JP2003176406A - Phosphorus-containing phenoxy resin - Google Patents

Phosphorus-containing phenoxy resin

Info

Publication number
JP2003176406A
JP2003176406A JP2002294138A JP2002294138A JP2003176406A JP 2003176406 A JP2003176406 A JP 2003176406A JP 2002294138 A JP2002294138 A JP 2002294138A JP 2002294138 A JP2002294138 A JP 2002294138A JP 2003176406 A JP2003176406 A JP 2003176406A
Authority
JP
Japan
Prior art keywords
magnetic
phosphorus
phenoxy resin
containing phenoxy
resin
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
JP2002294138A
Other languages
Japanese (ja)
Other versions
JP3873253B2 (en
Inventor
Toshihiko Kawamoto
俊彦 川本
Hitoshi Sato
仁志 佐藤
Shigeru Kurosawa
茂 黒澤
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.)
Tohto Kasei Co Ltd
Original Assignee
Tohto Kasei 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 Tohto Kasei Co Ltd filed Critical Tohto Kasei Co Ltd
Priority to JP2002294138A priority Critical patent/JP3873253B2/en
Publication of JP2003176406A publication Critical patent/JP2003176406A/en
Application granted granted Critical
Publication of JP3873253B2 publication Critical patent/JP3873253B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Abstract

<P>PROBLEM TO BE SOLVED: To obtain a phosphorus-containing phenoxy resin useful as a halogen- free magnetic coating material. <P>SOLUTION: This phosphorus-containing phenoxy resin is obtained by adding 3,4,5,6-dibenzo-1,2-oxaphosphane-2-oxide as a phosphorus compound to a phenoxy resin comprising a bisphenol and an epihalohydrin or diglycidyl ether and has excellent dispersibility of magnetic powder. Consequently, a magnetic recording medium having excellent properties such as high sensitivity, high recording density, high durability and high reliability can be obtained. <P>COPYRIGHT: (C)2003,JPO

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【発明の属する技術分野】本発明は、磁気テ−プ等の磁
性記録媒体の磁性塗料用組成物に使用しうる燐含有フェ
ノキシ樹脂に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a phosphorus-containing phenoxy resin which can be used in a magnetic coating composition for a magnetic recording medium such as a magnetic tape.

【0002】[0002]

【従来の技術】オ−ディオ,ビデオ、コンピュ−タ−用
磁気記録テ−プ、カ−ド、ディスク等の磁気記録媒体
は、通常ポリエステルフィルム等の非磁性支持体上に強
磁性粉末と結合剤、有機溶剤及び、必要に応じて、他の
添加剤等からなる磁性塗料を塗布し、磁性粉末を配向
後、乾燥、硬化させることによって製造される。磁性記
録媒体として要求される高感度、高記録密度、高S/N
比、高信頼度等優れた性能を得るためには、磁性塗料に
おいて強磁性粉末の樹脂中への分散性、塗膜の平滑性及
び支持体との密着性、機械的強度等の特性に優れていな
ければならない。
2. Description of the Related Art Magnetic recording media such as audio recording, video recording, magnetic recording tape for computers, cards and disks are usually combined with a ferromagnetic powder on a non-magnetic support such as a polyester film. It is manufactured by applying a magnetic coating material comprising an agent, an organic solvent and, if necessary, other additives, orienting the magnetic powder, and then drying and curing. High sensitivity, high recording density and high S / N required for magnetic recording media
In order to obtain excellent performances such as ratio and high reliability, magnetic paint has excellent properties such as dispersibility of ferromagnetic powder in resin, smoothness of coating film, adhesion to support, and mechanical strength. Must be

