JPS59204673A - Adhesive composition - Google Patents
Adhesive compositionInfo
- Publication number
- JPS59204673A JPS59204673A JP7926583A JP7926583A JPS59204673A JP S59204673 A JPS59204673 A JP S59204673A JP 7926583 A JP7926583 A JP 7926583A JP 7926583 A JP7926583 A JP 7926583A JP S59204673 A JPS59204673 A JP S59204673A
- Authority
- JP
- Japan
- Prior art keywords
- parts
- polymer
- cellulose
- component
- ester
- 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.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 28
- 239000000853 adhesive Substances 0.000 title claims description 18
- 230000001070 adhesive effect Effects 0.000 title claims description 18
- 229920002678 cellulose Polymers 0.000 claims abstract description 18
- -1 acrylic ester Chemical class 0.000 claims abstract description 14
- 229920000642 polymer Polymers 0.000 claims abstract description 11
- 230000007704 transition Effects 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 4
- 239000000178 monomer Substances 0.000 abstract description 13
- 230000009477 glass transition Effects 0.000 abstract description 8
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 abstract description 4
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 abstract description 4
- 230000000379 polymerizing effect Effects 0.000 abstract description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 abstract description 2
- 229920006217 cellulose acetate butyrate Polymers 0.000 abstract description 2
- 239000003973 paint Substances 0.000 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 42
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 10
- 239000004342 Benzoyl peroxide Substances 0.000 description 10
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 10
- 235000019400 benzoyl peroxide Nutrition 0.000 description 10
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 7
- 239000001913 cellulose Substances 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 229920002301 cellulose acetate Polymers 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 239000012456 homogeneous solution Substances 0.000 description 4
- 150000002978 peroxides Chemical class 0.000 description 4
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 238000003475 lamination Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 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 2
- 239000000126 substance Substances 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2,2'-azo-bis-isobutyronitrile Substances N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- WROUWQQRXUBECT-UHFFFAOYSA-M 2-ethylacrylate Chemical compound CCC(=C)C([O-])=O WROUWQQRXUBECT-UHFFFAOYSA-M 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 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
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 229920000623 Cellulose acetate phthalate Polymers 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 241001643623 Enteles Species 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- UGZICOVULPINFH-UHFFFAOYSA-N acetic acid;butanoic acid Chemical compound CC(O)=O.CCCC(O)=O UGZICOVULPINFH-UHFFFAOYSA-N 0.000 description 1
- 239000003522 acrylic cement Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000001464 adherent effect Effects 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- PVEOYINWKBTPIZ-UHFFFAOYSA-N but-3-enoic acid Chemical compound OC(=O)CC=C PVEOYINWKBTPIZ-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 229940081734 cellulose acetate phthalate Drugs 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 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
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Graft Or Block Polymers (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
【発明の詳細な説明】
本発明は凝集力と接着力にすぐれた７りｌｅル従来のア
クリ）ｂ系′の粘着剤としてはアクリル酸エステルを主
成分とし、このものに、アクリル酸、アクリルアミド、
メタクリル酸アミノアルキルエステル等の極性基を冶す
る単量体との共重合体のものが知られているが、物性面
には未だ不満足な点が多く、一般にゴム系の粘着剤と比
べて耐候性、耐油性において優れているものの、凝集力
において劣っている１、極性基を有する単量体を多量に
用いることによって凝集力は向上するが、反面接着ノＪ
が低下し、耐水性も低くなり易い傾向がある。またアク
リル出合体にカルボキシル基やヒドロキシル基等の反応
性のある官能基を導入して、イソンアネート化合物やメ
ラミン化合物等の架橋剤を添加して、これらの官能基を
利用して架橋せしめることにより接着力と凝集力に優れ
た粘着剤が得られるが、水分あるいは不純物等の混入に
より反応が阻害され均一な架橋反応が行なわれないため
に生じる架橋くずれや、耐湿劣化による性能の低下がわ
ゆるボア）ライフが生しるために予め多量に調・翳して
おけない等の作業性の悪さなど未解決の問題も多い。DETAILED DESCRIPTION OF THE INVENTION The present invention provides a conventional acrylic adhesive with excellent cohesive force and adhesive strength, which has an acrylic ester as its main component, and which contains acrylic acid, acrylamide, etc. ,
Copolymers with polar group-containing monomers such as methacrylic acid aminoalkyl esters are known, but there are still many unsatisfactory physical properties, and they generally have poor weather resistance compared to rubber-based adhesives. 1. Cohesive force can be improved by using a large amount of a monomer having a polar group, but anti-surface adhesion
There is a tendency for the water resistance to decrease as well. In addition, reactive functional groups such as carboxyl groups and hydroxyl groups are introduced into the acrylic polymer, and crosslinking agents such as isoneanate compounds and melamine compounds are added to create adhesives by crosslinking using these functional groups. Although adhesives with excellent strength and cohesive force can be obtained, the reaction is inhibited by moisture or impurities, etc., and the crosslinking reaction is not carried out uniformly, resulting in crosslinking collapse and deterioration in performance due to deterioration of moisture resistance. ) There are many unresolved problems such as poor workability, such as not being able to adjust or shade a large amount in advance due to the long life.
