JPH0745648B2 - Pressure sensitive adhesive - Google Patents
Pressure sensitive adhesiveInfo
- Publication number
- JPH0745648B2 JPH0745648B2 JP62060214A JP6021487A JPH0745648B2 JP H0745648 B2 JPH0745648 B2 JP H0745648B2 JP 62060214 A JP62060214 A JP 62060214A JP 6021487 A JP6021487 A JP 6021487A JP H0745648 B2 JPH0745648 B2 JP H0745648B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- weight
- sensitive adhesive
- acrylic acid
- water
- 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
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Description
【発明の詳細な説明】 〔発明の目的〕 （産業上の利用分野） 本発明は，水系の感圧性接着剤組成物に関し，より詳し
くは，親水性で吸水性が大きくしかも水不溶性であり，
湿度の高い場所での接着あるいは水，霜，氷などが付着
した面への接着が抜群に勝れ，そのため，特に冷凍食品
工業において有用な感圧性接着剤に関する。The present invention relates to a water-based pressure-sensitive adhesive composition, and more particularly to a hydrophilic pressure-sensitive adhesive composition, which is hydrophilic, has high water absorption and is water-insoluble.
The pressure-sensitive adhesive is particularly useful in the frozen food industry, because it has excellent adhesion in areas with high humidity or adhesion to surfaces with water, frost, ice, etc.
（従来の技術） 従来，冷凍食品工業における粘着テープ，ラベル用の感
圧性接着剤は有機溶媒中の溶液重合法で得られた組成物
を主成分としたものが大半であった。近年，省資源，製
品コストのかねあいから水系型の感圧性接着剤が要求さ
れるようになった。一般には水系感圧性接着剤は親水性
であるにもかかわらず，そのポリマーの重合度が溶液型
に比し高く，湿度の高い場所での接着あるいは水，霜，
氷などが付着した面への接着性に劣っていた。(Prior Art) In the past, most pressure-sensitive adhesives for pressure-sensitive adhesive tapes and labels in the frozen food industry were mainly composed of a composition obtained by a solution polymerization method in an organic solvent. In recent years, water-based pressure-sensitive adhesives have been demanded in view of resource saving and product cost. Although water-based pressure-sensitive adhesives are generally hydrophilic, the degree of polymerization of the polymer is higher than that of the solution type, and adhesion in water or frost
It was inferior in adhesion to the surface on which ice, etc. adhered.
（発明・考案が解決しようとする問題点） 本発明者は検討の結果，アクリル酸エステル系共重合体
のエマルジョン系感圧性接着剤に特定分子量のポリエチ
レングリコールを添加することにより水，霜，氷などの
付着面への接着が従来の水系の感圧性接着剤に比し，抜
群に優れることを見い出した。(Problems to be solved by the invention) As a result of investigation, the present inventor has found that water, frost, and ice can be added by adding polyethylene glycol of a specific molecular weight to an emulsion pressure-sensitive adhesive of an acrylic ester copolymer. It has been found that the adhesion to the adhering surface such as is outstandingly superior to the conventional water-based pressure-sensitive adhesive.
（問題点を解決するための手段） すなわち，本発明は，炭素数４〜12のアルキル基を有す
る（メタ）アクリル酸エステル（ａ） 60〜99.8重量部 重合性不飽和カルボン酸（ｂ） 0.2〜10 重量部 上記以外の共重合可能なビニル系モノマー（ｃ） ０〜3
9.8重量部 をエマルジョン重合して得られるアクリル酸エステル系
共重合体100重合部と，平均分子量180〜1100のポリエチ
レングリコール５〜45重量部とからなる水分の多い被着
体に対して接着性の良好な感圧性接着剤である。(Means for Solving Problems) That is, according to the present invention, (meth) acrylic acid ester (a) having an alkyl group having 4 to 12 carbon atoms (60 to 99.8 parts by weight) polymerizable unsaturated carboxylic acid (b) 0.2 -10 parts by weight Copolymerizable vinyl-based monomer (c) other than the above 0-3
9.8 parts by weight of emulsion-polymerized acrylic acid ester-based copolymer (100 parts) and polyethylene glycol having an average molecular weight of 180 to 1100 (5 to 45 parts by weight) It is a good pressure sensitive adhesive.