【0003】従来一般に使用されている磁性記録媒体に
用いられる磁性塗料中の結合剤は、例えば塩化ビニル−
酢酸ビニル共重合体、塩化ビニル−酢酸ビニル−ビニル
アルコ−ル共重合体、ポリオ−ルとポリイソシアネ−ト
との反応によってできるポリウレタン樹脂、ビスフェノ
−ルA型フェノキシ樹脂とイソシアネ−ト等が広く利用
されていた。近年、特にVTR(ビデオテ−プレコ−ダ
−)用等の磁気記録媒体においては、磁性粉末の微粒子
化、高磁力化が図られるようになり、磁性層中に於ける
磁性粉末の充填密度を増大させる事により、高再生出力
を得る方法が取られて来た。その結果、磁性粉末の比表
面積の増大、高磁化による凝集力の増大により、従来使
用されていた磁性塗料の結合剤では磁性粉末の分散性や
塗膜の表面平滑性が得られなくなって来た。また、塩化
ビニル共重合体では、ハロゲンを含有するため、廃棄処
分時に環境汚染の問題がある。
The binder in the magnetic paint used for the magnetic recording medium that has been generally used in the past is, for example, vinyl chloride.
Vinyl acetate copolymers, vinyl chloride-vinyl acetate-vinyl alcohol copolymers, polyurethane resins formed by the reaction of polyol and polyisocyanate, bisphenol A type phenoxy resin and isocyanate are widely used. Was there. In recent years, particularly in magnetic recording media for VTRs (video tape recorders) and the like, it has become possible to make the magnetic powder finer and to have a higher magnetic force, thereby increasing the packing density of the magnetic powder in the magnetic layer. By doing so, a method of obtaining a high reproduction output has been adopted. As a result, due to the increase in the specific surface area of the magnetic powder and the increase in the cohesive force due to the high magnetization, the dispersibility of the magnetic powder and the surface smoothness of the coating film cannot be obtained with the binder of the magnetic paint that has been conventionally used. . Further, since the vinyl chloride copolymer contains halogen, there is a problem of environmental pollution at the time of disposal.

【0004】[0004]

【発明が解決しようとする課題】そこで本発明者らはハ
ロゲンを含有しない磁性塗料として有用な樹脂について
種々検討した結果、本発明を完成したもので、本発明の
目的はハロゲンを含有しない磁性塗料として有用な燐含
有フェノキシ樹脂を提供することを目的とする。
Therefore, the present inventors have made various studies on resins useful as a halogen-free magnetic coating material, and as a result, the present invention has been completed. An object of the present invention is to provide a halogen-free magnetic coating material. An object of the present invention is to provide a phosphorus-containing phenoxy resin useful as the above.

【0005】[0005]

【問題点を解決するための手段】本発明の要旨は、3,
4,5,6−ジベンゾ−1,2−オキサホスファン−2
−オキサイドを導入した燐含有フェノキシ樹脂或いは
3,4,5,6−ジベンゾ−1,2−オキサホスファン
−2−オキサイドヒドロキノンを導入した燐含有フェノ
キシ樹脂である。すなわち、本発明は、燐含有量が0.
01重量%以上のフェノキシ樹脂であって、該燐化合物
含有フェノキシ樹脂を磁気テ−プ等の磁性記録媒体にお
いて、バインダ−成分として含有させることにより、磁
気記録層に磁性粉の分散性や磁性層の表面平滑性の改善
を図り、得られる磁性記録媒体の耐久性、磁気特性等の
向上が得られるのである。
The gist of the present invention is 3,
4,5,6-dibenzo-1,2-oxaphosphane-2
A phosphorus-containing phenoxy resin into which oxide is introduced or a phosphorus-containing phenoxy resin into which 3,4,5,6-dibenzo-1,2-oxaphosphane-2-oxide hydroquinone is introduced. That is, the present invention has a phosphorus content of 0.
A phenoxy resin of 01% by weight or more, wherein the phosphorus compound-containing phenoxy resin is contained as a binder component in a magnetic recording medium such as a magnetic tape, the dispersibility of magnetic powder in the magnetic recording layer and the magnetic layer. The surface smoothness of the magnetic recording medium can be improved, and the durability and magnetic characteristics of the obtained magnetic recording medium can be improved.

【0006】[0006]