本発明省は上記のＩＪＯぎ問題をｗ１決すべく鋭意検ｔ
」を市ねた結果、セルロースエステルを存在させてアク
リル糸のＱ’ｌ ｆ＜体等を重合することによって溢ｆ
集力と連着ノＪに優れた粘着剤組成物が？与られること
を見出し、本発明を完成した。The Ministry of the Invention is conducting an earnest investigation to resolve the above IJO problem.
As a result of research on ``Q'l f< body etc. of acrylic yarn in the presence of cellulose ester, overflowing
Is there an adhesive composition that has excellent concentration and adhesion? The present invention has been completed based on the discovery that the present invention can be provided.
即ち本発明は囚セルロースエステルの存在下で（］３）
生成する重合体の二次転移点が一２５℃以下になる炭素
数４〜１２のアルキル基を有するアクリル酸エステルの
少なくとも１種、または炭素数４〜１２のアルキル基を
有するアクリル酸エステルの少なくとも１種と該アクリ
ル酸エステルと共重合１ｌｉＪ能なエチレン性不飽和単
量体の少なくとも１種とを重合することによって得られ
、八とｔＢ＋の組成比が囚ｌ〜３５重量部、１Ｂ１９９
〜６５重承部からなることを特徴とする粘着剤組成物を
提供するものである。That is, in the present invention, in the presence of a cellulose ester (]3)
At least one acrylic ester having an alkyl group having 4 to 12 carbon atoms, or at least one acrylic ester having an alkyl group having 4 to 12 carbon atoms, such that the secondary transition point of the resulting polymer is 125°C or lower. 1 type and at least one type of ethylenically unsaturated monomer capable of copolymerizing with the acrylic ester, the composition ratio of 8 and tB+ is from 1 to 35 parts by weight, 1B199
The present invention provides an adhesive composition characterized by comprising ~65 multilayer parts.
本発明で使用する内のセルロースエステルとステル化し
たものであれは良く、代表、的なもσつとして、セルロ
ースアセテート、セルロースアセテ−トブチレー計、セ
ルＶ１−ヌアセテー１−７０ロピオネー］・、セル口、
−スアセテートフタＶ−−ト、硝酸セルロース、硫酸セ
ル１ノースへｑ力声挙げられる。これらのセルロースア
セテル（１） ５ チ、比較的安価で工栗的に入手し易
く、耐戻性が良く比較的アクリル糸ポリマーとの１′［
′４溶性の良いセルロースアセテ−Ｉ−プチレー１−、
セルロースアセテートフタレート、セルロースアセｊ−
トブロピオ不一トが好ましい。Among those used in the present invention, any cellulose ester and stellate may be used, and representative examples include cellulose acetate, cellulose acetate butylene, cell V1-nuacetate 1-70 ropione], cell mouth. ,
-Suacetate cap V--t, cellulose nitrate, cellulose sulfate 1-north. These cellulose acetels (1) 5 chicks, relatively cheap, easy to obtain, good repuration, and relatively good acrylic thread polymer [
'4 Cellulose acetate I-Petile 1- with good solubility,
Cellulose acetate phthalate, cellulose acetate
Tobropio discontinuity is preferred.
本発明で使用する炭素数４〜１２のアルキル基を有する
アクリル酸エステルとしては、例えば、アクリル酸ブチ
ル、アクリル酸ヘキンル、アクリル酸２−エチルヘキン
ル、アクリル酸ラウリル等が挙げられる。Examples of the acrylic ester having an alkyl group having 4 to 12 carbon atoms used in the present invention include butyl acrylate, hekynyl acrylate, 2-ethyl hekynyl acrylate, lauryl acrylate, and the like.
また該アクリル酸エヌテルと共重合可能なエチレン性不
飽和単量体としては、例えばアクリルＶ 酸 メ チ
ル 、 ア り リ ル 酸 エ チ ル 、
ア り リ ル 酸 ）。Further, examples of ethylenically unsaturated monomers copolymerizable with the acrylic acid entel include methyl acrylic acid, ethyl arylate,
arylic acid).
