JPH0762050B2 - Biguanide group-containing polymer and method for producing the same - Google Patents
Biguanide group-containing polymer and method for producing the sameInfo
- Publication number
- JPH0762050B2 JPH0762050B2 JP10828891A JP10828891A JPH0762050B2 JP H0762050 B2 JPH0762050 B2 JP H0762050B2 JP 10828891 A JP10828891 A JP 10828891A JP 10828891 A JP10828891 A JP 10828891A JP H0762050 B2 JPH0762050 B2 JP H0762050B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- biguanide
- same
- general formula
- acid
- 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
- 229920000642 polymer Polymers 0.000 title claims description 21
- 238000004519 manufacturing process Methods 0.000 title description 4
- 150000004283 biguanides Chemical group 0.000 title 1
- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical group NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 claims description 20
- 150000007522 mineralic acids Chemical class 0.000 claims description 13
- 150000007524 organic acids Chemical class 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 239000002253 acid Substances 0.000 claims description 9
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 229920000083 poly(allylamine) Polymers 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 229920002518 Polyallylamine hydrochloride Polymers 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 238000002329 infrared spectrum Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- FKPUYTAEIPNGRM-UHFFFAOYSA-N 1-(diaminomethylidene)guanidine;hydron;chloride Chemical compound [Cl-].N\C([NH3+])=N/C(N)=N FKPUYTAEIPNGRM-UHFFFAOYSA-N 0.000 description 3
- -1 Alkyl biguanide type compounds Chemical class 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229940123208 Biguanide Drugs 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 description 1
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 239000003619 algicide Substances 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000000701 coagulant Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 229910000043 hydrogen iodide Inorganic materials 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-N methyl sulfate Chemical compound COS(O)(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- HSFQBFMEWSTNOW-UHFFFAOYSA-N sodium;carbanide Chemical group [CH3-].[Na+] HSFQBFMEWSTNOW-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 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 1
- 238000003756 stirring Methods 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
【０００１】[0001]
【産業上の利用分野】本発明は新規なビグアニド基含有
重合体及びその製造方法に関するものである。本発明の
新規なビグアニド基含有重合体は、例えば、殺菌剤、殺
藻剤、防腐剤、抗菌剤、高分子医薬、繊維または繊維の
後処理剤、紙処理剤、凝集剤、帯電防止剤、シャンプー
や洗剤の助剤等として利用されるものである。FIELD OF THE INVENTION The present invention relates to a novel biguanide group-containing polymer and a method for producing the same. The novel biguanide group-containing polymer of the present invention includes, for example, bactericides, algaecides, preservatives, antibacterial agents, polymer drugs, fibers or post-treatment agents for fibers, paper treating agents, coagulants, antistatic agents, It is used as an auxiliary agent for shampoos and detergents.
【０００２】[0002]
【従来技術】アルキルビグアニド型化合物は、従来より
殺菌剤や抗菌剤としてよく知られている。また、ビグア
ニド基を側鎖に持つ重合体もビグアニド基の性質及び重
合体としての性質を兼備することとが予想されることか
ら、これを製造する試みがなされているが、ポリアリル
アミンを主鎖とし、この重合体の側鎖のアミノ基をビグ
アニド基で置換したタイプの、いわゆるアリルビグアニ
ド重合体は未だ得られていない。一方、ビグアニド基を
ポリマー中に含有する化合物として、特公昭６３−２１
９７９号公報に示される様なポリマー主鎖中にビグアニ
ド基を含有するものとか、特公昭５９−１９６３０３号
公報のポリアクリレートの側鎖にビグアニド基を含有す
るものがあるが、いづれも上述のアリルビグアニド重合
体と異なる構造を有するものである。2. Description of the Related Art Alkyl biguanide type compounds have been well known as fungicides and antibacterial agents. Further, it is expected that a polymer having a biguanide group in its side chain will also have the properties of the biguanide group and the properties as a polymer. However, a so-called allyl biguanide polymer of the type in which the side chain amino group of this polymer is replaced with a biguanide group has not yet been obtained. On the other hand, as a compound containing a biguanide group in a polymer, JP-B-63-21
Some of them contain a biguanide group in the polymer main chain as shown in Japanese Patent Publication No. 979, and some contain a biguanide group in the side chain of the polyacrylate of Japanese Patent Publication No. 59-196303. It has a structure different from that of the biguanide polymer.