【発明の実施の形態】本発明にかかるフェノキシ樹脂
は、例えばビスフェノ−ル類とエピハロヒドリンとから
製造したり、フェノ−ル類エポキシ樹脂とビスフェノ−
ル類からの付加重合反応により製造される。フェノキシ
樹脂の原材料として用いられるビスフェノ−ル類は、代
表的には2,2ビス(4−ヒドロキシフェニル)プロパ
ン、ビス(4−ヒドロキシフェニル)メタン、ビス(4
−ヒドロキシフェニル)スルホン、ビス(4−ヒドロキ
シフェニル)スルフィド、3,4,5,6−ジベンゾ−
1,2−オキサホスファン−2−オキサイドヒドロキノ
ンなどが挙げられる。ビスフェ−ル類エポキシ樹脂は、
上記ビスフェノ−ル類とエピハロヒドリンから公知の方
法によって得られる。本発明のフェノキシ樹脂は、上記
のビスフェノ−ル類及びそのエポキシ樹脂、又はエピハ
ロヒドリンの反応モル数比率を調整することで公知の方
法で容易に製造することが出来る。あるいは、上記ビス
フェノ−ル類の組み合わせによって、共重合フェノキシ
樹脂も同様に得られる。
BEST MODE FOR CARRYING OUT THE INVENTION The phenoxy resin according to the present invention is produced, for example, from a bisphenol and an epihalohydrin, or a phenol epoxy resin and a bisphenol.
It is produced by an addition polymerization reaction from silanes. Bisphenols used as raw materials for phenoxy resin are typically 2,2 bis (4-hydroxyphenyl) propane, bis (4-hydroxyphenyl) methane, bis (4
-Hydroxyphenyl) sulfone, bis (4-hydroxyphenyl) sulfide, 3,4,5,6-dibenzo-
1,2-oxaphosphane-2-oxide hydroquinone and the like can be mentioned. Bisphenol epoxy resin,
It can be obtained from the above-mentioned bisphenols and epihalohydrin by a known method. The phenoxy resin of the present invention can be easily produced by a known method by adjusting the reaction mole ratio of the above-mentioned bisphenols and the epoxy resin thereof, or epihalohydrin. Alternatively, a copolymerized phenoxy resin can be similarly obtained by combining the above-mentioned bisphenols.

【0007】本発明に於いて、前述のフェノキシ樹脂に
燐化合物を導入すると、磁性粉との高い親和性を示し、
磁性粉との分散性がより一層有効な効果を挙げる事が出
来る。フェノキシ樹脂に燐化合物を導入する方法とし
て、一つは主鎖に燐化合物を共重合により導入し、具体
的には3,4,5,6−ジベンゾ−1,2−オキサホス
ファン−2−オキサイドヒドロキノンが挙げられる。一
つは末端残存のエポキシ基に燐化合物を反応させ導入す
る,代表的には3,4,5,6−ジベンゾ−1,2−オ
キサホスファン−2−オキサイド等がある。勿論、上記
燐化合物及び上記以外のトリ燐酸エステル等の添加もま
た使用可能である。燐化合物の導入量は、全樹脂量中の
燐として0.01重量部から1重量部を含有することが
有効である。
In the present invention, when a phosphorus compound is introduced into the above-mentioned phenoxy resin, it exhibits high affinity with magnetic powder,
The effect that the dispersibility with the magnetic powder is even more effective can be achieved. As a method of introducing a phosphorus compound into a phenoxy resin, one is to introduce a phosphorus compound into the main chain by copolymerization, specifically, 3,4,5,6-dibenzo-1,2-oxaphosphane-2- Oxide hydroquinone is mentioned. One is to introduce a phosphorus compound by reacting with an epoxy group remaining at the terminal, typically, 3,4,5,6-dibenzo-1,2-oxaphosphane-2-oxide. Of course, addition of the above phosphorus compound and triphosphoric acid ester other than the above can also be used. It is effective that the phosphorus compound is introduced in an amount of 0.01 to 1 part by weight as phosphorus in the total amount of resin.

【0008】本発明にかかる燐含有フェノキシ樹脂に、
他のバインダ−樹脂、硬化剤、磁性粉、他の添加剤(例
えば、帯電防止剤、潤滑剤、研磨剤等)、有機溶剤など
の成分を必要に応じて添加して磁性塗料用組成物を得る
ことが出来る。そして、この磁性塗料用組成物を非磁性
支持体上に塗布して磁性層を形成する。したがって、磁
性層の1例としては、強磁性粉末を本発明の燐含有フェ
ノキシ樹脂と硬化剤であるイソシアネ−トを有機溶剤に
溶かし調整された磁性塗料をポリエステルフィルムの非
磁性支持体の表面に塗布し、配向、乾燥、硬化させて形
成させる。
In the phosphorus-containing phenoxy resin according to the present invention,
A magnetic coating composition is prepared by adding other binder resin, curing agent, magnetic powder, other additives (eg, antistatic agent, lubricant, abrasive, etc.), organic solvent and other components as necessary. You can get it. Then, this magnetic coating composition is applied onto a non-magnetic support to form a magnetic layer. Therefore, as an example of the magnetic layer, a magnetic coating prepared by dissolving ferromagnetic powder in the phosphorus-containing phenoxy resin of the present invention and an isocyanate as a curing agent in an organic solvent is applied to the surface of the non-magnetic support of the polyester film. It is formed by coating, orienting, drying and curing.