ロピル、メタクリル酸メチル、メタノ１ノル酸エウ
リ ル 、 メ タ り リ ル 酸 ス テ
ア リ ル 、 メ タ り １ノ ル酸シ
クロヘキンル、アクリル酸２−ヒト０ギンノ エ チ
ル 、 ノ タ り リ ル 酸 ゾ エ チ
ル ア ミ ノ エ チ ル等の（メク）アクリ
ル酸の誘導体、アク１ノル酸口］−ン酸、フマル酸等の
エチレン性不飽牙Ｉ脂肪酸、ヌチレン、αーメチルヌ４
− ｖ ン等（Ｄ ｅ 二ｔし芳香族化合物、アクリロ
ニトリｌし、酢酸ビニルプロピオン酸ビニル、アクリル
アミド
チロールアクリルアミド、メククＩＪル酸シンクロペン
チニル等が挙げらＪする。また、ジビニルベンゼン、エ
チレングリコールジメタクｌルート、ジエチレングリコ
ールジメタクリレート等の２個以」二のエチレン性不飽
和結合を冶゛する単・量体を少゛駄使用しても・良しＸ
ｏ
これらの単量体を、得られる重合体の二次転移点が−２
５ ’ｃ以下になるように１に択して単独または２種
以上併用して用いれば良い。これらの単量体から得られ
る重合体の二次転移点か＝２５℃より高くなると粘着性
が劣り、優れた接着力が得られないからである。Lopil, methyl methacrylate, eumethanomonolate
Stearyl, metalyl lylic acid, stearyl, metalyl cyclohexyl, 2-human methyl acrylic acid
Derivatives of (meth)acrylic acid such as ethyl, ethyl, aminoethyl, ethylenically unsaturated fatty acids such as phosphoric acid, fumaric acid, Nutylene, α-methylnu4
Examples include aromatic compounds such as acrylonitrile, vinyl acetate, vinyl propionate, acrylamide tyroacrylamide, synclopentyl acid, etc. Also, divinylbenzene, ethylene glycol dimethyl It is okay to use a small amount of monomers that form two or more ethylenically unsaturated bonds, such as tacyl root and diethylene glycol dimethacrylate.
o These monomers are combined so that the resulting polymer has a secondary transition point of -2
It is preferable to select one of them and use them alone or in combination of two or more so that the temperature is 5'c or less. This is because if the secondary transition point of the polymer obtained from these monomers is higher than 25° C., the tackiness will be poor and excellent adhesive strength will not be obtained.
一般に重合体の二次転移点（ガラス転移温度）は・用い
るエグーレン性不飽和’ＪＡ 量体が決まれば予、 想
することができる。例えは、数置り， Ｅ， Ｎｉ ｅ
ｌ−８ ０ １＋著、小野木重冶訳［福分子と複合相
和のツＪ学的性質Ｊ （（１１化学同人（ １ ’９
７ ６年）発行）Ｐ．１２〜Ｐ．１７に記載されている
ように、用いる工、 ナレン性不飽和単量体の単独重合
体の二次転移点（ガラス転移温度）とその組成を知れば
、下記の式に従って近似的に求めることがてきる。In general, the second-order transition point (glass transition temperature) of a polymer can be predicted once the egulenically unsaturated polymer to be used is determined. For example, number place, E, Nie
l-8 0 1+, translated by Shigeharu Onogi [Fuku Molecules and Composite Compatibility: Scientific Properties J ((11 Kagaku Doujin (1 '9)
7 6) Published) P. 12~P. As described in 17, if you know the material used, the secondary transition temperature (glass transition temperature) of the homopolymer of the nalenically unsaturated monomer, and its composition, it can be approximately determined according to the following formula. I'll come.
Ｉ ＷＡ Ｗｌｌ
Ｔｇ ＴｇＡＴｇＢ
但し、Ｔｇ＋共重合体のガラス転移温度（°Ｋ）
Ｔ．ｇＡ ＋ Ａ成分の単独重合体のガラス転移温度（
０Ｋ）
Ｗ７旨Ａ成分の重量分率
Ｔｇｏ・・、Ｗｕ についても、各々Ｂ、・ 成分
のガラス転移温度（０Ｋ）と重量分率を示す。I WA Wll Tg TgATgB However, Tg + glass transition temperature of copolymer (°K) T. gA + Glass transition temperature of homopolymer of A component (
0K) W7 The weight fractions Tgo..., Wu of the A components also show the glass transition temperatures (0K) and weight fractions of the B and components, respectively.
ここで中独市合体の二次転移点（ガラス転移温度）は多
くの放置、論文等で発表されており、例えば、後藤邦夫
”ｌｊ ｒ Ｐｌａｓｔｉｃｓ ａｇｅＪ ２月号（１
９６９年） （■プラスチックス・エージ社発行） Ｐ
、３９−Ｐ、４６ 、あるいはＪ、Ｂｒａｎｄｒｕｐ、
Ｅ、ＨｏＩｍｍｅｇｕも）ｉｉａ ｒＰｏ ｌ ｙｍ
ｃ ｒ Ｈａｎｄ ｂｏ Ｌｌ ｋｌ （Ｊｕｌ＋
ｎ Ｗｉ ｅ ｌ ｙ＆、５ｏｕｓ社（Ｎｅｗ Ｙ
ｏｒｋ） １９７５年刊）Ｐ、１ｌｌ−１３９〜Ｐ、
１ｌＩ−１９２等に記載されている。Here, the second-order transition point (glass transition temperature) of the Sino-German merger has been published in many publications and papers, for example, Kunio Goto, “lj r Plastics ageJ February issue (1
969) (Published by Plastics Age) P
, 39-P, 46, or J, Brandrup,
E, HoImmegu too) iia rPo l ym
cr Hand bo Ll kl (Jul+
n Wiely&, 5ous company (New Y
ork) Published in 1975) P, 1ll-139~P,
11I-192, etc.