【０００３】[0003]
【発明が解決しようとする課題】従って本発明は、ビグ
アニド基を含有する新規な重合体及びその製造方法を提
供することをその課題とする。Therefore, it is an object of the present invention to provide a novel polymer containing a biguanide group and a method for producing the same.
【０００４】[0004]
【課題を解決するための手段】本発明者は、従来工業的
に得られていなかった、ビグアニド基を含有する新規な
重合体を経済的に得るべく、鋭意研究を重ねた結果、本
発明を完成するに至った。DISCLOSURE OF THE INVENTION As a result of intensive studies, the present inventors have conducted intensive studies in order to economically obtain a novel polymer containing a biguanide group, which has hitherto not been industrially obtained. It came to completion.
【０００５】即ち、本発明によれば、次の一般式化１及
び化２で表わされるビグアニド基含有重合体が提供され
る。That is, according to the present invention, a biguanide group-containing polymer represented by the following general formulas 1 and 2 is provided.
【０００６】[0006]
【化１】 [Chemical 1]
【０００７】[0007]
【化２】 [Chemical 2]
【０００８】前記式中、Ｒ1，Ｒ2，Ｒ3は、同一又は異
なっていても良く、水素原子Ｃ1−Ｃ18の直鎖又は分岐
アルキル基、アルキレンカルボン酸基又はＣ6−Ｃ8のア
リール基を示し、Ｒ4はＣ1−Ｃ5のアルキル基を示し、
Ｘ，Ｙは、同一又は異っていても良く、有機もしくは無
機酸を示し、ｍは１０以上の整数を示し、ｊは０＜ｊ＜
１を満足する数を示す。一般式化１におけるＸは存在し
なくてもよい。In the above formula, R 1 , R 2 and R 3 may be the same or different and each is a linear or branched alkyl group having a hydrogen atom C 1 -C 18 , an alkylenecarboxylic acid group or C 6 -C 8. And an aryl group of R 4 is a C 1 -C 5 alkyl group,
X and Y may be the same or different and each represents an organic or inorganic acid, m represents an integer of 10 or more, and j represents 0 <j <.
A number that satisfies 1 is shown. X in the general formula 1 may not be present.
【０００９】また、本発明によれば、前記一般式化１で
表わされるビグアニド基含有重合体を製造するために、
一般式Further, according to the present invention, in order to produce the biguanide group-containing polymer represented by the general formula 1,
General formula
【００１０】[0010]
【化３】 （式中、ｍは１０以上の整数を示す）で表わされるポリ
アリルアミンに、一般式[Chemical 3] (Wherein, m represents an integer of 10 or more), the polyallylamine represented by the general formula
【化４】 （式中、Ｒ1，Ｒ2，Ｒ3は、同一又は異なっていても良
く、水素原子Ｃ1−Ｃ18の直鎖又は、分岐アルキル基、
アルコキシカルボニアルキレン基、アルキレンカルボン
酸基又はＣ6−Ｃ8のアリール基を示し、Ｒ4はＣ1−Ｃ5
のアルキル基を示し、Ｘは場合によって存在し、有機も
しくは無機酸を示し、Ｚは酸素を示す）で表わされる化
合物を反応させる方法が提供される。[Chemical 4] (In the formula, R 1 , R 2 and R 3 may be the same or different, and are a straight-chain or branched alkyl group of hydrogen atom C 1 -C 18 ,
Alkoxycarbonialkylene group, alkylenecarboxylic acid group or C 6 -C 8 aryl group is shown, and R 4 is C 1 -C 5
Is an alkyl group, X is optionally present, represents an organic or inorganic acid, and Z is oxygen).
【００１１】さらに、本発明によれば、前記一般式化２
で表わされるビグアニド基含有重合体を製造するため
に、一般式化３で表わされるポリアリルアミンに、一般
式化４で表わされる化合物を反応させ、さらに有機又は
無機酸を反応させる方法が提供される。Further, according to the present invention, the general formula 2
In order to produce a biguanide group-containing polymer represented by the formula 1, there is provided a method of reacting a polyallylamine represented by the general formula 3 with a compound represented by the general formula 4 and further reacting with an organic or inorganic acid. .