【0009】以下に、本発明にかかる燐含有フェノキシ
樹脂の応用面として、本発明にかかる燐含有フェノキシ
樹脂を含有した磁性塗料用組成物について説明する。主
要部分である本発明にかかる燐含有フェノキシ樹脂は、
分子内に燐化合物を導入することにより極性を増し、磁
性粉と親和性を向上させ、イソシアネ−トとの硬化反応
よる架橋密度を高め、耐久性のある塗膜を形成させるこ
とが出来る。また、分子内側鎖水酸基を有しているた
め、非磁性支持体層との密着性を備えており、磁性粉の
分散性、引いては電磁交換特性及び塗膜の表面平滑性を
もたらす作用がある。上記燐含有フェノキシ樹脂は、バ
インダ−としての働きを有している点で、他のバインダ
−樹脂(例えばポリウレタン樹脂等)と併用することが
出来る。
The composition of the magnetic coating material containing the phosphorus-containing phenoxy resin according to the present invention will be described below as an application aspect of the phosphorus-containing phenoxy resin according to the present invention. The phosphorus-containing phenoxy resin according to the present invention, which is a main part, is
By introducing a phosphorus compound into the molecule, the polarity can be increased, the affinity with the magnetic powder can be improved, the crosslinking density due to the curing reaction with the isocyanate can be increased, and a durable coating film can be formed. In addition, since it has a hydroxyl group on the inner chain of the molecule, it has adhesiveness with the non-magnetic support layer, and it has the function of providing dispersibility of magnetic powder, and eventually electromagnetic exchange characteristics and surface smoothness of the coating film. is there. The phosphorus-containing phenoxy resin can be used in combination with other binder resin (for example, polyurethane resin) in that it functions as a binder.

【0010】硬化剤成分は、燐含有フェノキシ樹脂の側
鎖の水酸基と反応するイソシアネ−トが使用可能である
が、このイソシアネ−トによる硬化を促進するために、
有機スズ系或いはアミン系の触媒を使用することも出来
る。併用ポリウレタン樹脂としては、ポリオ−ルとポリ
イソシアネ−トとの反応によって合成出来る。使用可能
なポリオ−ルとしては、フタル酸、アジピン酸、二量化
リノレイン酸、マレイン酸等の有機二塩基酸とエチレン
グリコ−ル、プロピレングリコ−ル、ブチレングリコ−
ル、ジエチレングリコ−ル等のグリコ−ル類もしくはト
リメチロ−ルプロパン、ヘキサトリオ−ル、グリセリ
ン、ヘキサトリオ−ル、トリメチロ−ルメタン、ペタエ
リスリト−ル等の多価アルコ−ル類もしくはこれらのグ
リコ−ル類及び多価アルコ−ル類の中から選ばれた任意
の二種以上のポリオ−ルとの反応によって合成されたポ
リエステルポリオ−ル;又は、s−カプロラクタム、α
−1−カプロラクタムなどのカプロラクタム類から合成
されるラクトン系ポリエステルポリオ−ル;エチレンオ
キサイド、プロピレンオキサイド等から合成されるポリ
エステルポリオ−ル等が挙げられる。
As the curing agent component, an isocyanate that reacts with the hydroxyl group of the side chain of the phosphorus-containing phenoxy resin can be used. In order to accelerate the curing by this isocyanate,
It is also possible to use an organotin-based or amine-based catalyst. The polyurethane resin used in combination can be synthesized by the reaction of polyol and polyisocyanate. Examples of usable polyols include organic dibasic acids such as phthalic acid, adipic acid, dimerized linoleic acid, and maleic acid, and ethylene glycol, propylene glycol, butylene glycol.
Or glycols such as diethylene glycol, trimethylolpropane, hexatriol, glycerin, hexatriol, trimethylolmethane, polyalcohols such as petaerythritol, or glycols thereof. And polyester polyol synthesized by reaction with any two or more polyols selected from polyhydric alcohols; or s-caprolactam, α
Lactone polyester polyols synthesized from caprolactams such as -1-caprolactam; polyester polyols synthesized from ethylene oxide, propylene oxide and the like.