囚とｆＢｌの開きは最終的に得られる粘着剤組成物にお
いて、囚１〜３５重量部、１Ｂｌ−９９〜６５重量部と
なるように囚の存在下でＦＢ＋の単量体を重合させる。The difference between FB+ and fBl is determined by polymerizing the FB+ monomer in the presence of FB such that in the final adhesive composition, FB+ is 1 to 35 parts by weight and 1Bl is 99 to 65 parts by weight.
ここで＋Ａ＋の量が１重量部未満では優れた凝集力を持
つ、粘着剤組成物が得られず、また３５重社部を越える
と粘着性が著しく劣り、良好な接着性能が得られない。If the amount of +A+ is less than 1 part by weight, a pressure-sensitive adhesive composition with excellent cohesive force cannot be obtained, and if it exceeds 35 parts by weight, the tackiness is extremely poor and good adhesive performance cannot be obtained.
いる公知の方法で行なえば良く、特に限定されるもので
はないが、一般には■アセトン、ノチルエチルケトン、
メチルイソグチルケ１−ン等のケトン類、酢酸エチル、
酢酸ブチル等の酢酸エステル類、ブチルセロソルブ、セ
ロソルフ゛Ｑ９のエーテルアルコール類、 酢ｅセロン
ルプ、酢酸ブチルセロソルブ等のエーテルエステ／Ｉ／
類、芳占族類等で代表される有機溶剤中で、セルロース
エステルの存在下でｆＢｌの１４’ｌ１体を過酸化ベン
ゾイル、過酸化ラウロイル、シクミルバーオキザイド等
の過酸化物あるいは、α、α′−アゾビスイソブチロニ
トリル等のアゾ化合物等で代表されるラジカル重合開始
剤を単量体１００部に対して０．０１〜７重量部用いて
、また必要に応じてメルカプタン類等の分子量調節剤を
加えて０〜２００ ’Ｃの温度で２０分〜４８時間かけ
て重合させて得る方法、■特開昭５１−２８１８８号、
あるいは特開昭５７−１１７５５５号公報中に開示され
ているようにセルロースエステル
散し重合させて得る方法等がある。It may be carried out by any known method, and is not particularly limited, but in general, ■ acetone, notyl ethyl ketone,
Ketones such as methylisobutylkene, ethyl acetate,
Acetate esters such as butyl acetate, ether alcohols such as butyl cellosolve, cellosolve Q9, ether esters such as vinegar ecelonolp, butyl cellosolve acetate /I/
In the presence of cellulose ester, the 14'l1 form of fBl is treated with peroxides such as benzoyl peroxide, lauroyl peroxide, and cycumyl peroxide, or with α, A radical polymerization initiator represented by an azo compound such as α'-azobisisobutyronitrile is used in an amount of 0.01 to 7 parts by weight based on 100 parts of monomer, and if necessary, mercaptans etc. A method in which a molecular weight regulator is added and polymerized at a temperature of 0 to 200'C for 20 minutes to 48 hours, ■ JP-A-51-28188;
Alternatively, there is a method of dispersing cellulose ester and polymerizing it as disclosed in JP-A-57-117555.
本発明の粘着剤組成物に必要に応じて、有機溶剤、ｉｊ
Ｊ塑剤、粘着イτ１与キ剤、酸化防止剤や紫外ｔｆＡ
’！ψα４１１′粉の安定剤、顔料、梁側、フィラー等
の添加剤を使用１」的に応じて適宜加えても良い。An organic solvent, ij
J plastics, adhesion τ1 imparting agents, antioxidants and ultraviolet tfA
'! Additives such as a stabilizer for ψα411' powder, a pigment, a beam side, a filler, etc. may be added as appropriate depending on the usage.
このようにして得られる本発明の粘着剤組成物は紙項、
布類、その仲介泡体シート、プラスチックフィルム、金
属箔等の支持体の表面に塗工後乾燥するか、または距形
紙等へ塗工乾燥した後転写することによって粘着シート
もしくは粘着テープ等の粘着製品が得られる。The pressure-sensitive adhesive composition of the present invention obtained in this way is paper grade,
It can be applied to the surface of a support such as cloth, an intermediary foam sheet, a plastic film, or a metal foil, and then dried, or it can be applied to a rectangular paper, dried, and then transferred to create an adhesive sheet or adhesive tape. A sticky product is obtained.
