JPH03190988A - Liquid adhesive composition - Google Patents

Liquid adhesive composition

Info

Publication number
JPH03190988A
JPH03190988A JP32896289A JP32896289A JPH03190988A JP H03190988 A JPH03190988 A JP H03190988A JP 32896289 A JP32896289 A JP 32896289A JP 32896289 A JP32896289 A JP 32896289A JP H03190988 A JPH03190988 A JP H03190988A
Authority
JP
Japan
Prior art keywords
parts
meth
acrylic acid
ester
liquid adhesive
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.)
Granted
Application number
JP32896289A
Other languages
Japanese (ja)
Other versions
JPH0813962B2 (en
Inventor
Kojiro Matsushima
松島 浩二郎
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Tombow Pencil Co Ltd
Original Assignee
Tombow Pencil Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Tombow Pencil Co Ltd filed Critical Tombow Pencil Co Ltd
Priority to JP1328962A priority Critical patent/JPH0813962B2/en
Publication of JPH03190988A publication Critical patent/JPH03190988A/en
Publication of JPH0813962B2 publication Critical patent/JPH0813962B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Compositions Of Macromolecular Compounds (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

PURPOSE:To obtain the subject composition excellent in adhesive property and free from shrinkage of paper after adhesion by blending an addition polymer of a hydroxyalkyl (meth)acrylate and (meth)acrylic acid, etc., with a semi-polar organoboron compound. CONSTITUTION:(A) 10-40 pts.wt. addition polymer of monomers such as (i) a hydroxyalkyl (meth)acrylate, (ii) (meth)acrylic acid and (iii) styrene, methyl methacrylate, t-butyl methacrylate and 2-ethylhexyl acrylate and (B) 0.1-10 pts.wt. semi-polar organoboron compound are compounded to obtain the objective composition.

Description

【発明の詳細な説明】 (産業上の利用分野) 本発明は、(メタ)アクリル酸ヒドロキシアルキルエス
テルと(メタ)アクリル酸を主成分とする付加重合体及
び半極性有機ホウ素化合物を含有することを特徴とする
接着後の紙の収縮性がなく接着性の優れた液状接着剤組
成物に関するものである。
Detailed Description of the Invention (Industrial Application Field) The present invention is directed to an addition polymer containing (meth)acrylic acid hydroxyalkyl ester and (meth)acrylic acid as main components, and a semipolar organic boron compound. The present invention relates to a liquid adhesive composition which has excellent adhesive properties and has no shrinkage of paper after adhesion.

(発明が解決しようとする課題) 澱粉糊やポリビニルアルコール等の合成高分子系の糊等
の液状糊は、接着後紙などの基材にカールやしわを著し
く生じ易い、また初期接着性能時間も非常に遅いという
欠点があった。
(Problems to be Solved by the Invention) Liquid glues such as starch glues and synthetic polymer glues such as polyvinyl alcohol tend to cause curls and wrinkles on substrates such as paper after adhesion, and the initial adhesion performance time is also short. The drawback was that it was very slow.

本発明は、従来の液状糊が有するこれらの欠点を解消し
、紙などの基材にカールやしわが生じにくいことや初期
接着性能時間を速くすることなどを目的としたものであ
る。
The present invention aims to eliminate these drawbacks of conventional liquid glues, to make paper and other substrates less likely to curl or wrinkle, and to shorten the initial adhesion time.

(発明が解決するための手段) すなわち本発明は、(メタ)アクリル酸ヒドロキシアル
キルエステルと(メタ)アクリル酸および残余量のこれ
らの単量体以外の単量体からなる付加重合体を接着剤成
分とし、さらに半極性有機ホウ素化合物類を配合するご
とにより、好都合にこれら従来の液状糊の諸欠点を改善
することを見出した。
(Means for Solving the Invention) That is, the present invention provides an adhesive for adding an addition polymer consisting of (meth)acrylic acid hydroxyalkyl ester, (meth)acrylic acid, and the remaining amount of monomers other than these monomers. It has been found that the various drawbacks of these conventional liquid glues can be advantageously improved by adding semipolar organic boron compounds as a component.