【0011】これらのポリオ−ルは、トリレンジイソシ
アネ−ト、ヘキサメチレンジイソシアネ−ト、メチレン
ジイソシアネ−ト、メタキシリレンジイソシアネ−ト等
のイソシアネ−ト化合物と反応せしめ、それによってウ
レタン化したポリエステルポリウレタン、ポリエ−テル
ポリウレタンが合成される。また、遊離したイソシアネ
−ト基及び/又はヒドロキシル基を含有するウレタン樹
脂、またはウレタンプレポリマ−の形でも、或いは、こ
れらの反応性末端基を有しないものであってもよい。ポ
リウレタン、ウレタンプレポリマ−、ウレタンエラスト
マ−は、公知の方法で作られる。これらのうち、遊離イ
ソシアネ−トを含有するものは、燐含有フェノキシ樹脂
の硬化剤としても作用する。
These polyols are reacted with an isocyanate compound such as tolylene diisocyanate, hexamethylene diisocyanate, methylene diisocyanate, metaxylylene diisocyanate, etc. Thus, urethanized polyester polyurethane and polyether polyurethane are synthesized. Further, it may be in the form of a urethane resin containing a free isocyanate group and / or a hydroxyl group, or a urethane prepolymer, or may not have these reactive terminal groups. Polyurethane, urethane prepolymer and urethane elastomer are produced by a known method. Among these, those containing free isocyanate also act as a curing agent for the phosphorus-containing phenoxy resin.

【0012】磁性層に用いられる強磁性粉末には、強磁
性酸化鉄粒子、強磁性二酸化クロム、強磁性合金粉末、
六方晶系バリウムフェライト微粒子、窒化鉄、メタル粉
等が挙げられる。さらに、上記磁性層には、他の添加剤
として分散剤、滑剤、研磨剤、帯電防止剤、防錆剤等が
加えられてもよい。
The ferromagnetic powder used in the magnetic layer includes ferromagnetic iron oxide particles, ferromagnetic chromium dioxide, ferromagnetic alloy powder,
Examples include hexagonal barium ferrite fine particles, iron nitride, and metal powder. Further, a dispersant, a lubricant, an abrasive, an antistatic agent, a rust preventive, etc. may be added to the magnetic layer as other additives.

【0013】これらの構成材料は有機溶剤に溶かし調整
されるが,代表的には、アセトン、メチルエチルケト
ン、メチルイソブチルケトン、シクロヘキサノン等のケ
トン類、酢酸メチル、酢酸エチル、酢酸グリコ−ルモノ
エチルエ−テル等のエステル類、グリコ−ルジメチルエ
−テル、ジオキサン等のエ−テル類、ベンゼン、トルエ
ン、キシレン等の芳香族炭化水素、ヘキサン、ヘプタン
等の脂肪族炭化水素類、塩素化炭化水素類及びその混合
溶媒が挙げられる。以上の構成成分からなる磁性塗料は
磁性粉100重量部に対して、バインダ−樹脂成分5〜
400重量部、好ましくは10〜200重量部の範囲で
使用される。
These constituent materials are prepared by dissolving them in an organic solvent. Typically, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, etc., methyl acetate, ethyl acetate, glycol acetate monoethyl ether, etc. Esters, ethers such as glycol dimethyl ether and dioxane, aromatic hydrocarbons such as benzene, toluene and xylene, aliphatic hydrocarbons such as hexane and heptane, chlorinated hydrocarbons and mixed solvents thereof. Can be mentioned. The magnetic coating material composed of the above constituents contains 5 parts by weight of magnetic powder and 5 parts by weight of the binder resin component 5
It is used in the range of 400 parts by weight, preferably 10 to 200 parts by weight.

【0014】本発明に係る燐含有フェノキシ樹脂を含有
する磁性塗料を支持体に塗布する方法としては、塗料一
般の塗装方法を利用することが出来る。塗布された磁性
層は、必要により層中の磁性粉を配向させる処理を施し
た後、形成した磁性層を乾燥硬化することにより本発明
の磁性塗料を使用した磁性粉との分散性に優れた表面平
滑性、耐久性に優れた磁気記録媒体を得ることが出来
る。
As a method for applying the magnetic coating material containing the phosphorus-containing phenoxy resin according to the present invention to a support, a general coating method for coating materials can be used. The coated magnetic layer is excellent in dispersibility with the magnetic powder using the magnetic coating material of the present invention by subjecting the magnetic layer in the layer to a treatment for aligning the magnetic powder if necessary, and then drying and curing the formed magnetic layer. A magnetic recording medium having excellent surface smoothness and durability can be obtained.