【００１２】上述の一般式において、Ｒ1，Ｒ2，Ｒ3は
同一又は異なっても良く、水素原子、Ｃ1−Ｃ18の直鎖
又は分岐アルキル基、アルコキシカルボニルアルキレン
基、アルキレンカルボン酸基又はＣ6−Ｃ8のアリール基
を示すものであるが、上述のＣ1−18のアルキル基とし
ては、メチル、エチル、プロピル、ヘキシル、ドデシ
ル、ステアリル基等が好ましく；アルコキシカルボニル
アルキレン基として、メトキシカルボニルメチレン、エ
トキシカルボニルメチレン基等が好ましく；アルキレン
カルボン酸基としてはメチレンカルボン酸基等が好まし
く；Ｃ6−Ｃ8のアリール基としてはフェニル、トリル、
キシリル基等が好ましい。またＸは、無機又は有機酸を
示すが、その無機又は有機酸の例として塩化水素、臭化
水素、沃化水素等のハロゲン化水素、硫酸、メチル重硫
酸、リン酸、ｐ−トルエンスルホン酸等が挙げられる。
さらにＹは無機又は有機酸を示し、この無機又は有機酸
は、前記Ｘとして例示された無機又は有機酸が挙げられ
る。同一分子内においてＸとＹは同一のものであっても
異なるものであってもよい。In the above general formula, R 1 , R 2 and R 3 may be the same or different and each is a hydrogen atom, a C 1 -C 18 linear or branched alkyl group, an alkoxycarbonylalkylene group or an alkylenecarboxylic acid group. or while indicating aryl group C 6 -C 8, C 1 described above - the alkyl group of 18, methyl, ethyl, propyl, hexyl, dodecyl, preferably stearyl group; as alkoxycarbonyl alkylene group, Methoxycarbonylmethylene, ethoxycarbonylmethylene group and the like are preferable; methylenecarboxylic acid group and the like are preferable as alkylenecarboxylic acid group; phenyl, tolyl, and C 6 -C 8 aryl group;
A xylyl group and the like are preferable. X represents an inorganic or organic acid, and examples of the inorganic or organic acid include hydrogen chloride such as hydrogen chloride, hydrogen bromide, hydrogen iodide, sulfuric acid, methyl bisulfate, phosphoric acid, p-toluenesulfonic acid. Etc.
Furthermore, Y represents an inorganic or organic acid, and examples of the inorganic or organic acid include the inorganic or organic acids exemplified as the above X. X and Y may be the same or different in the same molecule.
【００１３】さらにｍは、１０以上の整数を示すが、好
ましくは１０〜５０００である。さらにｊは０＜ｊ＜１
を満足する任意の数から選択される。Further, m represents an integer of 10 or more, preferably 10 to 5000. Furthermore, j is 0 <j <1.
Is selected from any number that satisfies
【００１４】[0014]
【実施例】次に本発明のビグアニド基含有重合体の製造
方法について説明する。EXAMPLES Next, a method for producing the biguanide group-containing polymer of the present invention will be described.
【００１５】実施例１ ポリアリルアミン塩酸塩０．９８ｇ（０．０１ｍｏｌ；
５ｗｔ％の含水率として）をソジウムメチルアルコラー
ト（０．０１１ｍｏｌ）のメタノール溶液に加え、撹拌
下に４５〜５０℃で３〜５時間処理を行う。処理中にポ
リアリルアミン塩酸塩は溶解し、中和により塩化ナトリ
ウムが析出生成する。この塩化ナトリウムを窒素気流下
に区別し、得られた遊離のポリアリルアミン溶液に、グ
アニル−Ｏ−メチルイソ尿素塩酸塩１．５５ｇ（０．０
１ｍｏｌ）を加え、４５〜５０℃で０．５〜２４時間反
応する。反応後希塩酸にて酸性にし、この溶液をアセト
ン中に注ぐことにより目的とするポリアリルビグアニド
塩酸塩が得られる。収量０．９９〜１．９０ｇ。元素分
析Ｃ：３５．２１％；Ｈ：７．６６％；Ｎ：２８．９０
％；Ｃｌ：２１．３９％。そのＩＲスペクトルを図１に
示す。また、出発原料であるポリアリルアミン塩酸塩の
ＩＲスペクトル図を図２に示す。図２における１５０６
ｃｍ-1、１６０６ｃｍ-1の吸収はアミノ基由来のＩＲ吸
収であり、図１における１５４６ｃｍ-1、１６４０ｃｍ
-1の吸収はビグアニド基由来のＩＲ吸収である。Example 1 Polyallylamine hydrochloride 0.98 g (0.01 mol;
Water content (5 wt%) is added to a solution of sodium methyl alcoholate (0.011 mol) in methanol and treated under stirring at 45-50 ° C. for 3-5 hours. During the treatment, the polyallylamine hydrochloride is dissolved and sodium chloride is deposited by neutralization. The sodium chloride was distinguished under a nitrogen stream, and 1.55 g (0.05%) of guanyl-O-methylisourea hydrochloride was added to the obtained free polyallylamine solution.