次に実施例にて本発明を説明する。なお実施例および比
較例中の［部−１、「％ｊは、特にことわりのないかぎ
り各々「重量部」、「重量％」を示す。Next, the present invention will be explained with reference to Examples. In Examples and Comparative Examples, Part-1 and "%j" indicate "parts by weight" and "% by weight", respectively, unless otherwise specified.
実施例 １
攪拌機、還流冷却器、滴下装置および温度計を備えた反
応器に酢酸エチ）ｖ ３１５．２ ｓとセルローヌアセ
テートプチレート（ＣＡＢ−５５１０，２イ一ストマン
ケミカル社製）３５．０部を仕込み７５Ｃで攪拌し均一
な溶液とする。このものに、アクリル酸２−エチルへキ
ン／ｌ／”’２４５．１部、アクリル酸エチル３５０部
、アクリル酸３５０部及び過酸ベンゾイル１８部の混合
物を７５℃て２時間かけて滴下する。滴下終了後２時間
重合を続けてから、過酸化ベンゾイル０．３部と酢酸エ
チ７＋／１７．４部の混合物を加え、さらに７５℃で５
時間１Ｆ合を続ける。その後酢酸エチ／Ｉ／３１５．２
部を加え稀釈する。かくして固形分３５．０．％の極く
微かに黄色に着色した粘稠なセルロース誘導体含有粘着
剤組成物溶液が得られた。Example 1 In a reactor equipped with a stirrer, a reflux condenser, a dropping device and a thermometer, 315.2 s of ethyl acetate and 35.0 ml of cellulone acetate butyrate (CAB-5510, 2, manufactured by Istman Chemical Co., Ltd.) were added. 1 part and stir at 75C to make a homogeneous solution. A mixture of 245.1 parts of 2-ethylhequin/l/'' acrylate, 350 parts of ethyl acrylate, 350 parts of acrylic acid, and 18 parts of benzoyl peroxide was added dropwise to this mixture over a period of 2 hours at 75°C. After the dropwise addition was completed, polymerization was continued for 2 hours, and then a mixture of 0.3 parts of benzoyl peroxide and 7+/17.4 parts of ethyl acetate was added, and the mixture was further heated at 75°C for 5 hours.
Continue for 1F time. Then ethyl acetate/I/315.2
dilute by adding 1 part. Thus the solids content was 35.0. A viscous cellulose derivative-containing pressure-sensitive adhesive composition solution with a very faint yellow color was obtained.
この溶液を２５ ｐｍ のポリエステルフィルムの」二
に乾燥膜厚が３０μｍ になるようにドクターグレード
を用いて０布し、１０５℃て３分間乾燥した後、離形紙
を重ね貼合して粘着シートを作成し、接着力、凝集力を
一１１定した。その結果を表１に示す。This solution was applied to a 25 pm polyester film using a doctor grade cloth so that the dry film thickness was 30 μm, and after drying at 105°C for 3 minutes, a release paper was laminated to form an adhesive sheet. was prepared, and the adhesive force and cohesive force were constant. The results are shown in Table 1.
実施例 ２ 実施例１て用いたものと同様な反応器に。Example 2 In a reactor similar to that used in Example 1.
酸１駿エチル３ ］、 ５．２部とセルロースアセテ−
ドブデレー１．（ＣＡＢ−３８１０，１イーストマンケ
ミカル社製鶫！り ７０．１部を仕込み、７５ ’（で
攪拌し均一な溶液とする。このものにアクリル酸２−・
エチルヘキンル２１７．８部、アクリル酸エチル３１２
部、アクリル酸３１．２部２よび過酸化ベンゾイル１６
部の混合物を７５ ’Ｃで２時間かけて滴下する。滴下
終了後２時間重合を続けてから、過酸化ベンゾイル０３
部と酢酸エチ／ｌ／ １７．４部の混合物を加え、さら
に７５ ’Ｃで５時間反応を続ける。その後酢酸エチ／
ｌ／ ３１５．２部を加え攪拌する。かくして固形分３
５．０％の粘稠なセルロース誘導体含有粘着剤組成物溶
液が得られた。1 ethyl acid, 5.2 parts and cellulose acetate
Dobdeley 1. Add 70.1 parts of CAB-3810, 1 made by Eastman Chemical Co., Ltd. and stir at 75' to make a homogeneous solution.Add acrylic acid 2-.
217.8 parts of ethyl hequinyl, 312 parts of ethyl acrylate
2 parts, 31.2 parts of acrylic acid and 16 parts of benzoyl peroxide.
The mixture was added dropwise over a period of 2 hours at 75'C. After continuing the polymerization for 2 hours after the dropwise addition, benzoyl peroxide 03
and 17.4 parts of ethyl acetate/l was added thereto, and the reaction was further continued at 75'C for 5 hours. Then ethyl acetate/
Add 315.2 parts of l/315.2 parts and stir. Thus solid content 3
A 5.0% viscous cellulose derivative-containing adhesive composition solution was obtained.
この溶液を実施例１と同様に評価し、その結果を表１に
示す。This solution was evaluated in the same manner as in Example 1, and the results are shown in Table 1.