【0015】[0015]

【作用】本発明に係る燐含有フェノキシ樹脂は磁性塗料
用組成物中の結合剤である。そして燐含有フェノキシ樹
脂は、分子中に極性基として、水酸基、燐化合物等を含
有することにより、磁性粉末に対する親和性が大幅に向
上し、微粒化された磁性粉末を良好に分散される。ま
た、他のバインダ−成分や硬化剤成分との相溶性にも優
れているため、硬化架橋後の塗膜の強度と表面平滑性、
耐久性が得られる。また、フェノキシ樹脂にハロゲンを
含有しないため、使用時の脱ハロゲンや、廃棄時のハロ
ゲンによる環境汚染問題もなくなる。
The phosphorus-containing phenoxy resin according to the present invention is a binder in the magnetic coating composition. When the phosphorus-containing phenoxy resin contains a polar group such as a hydroxyl group and a phosphorus compound in the molecule, the affinity for the magnetic powder is significantly improved, and the atomized magnetic powder is well dispersed. Further, since it is also excellent in compatibility with other binder components and curing agent components, the strength and surface smoothness of the coating film after curing and crosslinking,
Durability can be obtained. Further, since the phenoxy resin does not contain halogen, there is no problem of dehalogenation at the time of use and environmental pollution due to halogen at the time of disposal.

【0016】[0016]

【実施例】以下、実施例をもって本発明にかかる燐含有
フェノキシ樹脂について具体的に説明する。
EXAMPLES Hereinafter, the phosphorus-containing phenoxy resin according to the present invention will be specifically described with reference to Examples.

【0017】実施例1 エポキシ当量186.5g/eq.のビスフェノールA
型エポキシ樹脂YD−128(東都化成製)251.8
部とビスフェノールA(以下BPAと略す)144.8
部をシクロヘキサノン(以下アノンと略す)200部に
溶解し、窒素雰囲気中攪拌しながら昇温する。触媒とし
てトリメチルアンモニウムクロライド0.1部を添加し
てから160℃で5時間反応させた後に、燐含有14.
3%の3,4,5,6−ジベンゾ−1,2−オキサホス
ファン−2−オキサイド3.4部を加え、さらに4時間
撹拌した。その後トルエン200部とメチルエチルケト
ン200部それぞれ添加した。得られたフェノキシ樹脂
の燐含有量は0.13%であった。
Example 1 Epoxy equivalent 186.5 g / eq. Bisphenol A
Type epoxy resin YD-128 (manufactured by Tohto Kasei) 251.8
Part and bisphenol A (abbreviated as BPA below) 144.8
Part is dissolved in 200 parts of cyclohexanone (hereinafter abbreviated as anone), and the temperature is raised with stirring in a nitrogen atmosphere. After adding 0.1 part of trimethylammonium chloride as a catalyst and reacting at 160 ° C. for 5 hours, phosphorus-containing 14.
3.4 parts of 3% 3,4,5,6-dibenzo-1,2-oxaphosphane-2-oxide was added, and the mixture was further stirred for 4 hours. Then, 200 parts of toluene and 200 parts of methyl ethyl ketone were added. The phosphorus content of the obtained phenoxy resin was 0.13%.

【0018】実施例2 YD−128、251.7部とBPA、142.3部,
燐含有量9.5%の3,4,5,6−ジベンゾ−1,2
−オキサホスファン−2−オキサイドヒドロキノン6部
とアノン200部を仕込み、触媒トリメチルアンモニウ
ムクロライド0.1部を加え、160℃で5時間反応さ
せた後にトルエンとMEKをそれぞれ200部で希釈し
た。得られたフェノキシ樹脂の燐含有量は0.14%で
あった。応用例上記実施例による各バインダ−樹脂を使
用した磁性塗料を比較例(市販BPA型フェノキシ樹脂
及び市販塩ビ・酢ビ系樹脂使用)と共に説明する。
Example 2 YD-128, 251.7 parts and BPA, 142.3 parts,
Phosphorus content of 9.5% 3,4,5,6-dibenzo-1,2
6 parts of -oxaphosphan-2-oxide hydroquinone and 200 parts of anone were charged, 0.1 part of catalyst trimethylammonium chloride was added, and after reacting at 160 ° C for 5 hours, toluene and MEK were each diluted with 200 parts. The phosphorus content of the obtained phenoxy resin was 0.14%. Application Example A magnetic coating material using each binder resin according to the above-mentioned examples will be described together with a comparative example (using a commercially available BPA type phenoxy resin and a commercially available vinyl chloride / vinyl acetate resin).