1 mol) is added and the reaction is performed at 45 to 50 ° C. for 0.5 to 24 hours. After the reaction, the solution is acidified with dilute hydrochloric acid, and this solution is poured into acetone to obtain the desired polyallyl biguanide hydrochloride. Yield 0.99-1.90 g. Elemental analysis C: 35.21%; H: 7.66%; N: 28.90
%; Cl: 21.39%. The IR spectrum is shown in FIG. Further, an IR spectrum diagram of polyallylamine hydrochloride which is a starting material is shown in FIG. 1506 in FIG.
cm -1, absorption of 1606 cm -1 is the IR absorption from amino group, 1546 cm in FIG. 1 -1, 1640 cm
The absorption of -1 is IR absorption derived from the biguanide group.
【００１６】実施例２ ポリアリルアミン塩酸塩４．８３ｇ（０．０５ｍｏｌ）
をイオン交換樹脂ＩＲＡ−４０２にて遊離のポリアリル
アミンとした後、グアニル−Ｏ−メチルイソ尿素塩酸塩
７．６３ｇ（０．０５ｍｏｌ）と窒素気流中にて３５℃
にて４８時間反応し、反応液を処理することにより目的
とするポリアリルビグアニド塩酸塩を得る。収量３．２
４ｇ。Example 2 4.83 g (0.05 mol) of polyallylamine hydrochloride
Was made into a free polyallylamine with an ion exchange resin IRA-402, and then with guanyl-O-methylisourea hydrochloride 7.63 g (0.05 mol) in a nitrogen stream at 35 ° C.
The reaction is carried out for 48 hours and the reaction solution is treated to obtain the desired polyallyl biguanide hydrochloride. Yield 3.2
4 g.
【００１７】実施例３ ポリアリルアミン塩酸塩４．８３ｇ（０．０５ｍｏｌ）
を１規定水酸化ナトリウム水溶液にて処理し遊離のポリ
アリルアミンとした後、グアニル−Ｏ−メチルイソ尿素
塩酸塩７．６３ｇ（０．０５ｍｏｌ）と窒素気流中にて
３５℃にて４８時間反応し、反応液を処理することによ
り目的とするポリアリルビグアニド塩酸塩を得る。収量
５．３０ｇ。Example 3 4.83 g (0.05 mol) of polyallylamine hydrochloride
Was treated with a 1N aqueous sodium hydroxide solution to give free polyallylamine, and then reacted with 7.63 g (0.05 mol) of guanyl-O-methylisourea hydrochloride in a nitrogen stream at 35 ° C. for 48 hours, By treating the reaction solution, the target polyallyl biguanide hydrochloride is obtained. Yield 5.30g.
【図１】ビグアニド基含有重合体のＩＲスペクトル図で
ある。FIG. 1 is an IR spectrum diagram of a polymer containing a biguanide group.
【図２】ポリアリルアミン塩酸塩のＩＲスペクトル図で
ある。FIG. 2 is an IR spectrum diagram of polyallylamine hydrochloride.
Claims (4)
く、水素原子Ｃ1−Ｃ18の直鎖又は分岐アルキル基、ア
ルキレンカルボン酸基又はＣ6−Ｃ8のアリール基を示
し、ｘは場合によって存在し、有機もしくは無機酸を示
し、ｍは１０以上の整数を示し、ｊは０＜ｊ＜１を満足
する数を示す）で表されるビグアニド基含有重合体。1. A general formula: (In the formula, R 1 , R 2 and R 3 may be the same or different and may be a linear or branched alkyl group having a hydrogen atom C 1 -C 18 , an alkylenecarboxylic acid group or a C 6 -C 8 aryl group. , X is present in some cases, represents an organic or inorganic acid, m represents an integer of 10 or more, and j represents a number satisfying 0 <j <1).
