JP5117257B2 - 再汚染防止剤 - Google Patents
再汚染防止剤 Download PDFInfo
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- JP5117257B2 JP5117257B2 JP2008094642A JP2008094642A JP5117257B2 JP 5117257 B2 JP5117257 B2 JP 5117257B2 JP 2008094642 A JP2008094642 A JP 2008094642A JP 2008094642 A JP2008094642 A JP 2008094642A JP 5117257 B2 JP5117257 B2 JP 5117257B2
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- meth
- structural unit
- polymer
- acrylate
- Prior art date
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- 125000001424 substituent group Chemical group 0.000 claims description 8
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- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
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- SDYRIBONPHEWCT-UHFFFAOYSA-N n,n-dimethyl-2-phenylethenamine Chemical compound CN(C)C=CC1=CC=CC=C1 SDYRIBONPHEWCT-UHFFFAOYSA-N 0.000 description 1
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- DYUWTXWIYMHBQS-UHFFFAOYSA-N n-prop-2-enylprop-2-en-1-amine Chemical compound C=CCNCC=C DYUWTXWIYMHBQS-UHFFFAOYSA-N 0.000 description 1
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Landscapes
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Description
本発明のポリマーは、前記一般式(I)で表される構成単位(A)及び前記一般式(II)で表される構成単位(B)を有する。
(式中、R2、R3及びnは前記の意味を示す。)
で表されるポリアルキレングリコールグラフト鎖を有し、ポリマー表面に親水性保護層を形成させる構成単位である。
モノマー(A)中のポリアルキレングリコール鎖のR2は、炭素数1〜3の直鎖若しくは分岐鎖のアルキレン基から選ばれるが、炭素数2の直鎖アルキレン基が好ましい。また、n個のR2は同一でも異なっていてもよい。R2Oの平均付加モル数を示すnは、1〜200の数であるが、4〜120の数が好ましい。ポリアルキレングリコール鎖の末端基R3は、水素原子、又は炭素数1〜22の直鎖若しくは分岐鎖のアルキル基、アルケニル基、アルキルアリール基あるいはフェニル基を示すが、水素原子又はメチル基が好ましい。
モノマー(B)において、R4は置換基として1つの水酸基を有していても良い炭素数1〜22の直鎖、分岐鎖若しくは環状のアルキル基又はアルケニル基、アリールアルキル基、アルキルアリール基、アルケニルアリール基あるいはフェニル基を示すが、置換基として1つの水酸基を有していても良い炭素数1〜18の直鎖又は分岐鎖のアルキル基又はアルケニル基、あるいはベンジル基、フェニル基が好ましい。Yは−O−、−CH2−O−、−CO−O−、−CO−NH−、−CO−NR5−(R5は前記の意味を示す)又は−O−CO−を示すが、−O−、−CH2−O−、−CO−O−、−CO−NH−、−O−CO−が好ましく、−CH2−O−、−CO−O−、−CO−NH−、−O−CO−がより好ましく、−CO−O−、−O−CO−が更に好ましい。
で表されるスチレン系モノマー等が挙げられる。
本発明のポリマーを含有する再汚染防止剤を使用する場合、ポリマーの製造で得られた反応溶液をそのまま使用しても良いし、再沈殿や溶媒の留去等によりポリマーを回収して使用しても良い。また、本発明のポリマーを水系溶媒に溶解又は分散して再汚染防止剤として使用しても良い。
本発明の再汚染防止剤は、その性能を損なわない範囲で、他の組成物に配合して使用することができる。その中でも、繊維用洗剤組成物、又は柔軟剤、のり剤等の繊維処理剤組成物に配合することが好ましく、繊維用洗剤組成物に配合することがさらに好ましい。その際、本発明の再汚染防止剤を0.01〜50重量%配合することが好ましく、0.1〜30重量%配合することがさらに好ましい。
ゲル・パーミエーション・クロマトグラフィー(GPC)によって測定した。カラムには、K−804L(昭和電工(株)製)を2本接続したものを用いた。溶離液には、ジメチルラウリルアミンの1mMクロロホルム溶液を用いた。検出器には、RIを用いた。分子量は全てポリスチレン換算で算出した。