【0019】応用例と比較例の塗料配合は、下記に示す
各組成物として調整した。 磁性粉(Co−γ−Fe23) 80部 合成樹脂(実施例及び比較例の樹脂) 10部 ポリウレタン 10部 シクロヘキサノン 25部 トルエン 50部 メチルエチルケトン 75部 上記の各組成物をペイントコンディショナ−で4時間充
分混合分散し、均一に混合して磁性塗料をそれぞれ作成
した。この磁性塗料をポリエチレンテレフタレ−トフィ
ルムの片面に、乾燥塗膜5μmとなるように塗布した。
かくして得られた試料を60℃で24時間乾燥し、その
塗膜の光沢を測定した。光沢は高い程分散性が優れてい
ることを示す。得られた結果を表1に記載する。なお、
表1における表示は次の通りである。Iは、市販されて
いるBPA型フェノキシ樹脂(YP−50 東都化成社
製) IIは、市販されている塩化ビニル酢酸ビニル系樹脂(V
AGH UCC社製) III ○印は、相溶する ×印は、相溶しない
The coating compositions of the application example and the comparative example were prepared as the respective compositions shown below. Magnetic powder (Co-γ-Fe 2 O 3 ) 80 parts Synthetic resin (resin of Examples and Comparative Examples) 10 parts Polyurethane 10 parts Cyclohexanone 25 parts Toluene 50 parts Methyl ethyl ketone 75 parts Each of the above compositions is applied in a paint conditioner. The mixture was thoroughly mixed and dispersed for 4 hours, and uniformly mixed to prepare magnetic paints. This magnetic paint was applied to one side of a polyethylene terephthalate film so that the dry coating film would be 5 μm.
The sample thus obtained was dried at 60 ° C. for 24 hours, and the gloss of the coating film was measured. The higher the gloss, the better the dispersibility. The results obtained are listed in Table 1. In addition,
The indications in Table 1 are as follows. I is a commercially available BPA type phenoxy resin (YP-50 manufactured by Tohto Kasei Co., Ltd.) II is a commercially available vinyl chloride vinyl acetate resin (V
AGH UCC Co., Ltd.) III ○ is compatible, X is not compatible

【0020】[0020]

【表1】 [Table 1]

【0021】[0021]

【発明の効果】以上述べたように、本発明において磁性
塗料として、ビスフェノ−ル類とエピハロヒドリンまた
はジグリシジルエ−テルからなるフェノキシ樹脂に燐化
合物を含有させることによって、磁性粉体の分散性を良
好し、その結果、高感度、高記録密度、高耐久性、高信
頼度など優れた特性を有する磁性記録媒体を得ることが
出来る等の効果を奏する。
As described above, in the present invention, by incorporating a phosphorus compound into a phenoxy resin composed of bisphenols and epihalohydrin or diglycidyl ether as a magnetic coating, the dispersibility of magnetic powder can be improved. As a result, it is possible to obtain a magnetic recording medium having excellent characteristics such as high sensitivity, high recording density, high durability and high reliability.

フロントページの続き Fターム(参考) 4J002 CH081 EW136 FD140 FD200 GH01 GS01 5D006 BA11 Continued front page    F-term (reference) 4J002 CH081 EW136 FD140 FD200                       GH01 GS01                 5D006 BA11

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】 式(1)で表される3,4,5,6−ジ
ベンゾ−1,2−オキサホスファン−2−オキサイドを
導入した燐含有フェノキシ樹脂。 【化1】
1. A phosphorus-containing phenoxy resin into which 3,4,5,6-dibenzo-1,2-oxaphosphane-2-oxide represented by the formula (1) is introduced. [Chemical 1]
【請求項2】 式(2)で表される3,4,5,6−ジ
ベンゾ−1,2−オキサホスファン−2−オキサイドヒ
ドロキノンを導入した燐含有フェノキシ樹脂。 【化2】
2. A phosphorus-containing phenoxy resin into which 3,4,5,6-dibenzo-1,2-oxaphosphane-2-oxide hydroquinone represented by the formula (2) is introduced. [Chemical 2]
JP2002294138A 2002-10-07 2002-10-07 Phosphorus-containing phenoxy resin Expired - Lifetime JP3873253B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2002294138A JP3873253B2 (en) 2002-10-07 2002-10-07 Phosphorus-containing phenoxy resin

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2002294138A JP3873253B2 (en) 2002-10-07 2002-10-07 Phosphorus-containing phenoxy resin

