JPH02286775A - Anti-fogging agent - Google Patents
Anti-fogging agentInfo
- Publication number
- JPH02286775A JPH02286775A JP10740889A JP10740889A JPH02286775A JP H02286775 A JPH02286775 A JP H02286775A JP 10740889 A JP10740889 A JP 10740889A JP 10740889 A JP10740889 A JP 10740889A JP H02286775 A JPH02286775 A JP H02286775A
- Authority
- JP
- Japan
- Prior art keywords
- fluorine
- film
- antifogging agent
- fogging agent
- antifogging
- 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
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 52
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 28
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000011737 fluorine Substances 0.000 claims abstract description 27
- 229920003002 synthetic resin Polymers 0.000 claims abstract description 12
- 239000000057 synthetic resin Substances 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 11
- 239000000194 fatty acid Substances 0.000 abstract description 10
- 230000036961 partial effect Effects 0.000 abstract description 8
- 150000002148 esters Chemical class 0.000 abstract description 7
- 230000015572 biosynthetic process Effects 0.000 abstract description 3
- 238000009833 condensation Methods 0.000 abstract description 2
- 230000005494 condensation Effects 0.000 abstract description 2
- 239000003595 mist Substances 0.000 abstract 2
- 239000007789 gas Substances 0.000 description 14
- 238000007127 saponification reaction Methods 0.000 description 12
- -1 alcohol fatty acid Chemical class 0.000 description 10
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 238000003682 fluorination reaction Methods 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 229920001214 Polysorbate 60 Polymers 0.000 description 4
- PZQBWGFCGIRLBB-NJYHNNHUSA-N [(2r)-2-[(2s,3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-octadecanoyloxyethyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)[C@H]1OC[C@H](O)[C@H]1O PZQBWGFCGIRLBB-NJYHNNHUSA-N 0.000 description 4
- 235000013399 edible fruits Nutrition 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 125000001153 fluoro group Chemical group F* 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 238000004255 ion exchange chromatography Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000002736 nonionic surfactant Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- CFLUVFXTJIEQTE-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCC(=O)OCC(O)COCC(O)COC(=O)CCCCCCCCCCCCCCCCC Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)COCC(O)COC(=O)CCCCCCCCCCCCCCCCC CFLUVFXTJIEQTE-UHFFFAOYSA-N 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 244000052616 bacterial pathogen Species 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229920001684 low density polyethylene Polymers 0.000 description 2
- 239000004702 low-density polyethylene Substances 0.000 description 2
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 2
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- DUUKZBGYNMHUHO-UHFFFAOYSA-N 253MC0P0YV Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)COCC(O)CO DUUKZBGYNMHUHO-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- 241000156978 Erebia Species 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- RUSIZKKQGFQEHZ-UHFFFAOYSA-N OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O Chemical compound OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O RUSIZKKQGFQEHZ-UHFFFAOYSA-N 0.000 description 1
- OHYCBSAGQJZEAW-UHFFFAOYSA-N OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O Chemical compound OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.OCC(O)CO.CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O OHYCBSAGQJZEAW-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- IYFATESGLOUGBX-YVNJGZBMSA-N Sorbitan monopalmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O IYFATESGLOUGBX-YVNJGZBMSA-N 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- SHLNMHIRQGRGOL-UHFFFAOYSA-N barium zinc Chemical group [Zn].[Ba] SHLNMHIRQGRGOL-UHFFFAOYSA-N 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000003763 carbonization Methods 0.000 description 1
- 238000009841 combustion method Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- XGZOMURMPLSSKQ-UHFFFAOYSA-N n,n-bis(2-hydroxyethyl)octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)N(CCO)CCO XGZOMURMPLSSKQ-UHFFFAOYSA-N 0.000 description 1
- RKISUIUJZGSLEV-UHFFFAOYSA-N n-[2-(octadecanoylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC RKISUIUJZGSLEV-UHFFFAOYSA-N 0.000 description 1
- UQDVHJGNIFVBLG-UHFFFAOYSA-N octadecanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCCCCCCCCCCCC(O)=O UQDVHJGNIFVBLG-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000009958 sewing Methods 0.000 description 1
- 235000011071 sorbitan monopalmitate Nutrition 0.000 description 1
- 239000001570 sorbitan monopalmitate Substances 0.000 description 1
- 229940031953 sorbitan monopalmitate Drugs 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 238000003856 thermoforming Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は合成樹ルｌフィルムに使用され、水蒸気の凝縮
によるフィルム表面への水滴の生成を防止するとともに
、農業用ハウスに使用したとき１・で霧の光生を防止す
る防は剤に関する。Detailed Description of the Invention [Industrial Application Field] The present invention is used for synthetic wood film to prevent the formation of water droplets on the film surface due to water vapor condensation, and when used in agricultural greenhouses.・Related to an anti-fleet agent that prevents fog photogenesis.
