JPS6129602B2 - - Google Patents
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- Publication number
- JPS6129602B2 JPS6129602B2 JP55129005A JP12900580A JPS6129602B2 JP S6129602 B2 JPS6129602 B2 JP S6129602B2 JP 55129005 A JP55129005 A JP 55129005A JP 12900580 A JP12900580 A JP 12900580A JP S6129602 B2 JPS6129602 B2 JP S6129602B2
- Authority
- JP
- Japan
- Prior art keywords
- emulsion polymerization
- emulsifier
- emulsion
- parts
- weight
- 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
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- 239000003995 emulsifying agent Substances 0.000 claims description 16
- 238000007720 emulsion polymerization reaction Methods 0.000 claims description 16
- 239000004711 α-olefin Substances 0.000 claims description 9
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 5
- 150000003839 salts Chemical class 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 239000000839 emulsion Substances 0.000 description 11
- -1 alkyl ether sulfates Chemical class 0.000 description 9
- 239000000178 monomer Substances 0.000 description 6
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 6
- 239000002736 nonionic surfactant Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 101100256077 Caenorhabditis elegans aos-1 gene Proteins 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
- 239000012190 activator Substances 0.000 description 3
- 229910052749 magnesium Inorganic materials 0.000 description 3
- 239000011777 magnesium Substances 0.000 description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 3
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 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
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-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
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000010556 emulsion polymerization method Methods 0.000 description 1
- 150000002148 esters Chemical class 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
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- GUYXXEXGKVKXAW-UHFFFAOYSA-N prop-2-enenitrile Chemical class C=CC#N.C=CC#N GUYXXEXGKVKXAW-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000007665 sagging Methods 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 0.000 description 1
Landscapes
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Polymerisation Methods In General (AREA)
- Paints Or Removers (AREA)
Description
本発明は、乳化重合用乳化剤、特に耐水性の著
しく改善された皮膜（フイルム）の形成に好適な
エマルジヨンを製造するのに適した乳化重合用乳
化剤に関する。
従来、乳化重合用乳化剤として、アニオン活性
剤を用いることは知られている。乳化重合用アニ
オン活性剤にはアルキル硫酸塩、アルキルエーテ
ル硫酸塩、アルキルベンゼンスルホン酸塩などが
主としてナトリウム塩の形で用いられている。し
かしながら、これらの活性剤を用いて乳化重合を
行つた場合、得られるエマルジヨンは耐水性に劣
り、塗料や接着剤などに用いた場合、接着不良や
塗膜のふくれ、はがれを生じやすいという欠点が
あり、また乳化重合中にエマルジヨン粘度が上昇
し、作業性が著しく低下するという問題もあつ
た。
本発明者らは、従来の乳化重合用乳化剤に見ら
れる前記欠点を改良すべく鋭意研究した結果、α
―オレフインスルホン酸の多価金属塩がすぐれた
乳化剤特性を有することを見出した。即ち本発明
は炭素数10〜22のα―オレフインスルホン酸多価
金属塩を必須成分として含有する乳化重合用乳化
剤を提供するものである。
本発明で使用するα―オレフインスルホン酸塩
は炭素数10〜22のものが適当で、好ましくは炭素
数12〜18のものである。対イオンは多価金属イオ
ンである必要があり、例えばマグネシウム、カル
シウム、バリウムなどのアルカリ土類金属、アル
ミニウム、亜鉛、錫、鉛などの多価金属が挙げら
れる。
本発明の乳化重合用乳化剤はα―オレフインス
ルホン酸多価金属塩単独でもよく、非イオン界面
活性剤と併用してもよい。併用する場合に用いら
れる非イオン界面活性剤の具体例はポリオキシエ
チレンアルキルエーテル、ポリオキシエチレンア
ルキルフエニルエーテル、ポリオキシエチレン樹
脂酸エステル、プルロニツク型非イオン活性剤な
どが挙げられるが、特に酸化エチレン付加モル数
10〜100、好ましくは10〜50のポリオキシエチレ
ン系非イオン界面活性剤が適している。そして非
イオン界面活性剤を併用する場合その容量は、α
―オレフインスルホン酸多価金属塩１重量部に対
し、0.05〜20重量部が適当である。
本発明の剤化剤が適用できる不飽和単量体とし
ては、アクリル酸メチル、アクリル酸エチル、ア
クリル酸ブチル、アクリル酸２―エチルヘキシ
ル、メタクリル酸メチルなどのアクリル酸又はメ
タクリル酸のエステル；臭化ビニル、塩化ビニ
ル、塩化ビニリデンなどのハロゲン化ビニル；酢
酸ビニル、プロピオン酸ビニルなどのビニルエス