本発明では、接着性成分として(メタ)アクリル酸ヒド
ロキシアルキルエステルと(メタ)アクリル酸及び必要
に応してこれら、!rL量体以外の単量体からなる付加
重合体を】0〜40部使用することにより、接着後の紙
などの基材へのカールやしわを著しく減少てき、更に初
期接着性能も同士出来る。この接着性成分が10部未満
では、接着後紙などの基材にカールやしわを生し易く、
初期接着性能時間も遅くなるし、40部をこえると、増
粘により塗布性が非常に悪くなる。
In the present invention, (meth)acrylic acid hydroxyalkyl ester and (meth)acrylic acid are used as adhesive components, and if necessary, these are used! By using 0 to 40 parts of an addition polymer consisting of a monomer other than the rL-mer, curling and wrinkling of the substrate such as paper after adhesion can be significantly reduced, and the initial adhesion performance can also be improved. If the adhesive component is less than 10 parts, the base material such as paper is likely to curl or wrinkle after bonding.
The initial adhesion performance time is also delayed, and if it exceeds 40 parts, the coating properties become extremely poor due to thickening.

上記接着性成分の単量体以外の単量体の例としては、例
えばスチレン、メタクリル酸メチルエステル、メタクリ
ル酸エチルエステル、メタクリル酸し−ブチルエステル
、メタクリル酸シクロへキシルエステル、アクリル酸エ
チルエステル、アクリル酸ブチルエステル、アクリル酸
プロピルエステル、アクリル酸2−エチルヘキシルエス
テル、アクリル酸エトキシエチルエステル、アクリル酸
シトキシエチルエステル、メタクリル酸プロピルエステ
ル、メタクリル酸n−ブチルエステル、メタクリル酸I
・リル、アクリル酸メチルエステル、フタジエン、エチ
レン、マレイン酸エステル、フマル酸エステル、イタコ
ン酸エステル、アクリロニトリル、アクリルアミl′、
ツククリルアミド、酢酸ビニル等を挙げることができ、
これらの単量体は単独でもまた二種以上混合して使用し
てもよい。
Examples of monomers other than the above-mentioned adhesive component monomers include styrene, methacrylic acid methyl ester, methacrylic acid ethyl ester, methacrylic acid cyclobutyl ester, methacrylic acid cyclohexyl ester, acrylic acid ethyl ester, Acrylic acid butyl ester, acrylic acid propyl ester, acrylic acid 2-ethylhexyl ester, acrylic acid ethoxyethyl ester, acrylic acid cytoxyethyl ester, methacrylic acid propyl ester, methacrylic acid n-butyl ester, methacrylic acid I
・Ril, acrylic acid methyl ester, phtadiene, ethylene, maleic acid ester, fumaric acid ester, itaconic acid ester, acrylonitrile, acrylamyl',
Examples include tsukucrylamide, vinyl acetate, etc.
These monomers may be used alone or in combination of two or more.

又、半極性有機ホウ素化合物類とは、特公昭46318
47に記載される一連のホウ素系界面活性則乃至活性剤
原料であり、東邦化学工業株式会社から下記の商品名で
市販されている下記構造式のものを挙げることができる
In addition, semipolar organic boron compounds are described in Japanese Patent Publication No. 46318
These are a series of boron-based surfactant rules or activator raw materials described in No. 47, and those having the following structural formula and commercially available from Toho Chemical Industry Co., Ltd. under the following trade names can be mentioned.

(EMULBON  GB) (IEMUl、BOlぐ DGB) (EMULBON T−60) H2 CI+□ (EM旧、BON  S−20) (口[ILBON PGB) (El’1ULBON S−66) (5−66)(E T−20) (EMULBON S−260) これら半極性有機ホウ素化合物類を0.1〜10部配合
するにより、粘着性、塗布性、初期接着性能を大幅に改
善できる。半極性有機ホウ素化合物類が0,1部未満で
は、粘着性や塗布性に向上効果が得られず、10部をこ
えると、塗布性、初期接着性が低ドする。
(EMULBON GB) (IEMUl, BOLG DGB) (EMULBON T-60) H2 CI+□ (EM old, BON S-20) (mouth [ILBON PGB) (El'1ULBON S-66) (5-66) (E T-20) (EMULBON S-260) By blending 0.1 to 10 parts of these semipolar organic boron compounds, tackiness, coating properties, and initial adhesive performance can be significantly improved. If the amount of the semipolar organic boron compound is less than 0.1 part, no improvement in adhesiveness or coating properties will be obtained, and if it exceeds 10 parts, coating properties and initial adhesiveness will be low.