実施例 ３
実施例１で用いたものと同様な反応器に、１−グチレー
ト（ＣＡＢ−５５１０，２）１８．９部を仕込み７５℃
で攪拌し均一な溶液とする。Example 3 Into a reactor similar to that used in Example 1, 18.9 parts of 1-gutylate (CAB-5510,2) was charged and heated at 75°C.
Stir to make a homogeneous solution.
過酸化ベンゾイル４０部および酢酸エチル７１７部の混
合物を７５℃て２時間かけてｌ滴下する。滴下終了後、
２時間屯合を続けて力・ら、ヌチレン４４１部、アクリ
ル酸７．２部、メタクリル酸グリンジル１．１部、過酸
化ベンゾイル０，９部および酢酸エチル１２２部σ）混
合物を７５℃で２時間かけて滴下する。滴下終了後、２
時間重合を続けてｉ）１ら過酸イヒベンゾイル０．２部
および酢酸エチル１６．０部の混合物を添加してさらシ
こ７５℃で５時間重合を続ける。かくして、固形分３７
９％σ）粘稠なセルロース誘導体含有粘着剤組成物溶液
力ζ１μられた。A mixture of 40 parts of benzoyl peroxide and 717 parts of ethyl acetate is added dropwise at 75° C. over 2 hours. After the dripping is finished,
441 parts of nutylene, 7.2 parts of acrylic acid, 1.1 parts of grindyl methacrylate, 0.9 parts of benzoyl peroxide and 122 parts of ethyl acetate were mixed at 75°C for 2 hours. Drip over time. After finishing dropping, 2
After continuing the polymerization for an hour, i) a mixture of 0.2 parts of hibenzoyl peroxide and 16.0 parts of ethyl acetate was added, and the polymerization was continued at 75°C for 5 hours. Thus, the solid content is 37
9%σ) The solution strength of the viscous cellulose derivative-containing adhesive composition was ζ1μ.
この溶液を実施例１と同様に評価し、その結果を表１に
示す。This solution was evaluated in the same manner as in Example 1, and the results are shown in Table 1.
比、１ぐ例 １
実施例１てＦｆｌいたものとｔ同様な反応器に酢酸コニ
チル３１４．０部を仕込み７５゛Ｃに加熱する。このも
のにアクリル酸２−エチルヘキシル２７２４部、アクリ
ル酸エチル３８９部アクリル酸３８９部および過酸化ベ
ンゾイル２０部の混合物を７５ ’ｃで２時間かげて滴
下すイ）。滴下終了２時間後（こ、過酸化ベンゾイル０
．４ ＋’ｉ（＋と酢酸エチル１９４部の混合物を添カ
コシ、さらに７５ ’ｃで５時間重合を続ける。Ratio, Example 1 314.0 parts of conityl acetate was charged into a reactor similar to that used in Example 1 and heated to 75°C. A mixture of 2,724 parts of 2-ethylhexyl acrylate, 389 parts of ethyl acrylate, 389 parts of acrylic acid and 20 parts of benzoyl peroxide was added dropwise to this mixture at 75'C for 2 hours. 2 hours after completion of dripping (0 benzoyl peroxide)
．． Add a mixture of 4+'i(+ and 194 parts of ethyl acetate), and continue polymerization at 75'C for 5 hours.
その後酢酸エチル３１４．０部を加えて攪拌する。かく
して固形分３５０％の無色の粘稠な粘着剤組成物溶液が
得ら〕ｔた。Thereafter, 314.0 parts of ethyl acetate was added and stirred. A colorless and viscous adhesive composition solution having a solid content of 350% was thus obtained.
この溶液を実施例１と同様に評価し、そのＭ−ＪＡ＋を
表１に示す様に囚のセルロースエステルの不存在下に（
Ｂｌの単量体を重合した場合は凝集力に劣るものであっ
た。This solution was evaluated in the same manner as in Example 1, and its M-JA+ was evaluated in the absence of the cellulose ester (as shown in Table 1).
When Bl monomer was polymerized, the cohesive force was poor.
比較例 ２
実施例１とで用いたものと同様な反応器に酢酸エチル３
１６０部とセルロースアセテ−１−グチレート（ＣＡＢ
５５１−０．２ イーストマンケミカル社製）
１４０．０部をイ」込み７５°Ｃて攪拌し均一な溶液と
する。このものにアクリル酸２−エチルへキンル１６３
３部５、 ア り リ ル 酸 エ チ
ル ２ ３ ３ 部 、 ア り リ ル 酸 ２
３．３部および過酸化ベンゾイル１．２部の混合物を滴
下する。滴下終了２時間後、粘度の著しく高くなったｍ
Ｗｔに過酸化物０．３部及び酢酸エチル１１７．１部の
混合物を加え、さらに７５℃で５時間重合を続ける。そ
の後、酢酸エチル２１５．５部を加えて稀釈する。かく
して固形分３５０％の粘稠なセルロース誘導体を含むア
クリル樹脂溶液が得られた。Comparative Example 2 In a reactor similar to that used in Example 1, 3 ethyl acetate was added.