本発明において，アクリル酸エステル系重合体は粘着と
接着の基本的性質を与えるものである。In the present invention, the acrylic acid ester-based polymer provides the basic properties of tack and adhesion.
（メタ）アクリル酸アルキルエステル（ａ）のアルキル
基には炭素数４〜12を有するものが好適であり，特に有
利なものは，アクリル酸２−エチルヘキシルで他にアク
リル酸ブチル，アクリル酸ヘキシル，アクリル酸オクチ
ルなどが用いられる。The alkyl group of the (meth) acrylic acid alkyl ester (a) preferably has 4 to 12 carbon atoms, and particularly preferable one is 2-ethylhexyl acrylate, butyl acrylate, hexyl acrylate, Octyl acrylate or the like is used.
重合性不飽和カルボン酸（ｂ）としては，アクリル酸，
メタクリル酸，無水マレイン酸，クロトン酸，イタコン
酸，フマール酸等が挙げられる。これらの重合性不飽和
カルボン酸（ｂ）は，小量共重合すると接着性と凝集力
を向上することが出来るため，好適である。As the polymerizable unsaturated carboxylic acid (b), acrylic acid,
Examples thereof include methacrylic acid, maleic anhydride, crotonic acid, itaconic acid and fumaric acid. These polymerizable unsaturated carboxylic acids (b) are preferable because they can improve the adhesiveness and cohesive force when they are copolymerized in a small amount.
上記（ａ）（ｂ）以外のビニル系モノマー（ｃ）として
は，アクリル酸メチル，アクリル酸エチルなどの炭素数
１〜３の（メタ）アクリル酸アルキルエステル，アクリ
ル酸２−ヒドロキシルエチルのような水酸基含有のアク
リルモノマー，もしくは，酢酸ビニル，プロピオン酸ビ
ニル，酪酸ビニル等のビニルエステルモノマー等があ
り，これらは主に凝集力を付与させる上で適宜配合する
ことが好ましい。Examples of vinyl monomers (c) other than the above (a) and (b) include (meth) acrylic acid alkyl esters having 1 to 3 carbon atoms such as methyl acrylate and ethyl acrylate, and 2-hydroxyethyl acrylate. There are hydroxyl group-containing acrylic monomers, vinyl ester monomers such as vinyl acetate, vinyl propionate, and vinyl butyrate, and the like, and these are preferably blended appropriately mainly for imparting cohesive force.
本発明の感圧性接着剤は，上記のモノマー類を通常の乳
化重合法で共重合したエマルジョンに特定分子量のポリ
エチレングリコールを所定量配合して得ることができ
る。ポリエチレングリコールは感圧性接着剤組成物に吸
水性を付与し，水分を組成物中に取り込みやすくするこ
とによって，水滴が付着した被着体に対しても十分の接
着力が発揮できるようにする。さらに，アクリル酸エス
テル共重合体に対して可塑剤としての作用を与えるの
で，冷凍食品の包装材のように被着体表面が低温であっ
ても，接着剤層が硬くなって接着力が低下するというこ
とがない。The pressure-sensitive adhesive of the present invention can be obtained by adding a predetermined amount of polyethylene glycol having a specific molecular weight to an emulsion obtained by copolymerizing the above monomers by a usual emulsion polymerization method. Polyethylene glycol imparts water absorbency to the pressure-sensitive adhesive composition and makes it easier for water to be taken into the composition, so that sufficient adhesive force can be exerted even on an adherend to which water droplets adhere. Furthermore, since it acts as a plasticizer on the acrylic acid ester copolymer, the adhesive layer becomes hard and the adhesive strength decreases even when the surface of the adherend is low, such as the packaging material for frozen foods. There is nothing to do.