(実施例) 以下、実施例をもって本発明を詳細に述べる。(Example) Hereinafter, the present invention will be described in detail with reference to Examples.

尚、以下に配合したものを接着成分とする。In addition, what is blended below is used as an adhesive component.

メタクリル酸2−ヒlξロキシ      40部エチ
ルエステル メタクリル酸メチルエステル      30部メメタ
リル酸             10部アクリル酸エ
チルエステル       20部エチルアルコール 
         100部を溶媒として重合したもの
2-Hylξroxy methacrylate 40 parts ethyl ester methyl methacrylate 30 parts memethacrylic acid 10 parts ethyl acrylate 20 parts ethyl alcohol
Polymerized using 100 parts as a solvent.

実施例1 水 接着性成分 エチレングリコール グリセリン ポリビニルピロリドン 半極性有機ホウ素化合物(EMULBON GB)40
部 20部 20部 10部 5部 5部 これを撹拌機を備えた三ツロフラスコにを還流下に80
〜90°Cで撹拌溶解し、半透明の液状接着剤を得た。
Example 1 Water-adhesive component ethylene glycol glycerin polyvinyl pyrrolidone semipolar organic boron compound (EMULBON GB) 40
20 parts 20 parts 10 parts 5 parts 5 parts This was added to a Mitsuro flask equipped with a stirrer and 80%
The mixture was stirred and dissolved at ~90°C to obtain a translucent liquid adhesive.

比較例1 実施例1の半極性有機ホウ素化合物(E)IULBON
 GB)5部を水に置き換え、液状接着剤を得た。
Comparative Example 1 Semipolar organic boron compound (E) IULBON of Example 1
GB) was replaced with water to obtain a liquid adhesive.

比較例2 実施例1の接着性成分20部をポリビニルアルコール1
0部、水10部に置き換え、液状接着剤を得ノこ。
Comparative Example 2 20 parts of the adhesive component of Example 1 was mixed with 1 part of polyvinyl alcohol.
Replace 0 parts with 10 parts of water to obtain liquid adhesive.

実施例2 水 接着性成分 エチレングリコール グリセリン ポリビニルピロリドン 半極性有機ホウ素化合物(EMIJLBON S−20
)35部 35部 15部 5部 5部 5部 これを還流下に80〜90℃で撹拌溶解し、半透明の液
状接着剤を得た。
Example 2 Water-adhesive component ethylene glycol glycerin polyvinyl pyrrolidone semipolar organic boron compound (EMIJLBON S-20
) 35 parts 35 parts 15 parts 5 parts 5 parts This was stirred and dissolved under reflux at 80 to 90°C to obtain a translucent liquid adhesive.

実施例3 水 接着性成分 エチレングリコール ペトリオール ポリビニルピロリドン 半極性有機ホウ素化合物(EMULBON PCB)4
5部 12部 23部 10部 5部 5部 これを還流下に80〜90℃で撹拌溶解し、半透明の液
状接着剤を得た。
Example 3 Water-adhesive component ethylene glycol petriol polyvinylpyrrolidone semipolar organic boron compound (EMULBON PCB) 4
5 parts 12 parts 23 parts 10 parts 5 parts 5 parts This was stirred and dissolved under reflux at 80 to 90°C to obtain a translucent liquid adhesive.

実施例4 水 接着性成分 エチレングリコール グリセリン ポリビニルピロリドン 半極性好機ホウ素化合物(BエルBON DGB)44
部 20部 20部 10部 5部 】部 これを還流下に80〜90°Cで撹拌溶解し、半透明の
液状接着剤を得た。
Example 4 Water-adhesive component ethylene glycol glycerin polyvinyl pyrrolidone semipolar opportunistic boron compound (BEL BON DGB) 44
20 parts 20 parts 10 parts 5 parts This was stirred and dissolved under reflux at 80 to 90°C to obtain a translucent liquid adhesive.