テル；スチレン、ビニルトルエンなどのビニル芳
香族単量体；エチレン、ブタジエンなどのモノオ
レフイン又は共役ジオレフイン類；アクリロニト
リルなどのシアン化ビニル類；アクリルアミドな
どのα，β不飽和アミド類；アクリル酸、メタク
リル酸、イタコン酸、マレイン酸、フマール酸な
どのα，β―不飽和カルボン酸類があり、各々単
独であるいは二種以上が併用して用いられる。代
表的な不飽和単量体の例はアクリル酸エステル、
メタクリル酸エステル、酢酸ビニルなどである。
本発明の乳化剤を用いて乳化重合するに際し、
使用される重合開始剤には過酸化水素、過硫酸カ
リウム、過硫酸アンモニウムなどがあり、必要に
応じ亜硫酸水素ナトリウム、チオ硫酸ナトリウム
などの還元剤を併用してもよい。
本発明の乳化重合用乳化剤は、従来公知の乳化
重合法に適用できる。例えば、不飽和単量体の濃
度は20〜70重量％、乳化剤は不飽和単量体100重
量部当り0.2〜10重量部、重合開始剤は不飽和単
量体100重量部当り、0.1〜２重量部などの条件が
採用できる。さらに、必要に応じてPH調整剤、重
合度調整剤、その他の補助添加剤を使用してもよ
い。
本発明の乳化重合用乳化剤は従来のナトリウム
塩系のものよりも著しくすぐれた効果を奏し、本
発明の乳化剤を用いた乳化重合によつて得られる
エマルジヨンから形成されるフイルムは水に浸漬
した際にふくれやたるみの程度が大幅に改善さ
れ、吸水率も低いという効果がある。又乳化重合
過程においては、エマルジヨンの粘度上昇も少な
く、作業性にすぐれた低粘度のエマルジヨンが得
られ、更に、このエマルジヨンは貯蔵安定性、機
械安定性、凍結安定性においても良好である。
次に本発明を実施例により更に詳細に説明す
る。
実施例 １
温度計、撹拌棒、還流冷却器及び滴下ロートを
備えた反応容器にC14のα―オレフインスルホン
酸マグネシウム2.0重量部と水137.5部を加えて溶
解し、系内を窒素ガスで置換する。これにアクリ
ル酸エチル10重量部と2.4％過硫酸カリウム水溶
液6.25部を加え、70℃で重合を開始する。残りの
アクリル酸エチル90重量部を１時間20分かけて反
応容器内に滴下し、別に2.4％過硫酸カリウム水
溶液6.25部を２回に分けて添加する。滴下終了後
70℃で１時間熟成する。これを（ＩA）とする。
比較としてC14α―オレフインスルホン酸ナト
リウムを用いて実施例１と同様にして乳化重合を
行つた。これを（ＩB）とする。
エマルジヨンＩA，ＩBおよび、これらのフイル
ム性状は次の第１表の通りである。
The present invention relates to an emulsifier for emulsion polymerization, and particularly to an emulsifier for emulsion polymerization suitable for producing an emulsion suitable for forming a film with significantly improved water resistance. Conventionally, it has been known to use anionic activators as emulsifiers for emulsion polymerization. As anionic activators for emulsion polymerization, alkyl sulfates, alkyl ether sulfates, alkylbenzene sulfonates, etc. are mainly used in the form of sodium salts. However, when emulsion polymerization is carried out using these activators, the resulting emulsion has poor water resistance, and when used in paints, adhesives, etc., it has the disadvantage of easily causing poor adhesion, blistering, and peeling of the paint film. There was also the problem that the viscosity of the emulsion increased during emulsion polymerization, resulting in a significant decrease in workability. As a result of intensive research to improve the above-mentioned drawbacks found in conventional emulsifiers for emulsion polymerization, the present inventors found that α
- It has been found that polyvalent metal salts of olefin sulfonic acid have excellent emulsifier properties. That is, the present invention provides an emulsifier for emulsion polymerization which contains a polyvalent metal salt of α-olefin sulfonic acid having 10 to 22 carbon atoms as an essential component. The α-olefin sulfonate used in the present invention suitably has 10 to 22 carbon atoms, preferably 12 to 18 carbon atoms. The counter ion must be a polyvalent metal ion, such as alkaline earth metals such as magnesium, calcium, and barium, and polyvalent metals such as aluminum, zinc, tin, and lead. The emulsifier for emulsion polymerization of the present invention may be an α-olefin sulfonic acid polyvalent metal salt alone, or may be used in combination with a nonionic surfactant. Specific examples of nonionic surfactants that can be used in combination include polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene resin acid ester, and Pluronic type nonionic surfactants. Number of moles of ethylene added
10 to 100, preferably 10 to 50, polyoxyethylene nonionic surfactants are suitable. When a nonionic surfactant is used in combination, its capacity is α