く、水素原子Ｃ1−Ｃ18の直鎖又は分岐アルキル基、ア
ルキレンカルボン酸基又はＣ6−Ｃ8のアリール基を示
し、Ｘ，Ｙは、同一又は異なっても良く、有機もしくは
無機酸を示し、ｍは１０以上の整数を示し、ｊは０＜ｊ
＜１を満足する数を示す）で表されるビグアニド基含有
重合体。2. A general formula: (In the formula, R 1 , R 2 and R 3 may be the same or different and may be a linear or branched alkyl group having a hydrogen atom C 1 -C 18 , an alkylenecarboxylic acid group or a C 6 -C 8 aryl group. X and Y may be the same or different and each represents an organic or inorganic acid, m is an integer of 10 or more, and j is 0 <j.
<Indicates a number satisfying <1), which is a biguanide group-containing polymer.
造するために、一般式 【化３】 （式中、ｍは１０以上の整数を示す）で表わされるポリ
アリルアミンに、一般式 【化４】 （式中、Ｒ1，Ｒ2，Ｒ3は、同一又は異なっていても良
く、水素原子Ｃ1−Ｃ18の直鎖又は分岐アルキル基、ア
ルコキシカルボニアルキレン基、アルキレンカルボン酸
基又はＣ6−Ｃ8のアリール基を示し、Ｒ4はＣ1−Ｃ5の
アルキル基を示し、Ｘは場合によって存在し、有機もし
くは無機酸を示し、Ｚは酸素を示す）で表される化合物
を反応させる方法。3. To prepare the biguanide group-containing polymer of claim 1, a compound of the general formula: (Wherein, m is an integer of 10 or more) is added to the polyallylamine represented by the general formula: (In the formula, R 1 , R 2 and R 3 may be the same or different and may be a linear or branched alkyl group having a hydrogen atom C 1 to C 18 , an alkoxycarbonialkylene group, an alkylenecarboxylic acid group or C 6 an aryl group -C 8, R 4 represents an alkyl group of C 1 -C 5, X is optionally present, represents an organic or inorganic acid, Z is reacting the compound represented by the indicating oxygen) How to make.
造するために、一般式 【化３】 （式中、ｍは１０以上の整数を示す）で表わされるポリ
アリルアミンに、一般式 【化４】 （式中、Ｒ1，Ｒ2，Ｒ3は、同一又は異なっていても良
く、水素原子Ｃ1−Ｃ18の直鎖又は分岐アルキル基、ア
ルコキシカルボニアルキレン基、アルキレンカルボン酸
基又はＣ6−Ｃ8のアリール基を示し、Ｒ4はＣ1−Ｃ5の
アルキル基を示し、Ｘは場合によって存在し、有機もし
くは無機酸を示し、Ｚは酸素を示す）で表される化合物
を反応させ、さらに有機又は無機酸を反応させる方法。4. To prepare the biguanide group-containing polymer of claim 2, a compound of the general formula: (Wherein, m is an integer of 10 or more) is added to the polyallylamine represented by the general formula: (In the formula, R 1 , R 2 and R 3 may be the same or different and may be a linear or branched alkyl group having a hydrogen atom C 1 to C 18 , an alkoxycarbonialkylene group, an alkylenecarboxylic acid group or C 6 an aryl group -C 8, R 4 represents an alkyl group of C 1 -C 5, X is optionally present, represents an organic or inorganic acid, Z is reacting the compound represented by the indicating oxygen) And further reacting with an organic or inorganic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10828891A JPH0762050B2 (en) | 1991-04-15 | 1991-04-15 | Biguanide group-containing polymer and method for producing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10828891A JPH0762050B2 (en) | 1991-04-15 | 1991-04-15 | Biguanide group-containing polymer and method for producing the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH05320228A JPH05320228A (en) | 1993-12-03 |
| JPH0762050B2 true JPH0762050B2 (en) | 1995-07-05 |
Family
ID=14480869
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10828891A Expired - Lifetime JPH0762050B2 (en) | 1991-04-15 | 1991-04-15 | Biguanide group-containing polymer and method for producing the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0762050B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2349644A (en) * | 1999-05-01 | 2000-11-08 | Biointeractions Ltd | Infection resistant polymers, methods for their preparation, and their uses |
-
1991
- 1991-04-15 JP JP10828891A patent/JPH0762050B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH05320228A (en) | 1993-12-03 |
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