160 parts and cellulose acetate-1-glylate (CAB
551-0.2 Manufactured by Eastman Chemical Company)
Add 140.0 parts and stir at 75°C to make a homogeneous solution. This is 2-ethyl acrylate 163
Part 3 5, aryl acid ethi
2 3 parts 3 parts, 2 parts allylic acid
A mixture of 3.3 parts and 1.2 parts of benzoyl peroxide is added dropwise. 2 hours after the completion of dropping, the viscosity became significantly higher.
A mixture of 0.3 parts of peroxide and 117.1 parts of ethyl acetate is added to Wt, and the polymerization is further continued at 75°C for 5 hours. Thereafter, 215.5 parts of ethyl acetate is added to dilute. In this way, an acrylic resin solution containing a viscous cellulose derivative with a solid content of 350% was obtained.
この溶液を実施例１と同様ｔこ評価し、その！果を表１
に示す様に（５）のセルロースエステルが４０重量部と
多くなると接着力が劣る。This solution was evaluated in the same manner as in Example 1, and the! Table 1
As shown in the figure, when the amount of cellulose ester (5) is as large as 40 parts by weight, the adhesive strength becomes poor.
［
×Ｉ Ｔｇ ＋エチレン性不飽和単量体よりなる重
合体の二次転移点（Ｃ）
×２ 粘ｊｉ”、Ｆ性能試験ジノ法
１接Ｉ＋’ＪノＪ
１′１） 試料の大きさ、 ２５１＃ Ｘ １５０１
１１１（２） 被 着 体 、ステンレス５ＵＳ２７
（厚さ Ｊ ａｎ ）
（３） 貼 合 せ ； ２ ｋｑゴムローラーで２
往復、２３℃、６５
％ＲＨ′雰囲気中て１
時間放置。[×I Tg + Secondary transition point of polymer made of ethylenically unsaturated monomer (C) , 251# x 1501
111(2) Adherent: Stainless steel 5US27
(Thickness J an) (3) Lamination; 2 with 2 kq rubber roller
Back and forth, left in 23℃, 65%RH' atmosphere for 1 hour.
（４） 測 定 、１８０°方向に３００Ｍ
１／分の速度で剥離強度
を測定。（２３℃、
６５％ＲＨ）
２ 凝集力
は） 試料の大ぎさ、２５順×１５０肩Ｍ（２） 貼
合せ面積 、２０鰭Ｘ２０１＋１１（ステンレス５ＵＳ
２７）
（３） 貼 合 せ 、２紳ゴムローラーでｌ往復、
２３’Ｃ，６５
％ＲＨ雰囲気中で３ミ
分数ｉｉ’ｔ
（４） 測 定 、４０Ｃの雰囲屯下て１人ｑの
荷重をかけて、
落下するまでの時間
をン１１１１定。(4) Measurement: 300M in 180° direction
Peel strength was measured at a speed of 1/min. (23℃, 65%RH) 2 Cohesive force is) Sample size, 25 order x 150 shoulders M (2) Pasting area, 20 fins x 201 + 11 (stainless steel 5US)
27) (3) Lamination, one round trip with two rubber rollers,
(4) Measurement in an atmosphere of 23'C and 65% RH, applying a load of 1 person q under an atmosphere of 40C, and determining the time taken to fall.
特許出願人ダイセル化学工業株式会社Patent applicant Daicel Chemical Industries, Ltd.
Claims (1)
になる炭素数４〜１２のアルキル基を有するアクリル酸
エステルの少なくとも１種または炭素数４〜１２のアル
キル基を有するアクリル酸エステルの少なくとも１種と
該アクリって得られ、内とｆＢｌの組成比がへ１〜３５
重量部、 ［Ｂｌ ９９〜６５重量部からなることを特
徴とする粘着剤組成物。[Scope of Claims] At least one acrylic ester having an alkyl group having 4 to 12 carbon atoms or having an alkyl group having 4 to 12 carbon atoms such that the secondary transition point of the polymer produced by fBl in the presence of a cellulose ester is 125°C or less The acrylate is obtained by reacting with at least one acrylic ester having 4 to 12 alkyl groups, and the composition ratio of fBl to fBl is 1 to 35.
An adhesive composition comprising 99 to 65 parts by weight of [Bl].