- Suitable amount is 0.05 to 20 parts by weight per 1 part by weight of the polyvalent metal salt of olefin sulfonic acid. Unsaturated monomers to which the agent of the present invention can be applied include esters of acrylic acid or methacrylic acid such as methyl acrylate, ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, and methyl methacrylate; Vinyl halides such as vinyl, vinyl chloride, and vinylidene chloride; Vinyl esters such as vinyl acetate and vinyl propionate; Vinyl aromatic monomers such as styrene and vinyltoluene; Monoolefins or conjugated diolefins such as ethylene and butadiene; Acrylonitrile vinyl cyanides such as acrylamide; α,β-unsaturated amides such as acrylamide; and α,β-unsaturated carboxylic acids such as acrylic acid, methacrylic acid, itaconic acid, maleic acid, and fumaric acid, each of which may be used alone or in combination. More than one species is used in combination. Examples of typical unsaturated monomers are acrylic esters,
These include methacrylic acid ester, vinyl acetate, etc. When carrying out emulsion polymerization using the emulsifier of the present invention,
Polymerization initiators used include hydrogen peroxide, potassium persulfate, ammonium persulfate, and the like, and reducing agents such as sodium bisulfite and sodium thiosulfate may be used in combination, if necessary. The emulsifier for emulsion polymerization of the present invention can be applied to conventionally known emulsion polymerization methods. For example, the concentration of unsaturated monomer is 20 to 70% by weight, the emulsifier is 0.2 to 10 parts by weight per 100 parts by weight of unsaturated monomer, and the polymerization initiator is 0.1 to 2 parts by weight per 100 parts by weight of unsaturated monomer. Conditions such as weight parts can be adopted. Furthermore, a PH regulator, a degree of polymerization regulator, and other auxiliary additives may be used as necessary. The emulsifier for emulsion polymerization of the present invention exhibits a significantly superior effect than conventional sodium salt-based emulsifiers, and when immersed in water, the film formed from the emulsion obtained by emulsion polymerization using the emulsifier of the present invention is The effect is that the degree of swelling and sagging on the skin is greatly improved, and the water absorption rate is also low. In addition, in the emulsion polymerization process, there is little increase in the viscosity of the emulsion, and a low-viscosity emulsion with excellent workability can be obtained.Furthermore, this emulsion has good storage stability, mechanical stability, and freezing stability. Next, the present invention will be explained in more detail with reference to Examples. Example 1 2.0 parts by weight of C14 α-olefin magnesium sulfonate and 137.5 parts of water were added and dissolved in a reaction vessel equipped with a thermometer, stirring bar, reflux condenser, and dropping funnel, and the system was replaced with nitrogen gas. do. Add 10 parts by weight of ethyl acrylate and 6.25 parts of a 2.4% potassium persulfate aqueous solution to this, and start polymerization at 70°C. The remaining 90 parts by weight of ethyl acrylate was dropped into the reaction vessel over 1 hour and 20 minutes, and 6.25 parts of a 2.4% potassium persulfate aqueous solution was added in two portions. After dripping
Matured at 70℃ for 1 hour. Let this be (I A ). For comparison, emulsion polymerization was carried out in the same manner as in Example 1 using sodium C 14 α-olefin sulfonate. Let this be (I B ). The properties of the emulsions I A and I B and their films are shown in Table 1 below.