ポリエチレングリコールの配合量は，アクリル酸エステ
ル系共重合体の100重量部に対して５〜45重量部，好ま
しくは５〜25重量部である。ポリエチレングリコール配
合量が５重量部未満であると実質的に添加の効果が得ら
れず，また45重量部を越えると感圧性接着剤として必要
な凝集性が低下する。The blending amount of polyethylene glycol is 5 to 45 parts by weight, preferably 5 to 25 parts by weight, based on 100 parts by weight of the acrylic ester copolymer. If the amount of polyethylene glycol is less than 5 parts by weight, the effect of addition is not substantially obtained, and if it exceeds 45 parts by weight, the cohesiveness required as a pressure-sensitive adhesive decreases.
またポリエチレングリコールの平均分子量180〜1100の
ものが好ましく,180より小さいものであると感圧性接着
剤の凝集力が低下し,1100より大きいと低温時の接着性
に劣るので好ましくない。Further, polyethylene glycol having an average molecular weight of 180 to 1100 is preferable, and if it is smaller than 180, the cohesive force of the pressure-sensitive adhesive decreases, and if it is larger than 1100, the adhesiveness at low temperature becomes poor, which is not preferable.
（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，％とは重量％をそれぞれ表わす。(Examples) Hereinafter, the present invention will be described with reference to Examples. In the examples, "part" means "part by weight" and "%" means "% by weight".
実施例 １ 純水 65.0部 第２リン酸ソーダ 1.0部 ドデシルベンゼンスルホネート 1.0部 ポリオキシエチレンオクチルフェノールエーテル 1.0部 を計量し,100RPMの撹拌下に80℃に加熱しておく。Example 1 Pure water 65.0 parts Sodium diphosphate 1.0 part Dodecylbenzene sulfonate 1.0 part Polyoxyethylene octylphenol ether 1.0 part Weigh and heat to 80 ° C. with stirring at 100 RPM.
次いで， アクリル酸２エチルヘキシル 89.5部 酢酸ビニル 4.6部 アクリル酸 6.0部 の混合物と５％過硫酸カルウム水溶液12部を80℃に保た
れた反応系中に３時間にわたって均等に滴下し重合させ
た。モノマーがすべて滴下した後,80℃で２時間反応を
続行し，重合を完結させる。Then, a mixture of 89.5 parts of 2-ethylhexyl acrylate, 4.6 parts of vinyl acetate and 6.0 parts of acrylic acid and 12 parts of a 5% aqueous solution of calcium persulfate were uniformly added dropwise to the reaction system kept at 80 ° C. for 3 hours for polymerization. After all the monomers have been added dropwise, the reaction is continued at 80 ° C for 2 hours to complete the polymerization.
この組成物の固型分100部に対して表１に示す各分子量
のポリエチレングリコール（PEG）の15部を添加して，
感圧性接着剤組成物を得た。To 100 parts of the solid content of this composition was added 15 parts of polyethylene glycol (PEG) of each molecular weight shown in Table 1,
A pressure sensitive adhesive composition was obtained.
この感圧性接着剤組成物を上質紙（45kg）に塗布し,100
℃−２分間（塗布量Dry25g/m2）加熱乾燥して試料片を
得た。This pressure-sensitive adhesive composition was applied to wood free paper (45 kg) and
° C. -2 minutes (coating amount Dry25g / m 2) heated and dried to obtain a sample piece.
次に，−20℃に15分以上放置した後23℃,65％RHの雰囲
気に取り出し約30秒後の表面に霜の付着している状態の
ポリエチレン板に上記試料片を貼合せ,JIS法に準じてロ
ール圧着し，ショッバー型剥離試験機にて180度剥離強
度を測定した。測定結果を下記の表に示す。Next, after leaving it at -20 ℃ for 15 minutes or more, take it out to the atmosphere of 23 ℃ and 65% RH, and after about 30 seconds, attach the above sample piece to a polyethylene plate with frost on the surface, and use the JIS method. Roll-pressing was performed according to the procedure above, and the 180-degree peel strength was measured with a shovel-type peel tester. The measurement results are shown in the table below.