実施例5 水 接着性成分 エチレングリコール ペトリオール ポリビニルピロリドン 半極性有機ホウ素化合物(EM川、BON S−66)
42部 20部 20部 5部 5部 8部 0 これを還流下に80〜90°Cで撹拌溶解し、半透明の
液状接着剤を得た。
Example 5 Water-adhesive component ethylene glycol petriol polyvinylpyrrolidone semipolar organic boron compound (EM River, BON S-66)
42 parts 20 parts 20 parts 5 parts 5 parts 8 parts 0 This was stirred and dissolved under reflux at 80 to 90°C to obtain a translucent liquid adhesive.

以下表−1に、紙の収縮率、初期接着性能、塗布性能の
比較結果を示す。
Table 1 below shows the comparison results of paper shrinkage rate, initial adhesion performance, and coating performance.

表−1から明らかなように、接着性成分として(メタ)
アクリル酸ヒドロキシアルキルエステルと(メタ)アク
リル酸及び必要におうしてこれら単量体以外の単量体か
らなる付加重合体を10〜40部及び半極性有機ホウ素
化合物類を0.1〜10部配合することにより、良好な
液状接着剤が得られる。
As is clear from Table 1, as an adhesive component (meta)
10 to 40 parts of an addition polymer consisting of acrylic acid hydroxyalkyl ester, (meth)acrylic acid and, if necessary, monomers other than these monomers, and 0.1 to 10 parts of semipolar organic boron compounds. By blending, a good liquid adhesive can be obtained.

Claims (1)

【特許請求の範囲】[Claims] (メタ)アクリル酸ヒドロキシアルキルエステル、(メ
タ)アクリル酸および残余量のこれらの単量体以外の単
量体からなる付加重合体及び半極性有機ホウ素化合物を
含有することを特徴とする液状接着剤組成物。
A liquid adhesive characterized by containing an addition polymer consisting of (meth)acrylic acid hydroxyalkyl ester, (meth)acrylic acid, and a residual amount of monomers other than these monomers, and a semipolar organic boron compound. Composition.
JP1328962A 1989-12-19 1989-12-19 Liquid adhesive composition Expired - Fee Related JPH0813962B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP1328962A JPH0813962B2 (en) 1989-12-19 1989-12-19 Liquid adhesive composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1328962A JPH0813962B2 (en) 1989-12-19 1989-12-19 Liquid adhesive composition

Publications (2)

Publication Number Publication Date
JPH03190988A true JPH03190988A (en) 1991-08-20
JPH0813962B2 JPH0813962B2 (en) 1996-02-14

Family

ID=18216062

Family Applications (1)

Application Number Title Priority Date Filing Date
JP1328962A Expired - Fee Related JPH0813962B2 (en) 1989-12-19 1989-12-19 Liquid adhesive composition

Country Status (1)

Country Link
JP (1) JPH0813962B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103333646A (en) * 2013-05-30 2013-10-02 安徽祈艾特电子科技有限公司 Adhesive agent used for environmental and low-cost paper boxes and preparation method thereof

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105255373B (en) * 2015-11-17 2017-10-31 湖北回天新材料股份有限公司 A kind of lubricating type precoating threaded locking sealing gum and preparation method thereof
CN105295747B (en) * 2015-11-17 2017-10-31 湖北回天新材料股份有限公司 A kind of lubricating type thread locking sealing anaerbic adhesive and preparation method thereof

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60112875A (en) * 1983-11-24 1985-06-19 Mitsubishi Rayon Co Ltd Paste for protective sheet, and surface-protected synthetic resin molded article using the same

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60112875A (en) * 1983-11-24 1985-06-19 Mitsubishi Rayon Co Ltd Paste for protective sheet, and surface-protected synthetic resin molded article using the same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103333646A (en) * 2013-05-30 2013-10-02 安徽祈艾特电子科技有限公司 Adhesive agent used for environmental and low-cost paper boxes and preparation method thereof

Also Published As

Publication number Publication date
JPH0813962B2 (en) 1996-02-14

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