メトキシポリエチレングリコール(平均重合度9)メタクリレート(NKエステルM−90G;新中村化学工業(株)製)47.7g、メチルメタクリレート32.3g、エタノール46.3gを均一に混合し、内容量300mLのガラス製セパラブルフラスコに入れ、窒素雰囲気下で一定時間攪拌した。その反応溶液を80℃付近まで昇温し、そこに2,2’−アゾビス(2,4−ジメチルバレロニトリル)(V−65;和光純薬工業(株)製)0.84gをエタノール7.6gに溶解した溶液を添加した。80℃付近で6時間保持することで重合・熟成した。この反応溶液を冷却することで、ポリマーの60重量%エタノール溶液として、ポリマー1を得た。GPC測定の結果、Mwは55000であった。また1H−NMR(高分解能FT−NMR装置MERCURY400(バリアン社製)により測定)により分析したポリマー1の組成はほぼ仕込みモノマー組成どおりであった。
表1に示すモノマー(A)、モノマー(B)を用い、合成例1と同様の方法で表1のように条件を変えてポリマー2〜7を得た。同定は合成例1と同様の方法で行い、組成比はほぼ仕込みモノマー組成どおりであった。
PEG(n)MA:メトキシポリエチレングリコール(平均重合度n)メタクリレート
MMA:メチルメタクリレート
BMA:ブチルメタクリレート
LMA:ラウリルメタクリレート
表2に記載の各成分を用い、表2に示す組成の洗剤ベースを得た。
*2 非イオン性界面活性剤(ポリオキシアルキレンアルキルエーテル):炭素数10〜14の1級アルコールにEOを平均8モル付加させたもの
*3 石鹸:ルナックL−98(花王(株)製)、ルナックMY−98(花王(株)製)、ルナックP−95(花王(株)製)の中和物。混合比は脂肪酸純分として、40重量%、10重量%、50重量%。
*4 ポリアクリル酸ナトリウム(重量平均分子量1.5万;GPC測定、ポリエチレングリコール換算)
*5 ソーダ灰:デンス灰(セントラル硝子(株)製)
*6 結晶性シリケート:プリフィード顆粒品(株式会社トクヤマシルテック製)
*7 ゼオライト:「ゼオビルダー」(4A型、ゼオビルダー社製)
*8 芒硝:無水中性芒硝(四国化成(株)製)
上記洗剤ベースと合成例で得られたポリマー1〜7、及び下記の比較ポリマーを用い、下記方法で再汚染防止性を評価した。その結果を表3に示す。
PEG:ポリエチレングリコール(重量平均分子量 10000)
PPEG(9)MA:PEG(9)MAのホモポリマー(合成例1と同様に合成;重量平均分子量 106000)
PMMA:ポリメタクリル酸メチル(SCIENTIFIC POLYMER PRODUCTS社製;重量平均分子量 75000)
<再汚染防止性の評価法>
(1)処理布の調整法
試験布として、ポリエステルジャージを(株)谷頭商店より入手した。試験布のサイズは、それぞれ4×5cmとした。衣料用洗剤(花王株式会社 ニュービーズ)を0.083重量%の割合で用い、試験布に全自動洗濯機・標準コースを使って5回累積洗濯処理を行った。恒温室(25℃/40%RH)において一昼夜の乾燥および調湿したものを処理布とした。なお、浴処理条件は、Haier(株)製全自動洗濯機JW−Z20A型を用い、標準コース(洗い15分、濯ぎ2回、脱水5分、水量15L)、水温20℃、浴比40である。
再汚染防止効果の評価には、ラウンダオメーターを使用した。表2の洗剤ベースと合成例で得られたポリマー、または比較ポリマーを72mg/L(CaCO3換算)のカルシウム硬水100mLに各々溶解し、それぞれ0.07重量%、0.001重量%になるように調整した。次いで浴液中に、0.025gのカーボンを入れ、超音波発振器((株)国際電気エルテック製 型式U0600PB−Y)の浴槽を用いて15分間超音波照射し分散させ、ラウンダオメーター用のガラスカップに移した。
Claims (6)
- 一般式(I)で表される構成単位(A)及び一般式(II)で表される構成単位(B)を有するポリマーであって、構成単位(A)と構成単位(B)の重量比率が、構成単位(A)/構成単位(B)=30/70〜80/20であり、重量平均分子量が30,000〜200,000であるポリマーを含有する再汚染防止剤。
[式中、R1は前記の意味を示し、R4は炭素数1〜22の直鎖、分岐鎖若しくは環状のアルキル基又はアルケニル基、アリールアルキル基、アルキルアリール基、アルケニルアリール基あるいはフェニル基を示し、これらの基は置換基として1つの水酸基を有していても良い。Yは−O−、−CH2−O−、−CO−O−、−CO−NH−、−CO−NR5−(R5は前記の意味を示す)又は−O−CO−を示す。] - 前記ポリマーが水溶性又は水分散性ポリマーである請求項1記載の再汚染防止剤。
- 構成単位(A)が、エチレングリコールの平均重合度が1〜200の、ポリエチレングリコールモノ(メタ)アクリレート、メトキシポリエチレングリコール(メタ)アクリレート、ポリエチレングリコールモノアリルエーテル及びメトキシポリエチレングリコールアリルエーテルから選ばれる少なくとも1種のモノマー由来の構成単位である請求項1又は2記載の再汚染防止剤。
- 構成単位(B)が、置換基として1つの水酸基を有していても良い、炭素数1〜22のアルキル(メタ)アクリレート、アルケニル(メタ)アクリレート、アルキルビニルエステル、アルケニルビニルエステル及びベンジル(メタ)アクリレートから選ばれる少なくとも1種のモノマー由来の構成単位である請求項1〜3いずれかの項記載の再汚染防止剤。
- 請求項1〜5いずれかの項記載の再汚染防止剤を含有する繊維用洗剤組成物又は繊維処理剤組成物。
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JP2021054983A (ja) * | 2019-09-30 | 2021-04-08 | 株式会社日本触媒 | 洗剤用共重合体 |
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