【表】 実施例 ２，３ 前例と同様にして【table】 Example 2, 3 Similarly to the previous example
【表】
メチル 〓
乳化剤（各2.0重量部）
C14α―オレフインスルホン酸マグネシウム
（A）
C14α―オレフインスルホン酸カルシウム
（B）
C14α―オレフインスルホン酸ナトリウム
（C） （比較例）
（以下AOS―１／2Mg，AOS―１／2Ca，
AOS―Naと略す）
よりエマルジヨンA，B，Cを得た。このも
の及びそのフイルム性状は次の第２表の通りであ
つた。[Table] Methyl 〓
Emulsifier (2.0 parts by weight each) C 14 α-olefin magnesium sulfonate
( A ) C 14 α-olefin calcium sulfonate
( B ) Sodium C 14 α-olefin sulfonate
( C ) (Comparative example) (hereinafter AOS-1/2Mg, AOS-1/2Ca,
Emulsions A , B , and C were obtained from AOS-Na). The properties of this product and its film were as shown in Table 2 below.
【表】 実施例 ４，５ 前例と同様にして【table】 Example 4, 5 Similarly to the previous example
【表】
乳化剤（各2.0重量部）
C14AOS―1/2Mg （A）
C14AOS―1/2Ca （B）
C14AOS―Na （C） （比較例）
よりエマルジヨンA，B，C，を得、これを
30％アンモニア水でPH９〜10に調整後、フイルム
を作成しエマルジヨンおよびフイルムの性状を測
定し、次の第３表の結果を得た。[Table] Emulsifier (2.0 parts by weight each) C 14 AOS-1/2Mg ( A ) C 14 AOS-1/2Ca ( B ) C 14 AOS-Na ( C ) (Comparative example) From emulsion A , B , C , and this
After adjusting the pH to 9-10 with 30% ammonia water, a film was prepared and the properties of the emulsion and film were measured, and the results shown in Table 3 below were obtained.
【表】 実施例 ６，７【table】 Example 6, 7
【表】
チル 〓混合物
[Table] Chill = Mixture
Claims (1)
価金属塩を必須成分として含有する乳化重合用乳
化剤。1. An emulsifier for emulsion polymerization containing a polyvalent metal salt of α-olefin sulfonic acid having 10 to 22 carbon atoms as an essential component.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55129005A JPS5753504A (en) | 1980-09-17 | 1980-09-17 | Emulsifying agent for emulsion polymerization |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55129005A JPS5753504A (en) | 1980-09-17 | 1980-09-17 | Emulsifying agent for emulsion polymerization |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5753504A JPS5753504A (en) | 1982-03-30 |
| JPS6129602B2 true JPS6129602B2 (en) | 1986-07-08 |
Family
ID=14998790
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP55129005A Granted JPS5753504A (en) | 1980-09-17 | 1980-09-17 | Emulsifying agent for emulsion polymerization |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5753504A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0349236Y2 (en) * | 1986-10-06 | 1991-10-21 | ||
| JP6471013B2 (en) * | 2015-03-25 | 2019-02-13 | 花王株式会社 | Anionic surfactant composition for emulsion polymerization |
-
1980
- 1980-09-17 JP JP55129005A patent/JPS5753504A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5753504A (en) | 1982-03-30 |
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