実施例 ２ 純水 65.0部 酢酸ソーダ 1.0部 ポリオキシエチレンソルビタンモノラウレート 1.0部 ポリオキシエチレンノニルフェノールエーテル 1.0部 を計量し,100RPMの撹拌下に80℃に加熱しておく。Example 2 Pure water 65.0 parts Sodium acetate 1.0 part Polyoxyethylene sorbitan monolaurate 1.0 part Polyoxyethylene nonylphenol ether 1.0 part Weigh and heat to 80 ° C. under stirring at 100 RPM.
次いで， アクリル酸２エチルヘキシル 59.5部 アクリル酸ブチル 30 部 酢酸ビニル 6.5部 アクリル酸 ４ 部 の混合物と10％過硫酸アンモニウム水溶液６部を80℃に
保たれた反応系中に３時間にわたって均等に滴下し，重
合させる。モノマーがすべて滴下した後,80℃で２時間
反応を続行して重合を完結させた。Then, a mixture of 59.5 parts of 2-ethylhexyl acrylate, 30 parts of butyl acrylate, 6.5 parts of vinyl acetate and 4 parts of acrylic acid, and 6 parts of 10% ammonium persulfate aqueous solution were added dropwise uniformly over 3 hours into the reaction system kept at 80 ° C. Polymerize. After all the monomers had been added dropwise, the reaction was continued at 80 ° C. for 2 hours to complete the polymerization.
この組成物の固型分に100部に対して表１に示す各分子
量のポリエチレングリコールを20部添加して，以下実施
例１と同様に操作して試料片を作成し，同様に接着力を
測定した。測定結果を表に示す。20 parts of polyethylene glycol of each molecular weight shown in Table 1 was added to 100 parts of the solid component of this composition, and a sample piece was prepared in the same manner as in Example 1 to give the same adhesive strength. It was measured. The measurement results are shown in the table.
実施例 ３ 純水 72 部 クエン酸ソーダ 1.0部 ドデシルベンゼンスルホネート 1.0部 ポリオキシエチレンノニルフェノールエーテル 1.0部 を計量し,100RPMの撹拌下に70℃に加熱しておく。Example 3 72 parts pure water 1.0 part sodium citrate 1.0 part dodecylbenzene sulfonate 1.0 part Polyoxyethylene nonylphenol ether 1.0 part Weigh and heat to 70 ° C. under stirring at 100 RPM.
次いで， アクリル酸オクチル 71.5部 アクリル酸ブチル 18.0部 酢酸ビニル 5.5部 アクリル酸 5.0部 の混合物と５％過硫酸カリウム水溶液６部を70℃に保た
れた反応系中に３時間にわたって均等に滴下し，重合さ
せる。モルマーがすべて滴下後,70℃で２時間反応を続
行，重合を完結させる。Then, a mixture of octyl acrylate 71.5 parts butyl acrylate 18.0 parts vinyl acetate 5.5 parts acrylic acid 5.0 parts and 6 parts of 5% potassium persulfate aqueous solution was added dropwise uniformly over 3 hours into the reaction system kept at 70 ° C, Polymerize. After all the molmers were added dropwise, the reaction was continued at 70 ° C for 2 hours to complete the polymerization.
この組成物の固型分100部に対して表１に示す各分子量
のポリエチレングリコールを10部添加して，以下実施例
１と同様に操作して，試料片を作成し，同様に接着力を
測定した。測定結果を表に示す 比較例１〜３ 実施例１〜３で得た組成物をポリエチレングリコールを
配合しないで実施例１と同様に操作して試料片を作成
し，それぞれの間圧性接着剤組成物にて比較を行なっ
た。その測定結果を表に示す。10 parts of polyethylene glycol of each molecular weight shown in Table 1 was added to 100 parts of the solid content of this composition, and a sample piece was prepared in the same manner as in Example 1 to give the same adhesive strength. It was measured. The measurement results are shown in the table. Comparative Examples 1 to 3 Samples were prepared by operating the compositions obtained in Examples 1 to 3 in the same manner as in Example 1 without blending polyethylene glycol. The comparison was made by using the products. The measurement results are shown in the table.