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
JP01144894A Division JP3385437B2 (en) 1994-02-03 1994-02-03 Halogen-free magnetic coating composition

Related Child Applications (1)

Application Number Title Priority Date Filing Date
JP2005113258A Division JP3873258B2 (en) 2005-04-11 2005-04-11 Non-halogenated phosphorus-containing phenoxy resin

Publications (2)

Publication Number Publication Date
JP2003176406A true JP2003176406A (en) 2003-06-24
JP3873253B2 JP3873253B2 (en) 2007-01-24

Family

ID=19197236

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2002294138A Expired - Lifetime JP3873253B2 (en) 2002-10-07 2002-10-07 Phosphorus-containing phenoxy resin

Country Status (1)

Country Link
JP (1) JP3873253B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002003711A (en) * 2000-06-21 2002-01-09 Toto Kasei Co Ltd Curable resin composition containing thermoplastic polyhydroxypolyether resin

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002003711A (en) * 2000-06-21 2002-01-09 Toto Kasei Co Ltd Curable resin composition containing thermoplastic polyhydroxypolyether resin
JP4530187B2 (en) * 2000-06-21 2010-08-25 新日鐵化学株式会社 Curable resin composition containing thermoplastic polyhydroxypolyether resin

Also Published As

Publication number Publication date
JP3873253B2 (en) 2007-01-24

Similar Documents

Publication Publication Date Title
JPS6346887B2 (en)
US4647506A (en) Flexible, self-cross-linking binders
JPH04353513A (en) Heterocyclic thione-functional polyurethane polymer and its use as magnetic recording medium
JP3873258B2 (en) Non-halogenated phosphorus-containing phenoxy resin
JPH0379764B2 (en)
JP3385437B2 (en) Halogen-free magnetic coating composition
JP3873253B2 (en) Phosphorus-containing phenoxy resin
JP3125107B2 (en) Composition for magnetic paint
JPS5940320A (en) Magnetic recording medium
JP2766698B2 (en) Curable polyurethane polymer
EP0172472A2 (en) Novel phosphorylated reaction products and compositions incorporating such products
JP4379720B2 (en) Magnetic recording medium
JP3085408B2 (en) Magnetic recording media
JP2882500B2 (en) Magnetic recording media
JPH06340846A (en) Polyurethane resin binder for magnetic recording medium
EP0217410A2 (en) Phosphorylated reaction products and compositions incorporating such products
JPH02289922A (en) Magnetic recording tape
JPH0467314A (en) Magnetic recording medium
JPH10320749A (en) Magnetic recording medium
JPH0573886A (en) Magnetic recording medium
JPH048856B2 (en)
JPH0696437A (en) Magnetic recording medium
JPH08167135A (en) Magnetic recording medium and binder for the medium
JPH01300417A (en) Magnetic recording medium
JPH08239602A (en) Magnetic coating material

Legal Events

Date Code Title Description
A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20050208

A521 Written amendment

Effective date: 20050411

Free format text: JAPANESE INTERMEDIATE CODE: A523

A521 Written amendment

Free format text: JAPANESE INTERMEDIATE CODE: A821

Effective date: 20050412

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A132

Effective date: 20050830

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20061003

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20061013

R150 Certificate of patent (=grant) or registration of utility model

Free format text: JAPANESE INTERMEDIATE CODE: R150

FPAY Renewal fee payment (prs date is renewal date of database)

Year of fee payment: 6

Free format text: PAYMENT UNTIL: 20121102

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20121102

Year of fee payment: 6

S111 Request for change of ownership or part of ownership

Free format text: JAPANESE INTERMEDIATE CODE: R313111

S533 Written request for registration of change of name

Free format text: JAPANESE INTERMEDIATE CODE: R313533

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20121102

Year of fee payment: 6

R350 Written notification of registration of transfer

Free format text: JAPANESE INTERMEDIATE CODE: R350

FPAY Renewal fee payment (prs date is renewal date of database)

Year of fee payment: 7

Free format text: PAYMENT UNTIL: 20131102

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20131102

Year of fee payment: 7

S533 Written request for registration of change of name

Free format text: JAPANESE INTERMEDIATE CODE: R313533

FPAY Renewal fee payment (prs date is renewal date of database)

Free format text: PAYMENT UNTIL: 20131102

Year of fee payment: 7

R350 Written notification of registration of transfer

Free format text: JAPANESE INTERMEDIATE CODE: R350

EXPY Cancellation because of completion of term