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7926583A JPS59204673A (en) | 1983-05-09 | 1983-05-09 | Adhesive composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7926583A JPS59204673A (en) | 1983-05-09 | 1983-05-09 | Adhesive composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS59204673A true JPS59204673A (en) | 1984-11-20 |
Family
ID=13685024
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7926583A Pending JPS59204673A (en) | 1983-05-09 | 1983-05-09 | Adhesive composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59204673A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4647617A (en) * | 1985-01-19 | 1987-03-03 | Hayashikane Shipbuilding & Engineering Co., Ltd. | Water absorbent crosslinked polymer and a method of producing the same containing cellulosis fibers |
| US5536778A (en) * | 1992-05-01 | 1996-07-16 | Minnesota Mining And Manufacturing Company | Pressure sensitive adhesive comprising cellulose |
| WO2008051015A1 (en) * | 2006-10-26 | 2008-05-02 | Cheil Industries Inc. | Photocurable pressure-sensitive adhesive composition including acrylic binder resin, adhesive tape using the same, and associated methods |
| JP2010270214A (en) * | 2009-05-21 | 2010-12-02 | Mitsubishi Rayon Co Ltd | Polymer and method for producing the same, thermoplastic resin composition, and molded article |
| JP2011016927A (en) * | 2009-07-09 | 2011-01-27 | Mitsubishi Rayon Co Ltd | Polymer containing cellulose derivative, method for producing the same, thermoplastic resin composition, and molding |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5241771A (en) * | 1975-09-29 | 1977-03-31 | Kayaba Ind Co Ltd | Brake system for oilhydraulic running vehicle |
| JPS57174367A (en) * | 1981-04-20 | 1982-10-27 | Kazuo Saotome | Adhesive composition |
-
1983
- 1983-05-09 JP JP7926583A patent/JPS59204673A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5241771A (en) * | 1975-09-29 | 1977-03-31 | Kayaba Ind Co Ltd | Brake system for oilhydraulic running vehicle |
| JPS57174367A (en) * | 1981-04-20 | 1982-10-27 | Kazuo Saotome | Adhesive composition |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4647617A (en) * | 1985-01-19 | 1987-03-03 | Hayashikane Shipbuilding & Engineering Co., Ltd. | Water absorbent crosslinked polymer and a method of producing the same containing cellulosis fibers |
| US5536778A (en) * | 1992-05-01 | 1996-07-16 | Minnesota Mining And Manufacturing Company | Pressure sensitive adhesive comprising cellulose |
| WO2008051015A1 (en) * | 2006-10-26 | 2008-05-02 | Cheil Industries Inc. | Photocurable pressure-sensitive adhesive composition including acrylic binder resin, adhesive tape using the same, and associated methods |
| JP2010270214A (en) * | 2009-05-21 | 2010-12-02 | Mitsubishi Rayon Co Ltd | Polymer and method for producing the same, thermoplastic resin composition, and molded article |
| JP2011016927A (en) * | 2009-07-09 | 2011-01-27 | Mitsubishi Rayon Co Ltd | Polymer containing cellulose derivative, method for producing the same, thermoplastic resin composition, and molding |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2523718B2 (en) | Pressure sensitive adhesive composition | |
| EP0436159B1 (en) | Hot melt pressure sensitive adhesive based on acrylates | |
| US3222419A (en) | Pressure sensitive adhesive compositions | |
| KR930010442B1 (en) | Process for the preparation of pressure-sensitive polymer adhesive | |
| EP2878606B1 (en) | UV-curable composition and pressure sensitive adhesive having breathability derived therefrom, as well as method for manufacturing the same | |
| DE2718716A1 (en) | DISPERSION ADHESIVE BASED ON AETHYLENE-VINYL ACETATE COPOLYMERISATE | |
| US3900674A (en) | Interpolymers of alkyl acrylates, unsaturated carboxylic acids and unsaturated hydroxylated amides as pressure-sensitive adhesives and articles thereof | |
| EP3137523A1 (en) | Physically crosslinkable adhesive copolymer | |
| KR20160148457A (en) | Pressure-sensitive adhesive composition | |
| JP3670049B2 (en) | Delayed tack type pressure-sensitive adhesive composition | |
| JPS59204673A (en) | Adhesive composition | |
| US3738971A (en) | Interpolymers of acrylates,unsaturated acids and hydroxylated amides as pressure-sensitive adhesives | |
| JPS60197780A (en) | Restrippable pressure-sensitive adhesive | |
| JP3491298B2 (en) | Pressure-sensitive adhesives and their adhesive sheets | |
| JPS63268784A (en) | Substrate-less double-sided tacky tape | |
| JPH03292379A (en) | Pressure-sensitive adhesive tape or sheet | |
| JPH04173890A (en) | Pressure-sensitive adhesive and tacky member | |
| JPH023835B2 (en) | ||
| JPH02110183A (en) | Acrylic pressure-sensitive adhesive | |
| JPH10306274A (en) | Aqueous resin dispersion for pressure-sensitive adhesive | |
| JP2873352B2 (en) | Pressure sensitive adhesive | |
| JP2004204007A (en) | Adhesive composition | |
| JP4297243B2 (en) | Water-based adhesive composition | |
| JP2985139B2 (en) | Pressure-sensitive adhesive layer, method for producing the same, and adhesive sheet | |
| JPH0144266B2 (en) |