにその含有量を表2に示すとおりに変更したこと以外は、実施例1と同様にして皮膜及び感熱記録材を作製した。得られた皮膜及び感熱記録材について、実施例1と同様の方法により、皮膜の耐煮沸水性、並びに感熱記録材の耐水性及び耐ブロッキング性を評価した。結果を表2に示す。
Claims (15)
- 下記式(1)で表される基を有する単量体単位を含み、下記式(I)及び式(IIa)を満たし、けん化度が90モル%以上であるビニルアルコール系重合体(A)、並びに
ケイ素、チタン及びジルコニウムからなる群より選ばれる少なくとも1種の原子を含む化合物(B)
を含有し、
上記化合物(B)の含有量が上記ビニルアルコール系重合体(A)100質量部に対して2質量部以上100質量部以下である組成物。
500≦P×S≦2,000 ・・・(I)
1,000≦P≦4,000 ・・・(IIa)
P:粘度平均重合度
S:上記単量体単位の含有率(モル%) - 上記化合物(B)が、シランカップリング剤、シランカップリング剤が加水分解縮合したオリゴマー、コロイダルシリカ、有機チタン化合物及びジルコニウム錯塩からなる群より選ばれる少なくとも1種の化合物である請求項1に記載の組成物。
- 上記ビニルアルコール系重合体(A)が、下記式(III)をさらに満たす請求項1に記載の組成物。
0.1≦S≦10 ・・・(III)
S:上記単量体単位の含有率(モル%) - 上記式(1)中のnが6以上8以下の整数である請求項1に記載の組成物。
- 上記式(2)中のXが−CO−NR6−*(R6は、水素原子又は炭素原子数1〜5のアルキル基である。*は、上記式(1)で表される基との結合箇所を示す。)で表される請求項5に記載の組成物。
- 上記式(2)中のXが−CO−NH−*(*は、上記式(1)で表される基との結合箇所を示す。)で表される請求項5に記載の組成物。
- ポリアミドポリアミンエピクロロヒドリン系樹脂(C)をさらに含有する請求項1に記載の組成物。
- 請求項1に記載の組成物からなるコーティング剤。
- 請求項10に記載のコーティング剤を基材表面に塗工してなる塗工物。
- 請求項10に記載のコーティング剤を基材表面に塗工する工程を有する塗工物の製造方法。
- 請求項11に記載の塗工物からなる感熱記録材。
- 請求項11に記載の塗工物からなるインクジェット記録材。
- 請求項11に記載の塗工物からなる剥離紙原紙。
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