〔発明の効果〕 以上の如き組成物からなる本発明の間圧性接着剤は，主
成分であるアクリル系ポリマーに吸水性の大きいポリエ
チレングリコールを添加せしめ，水分の多い被着体にも
強い接着ができる。また低温性にも優れるので冷凍食品
関係のラベル，シール類に好適である。 [Effects of the Invention] The interpressure-sensitive adhesive of the present invention comprising the composition as described above has polyethylene glycol having a high water absorption added to the acrylic polymer as the main component, so that strong adhesion can be obtained even to an adherend having a high water content. it can. It is also suitable for frozen food related labels and stickers because it has excellent low-temperature properties.
Claims (1)
タ） アクリル酸エステル（ａ） 60〜99.8重量部 重合性不飽和カルボン酸（ｂ） 0.2〜10 重量部 上記以外の共重合可能なビニル系モノマー（ｃ） ０〜39.8重量部 をエマルジョン重合して得られるアクリル酸エステル系
共重合体100重量部と，平均分子量180〜1100のポリエチ
レングリコール５〜45重量部とからなる水分の多い被着
体に対して接着性の良好な感圧性接着剤。1. A (meth) acrylic acid ester (a) having an alkyl group having 4 to 12 carbon atoms (a) 60 to 99.8 parts by weight and a polymerizable unsaturated carboxylic acid (b) 0.2 to 10 parts by weight. A vinyl-based monomer (c) containing 0 to 39.8 parts by weight of emulsion polymerization 100 parts by weight of an acrylic acid ester-based copolymer and 5 to 45 parts by weight of polyethylene glycol having an average molecular weight of 180 to 1100 and containing a large amount of water. A pressure sensitive adhesive with good adhesion to the body.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62060214A JPH0745648B2 (en) | 1987-03-17 | 1987-03-17 | Pressure sensitive adhesive |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62060214A JPH0745648B2 (en) | 1987-03-17 | 1987-03-17 | Pressure sensitive adhesive |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63227682A JPS63227682A (en) | 1988-09-21 |
| JPH0745648B2 true JPH0745648B2 (en) | 1995-05-17 |
Family
ID=13135684
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62060214A Expired - Lifetime JPH0745648B2 (en) | 1987-03-17 | 1987-03-17 | Pressure sensitive adhesive |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0745648B2 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4992501A (en) * | 1989-06-26 | 1991-02-12 | The Kendall Company | Repulpable tape |
| US6743880B2 (en) * | 2000-03-31 | 2004-06-01 | Avery Denison Corporation | Hydrophilic polymers and methods of preparation |
| US7396868B2 (en) | 2002-02-25 | 2008-07-08 | Nitto Denko Corporation | Aqueous dispersion type pressure-sensitive adhesive composition and pressure-sensitive adhesive product |
| SG120911A1 (en) | 2002-02-25 | 2006-04-26 | Nitto Denko Corp | Aqueous dispersion type pressure-sensitive adhesive composition and pressure-sensisive adhesive product |
| JP3877670B2 (en) | 2002-11-08 | 2007-02-07 | 日東電工株式会社 | Adhesive tape or sheet |
| CN114316852A (en) * | 2022-01-14 | 2022-04-12 | 安徽富印新材料有限公司 | Pressure-sensitive adhesive composition and preparation method thereof |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4030639A (en) * | 1975-04-28 | 1977-06-21 | Pennwalt Corporation | Charcoal adsorber filter fill system |
| JPS5476636A (en) * | 1977-11-30 | 1979-06-19 | Nitto Electric Ind Co Ltd | Hydrophilic pressure-sensitive adhesive composition |
-
1987
- 1987-03-17 JP JP62060214A patent/JPH0745648B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS63227682A (en) | 1988-09-21 |
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