〔従来のｊ′ｌ休工体
農業用の温室、トンネル栽培などにｆ六相されるｍ業用
被り材料として、ポリ塩化ビニル、ポリエチレン、エチ
レン−酢酸ビニル共重合体などの合成樹脂製フィルムか
関われている。これらのフィルムは元来疎水性であるた
め、フィルムを介し４て室内側の気温が高℃・とフィル
ムの内側に発生した水蒸気がフィルム表面近（で凝縮し
、倣細水崗としてフィルム表面に付着して曇りを生じる
。[Conventional agricultural greenhouses, tunnel cultivation, etc. are used as cover materials for industrial use, such as synthetic resin films such as polyvinyl chloride, polyethylene, and ethylene-vinyl acetate copolymers. I'm involved. These films are hydrophobic in nature, so when the temperature inside the room is high, the water vapor generated inside the film condenses near the film surface and forms a thin layer of water on the film surface. It adheres and causes cloudiness.
この曇りによりフィルムの透明性が損なわれ、太陽光線
の透過性が低下し、農作物や果実額の発芽に悪影響を及
ぼし、発育成長が阻害される。また、水滴がフィルム表
面に沿って流下せずＶＣ農作物や果実類トに直拭落下す
るために農作物や果実類（（有害な病原菌が増殖しがち
である。This cloudiness impairs the transparency of the film, reduces the penetration of sunlight, and has an adverse effect on the germination of crops and fruit, inhibiting their growth. In addition, since water droplets do not flow down along the film surface but fall directly onto the VC crops and fruits, harmful pathogenic bacteria tend to proliferate.
このような弊害を防止するため尾、防曇剤として多雨ア
ルコール脂肪酸部分エステル、脂肪酸アルカノールアミ
ド、ポリオキシエチレン系化合物などの非イオン界面活
性剤が合成樹脂に配合され、とくに防曇性と助動持続性
を改良するために２種類以上の非イオン界面活性剤混合
物が併用されている。In order to prevent such adverse effects, nonionic surfactants such as heavy alcohol fatty acid partial esters, fatty acid alkanolamides, and polyoxyethylene compounds are blended into synthetic resins as antifogging agents. Mixtures of two or more nonionic surfactants are used in combination to improve persistence.
また、温室やトンネル内は室内の水蒸気がほとんど飽和
状態であるために霧が発生しやすく、霧によって農作物
や果実類がぬれると農作物や果実類に有害な病原菌が増
殖するため、防霧剤としてペルフルオロアルキル基をも
つ界面活性剤が使用されている（特開昭６３−１８２３
６３号公報、特公昭５９−３５５７３号公報など）。In addition, fog tends to form in greenhouses and tunnels because indoor water vapor is almost saturated, and when crops and fruits get wet with fog, pathogenic bacteria that are harmful to crops and fruits proliferate. A surfactant having a perfluoroalkyl group is used (Japanese Patent Application Laid-Open No. 1823-1983)
63, Japanese Patent Publication No. 59-35573, etc.).
前記のベルフルオル化合物にも防曇性はあるがその持続
性が乏しく、またきわめて高価であるため、公知の防曇
剤と併用しなければならない。The above-mentioned bellfluoro compound also has antifogging properties, but its durability is poor and it is extremely expensive, so it must be used in combination with known antifogging agents.
本発明は、防曇性と防霧性を兼ね１＋１１１えた防曇剤
を目的とする。The object of the present invention is to provide an antifogging agent that has both antifogging properties and antifogging properties.
本発明は、公知のフン素を含有しない合成樹脂用防曇剤
をフッ素含有ガスと接触させてフン素化した防曇剤であ
る。The present invention is an antifogging agent obtained by contacting a known fluorine-free synthetic resin antifogging agent with a fluorine-containing gas to fluorinate it.
本発明で使用する７ン駆化前の合成樹脂用防曇剤は公知
のものでよく、たとえばグリセリン１（ホ肪酸部分エス
テル、ポリグリセリン１宿肪＃、部分エステル、ソルビ
タン脂肪酸部分エステル、ポリオキシエチレンソルビク
ン脂肪酸部分エステル、Ｎ。The antifogging agent for synthetic resins used in the present invention before 7-carbonization may be any known one, such as glycerin 1 (partial ester of fatty acid, polyglycerin 1 fat #, partial ester, sorbitan fatty acid partial ester, Oxyethylene sorbicun fatty acid partial ester, N.
Ｎ−ビス（２−ヒドロキシエチル）脂肪酸アミド、レ
ポリオキシエチ亨ンアルキルフェニルエーテルなどの非
イオン界面活性剤である。と（に、ソルビタン脂肪酸部
分エステルとポリオキシエチレンソルビタン脂肪酸エス
テルが好ましい。Nonionic surfactants such as N-bis(2-hydroxyethyl) fatty acid amide and repolyoxyethylene alkylphenyl ether. Of these, sorbitan fatty acid partial esters and polyoxyethylene sorbitan fatty acid esters are preferred.
具体的には、たとえばソルビタンモノ／（ルミテート、
ソルビタンモノステアレート、ソルビタンジステアレー
ト、ンルビタンモノベヘネート、ポリオキシエチレンソ
ルビタンモノノ（ルミテート１ポリオキシエチレンソル
ビタンジステアレート、ポリオキシエチレンソルビタン
ジペヘネート、グリセリンモノステアレート、グリセリ
ンジステアレート、ジグリセリンモノステアレート、ジ
グリセリンジステアレート、ヘキサグリセリンジステア
レート、ヘキサグリセリンテトラステアレート、Ｎ、Ｎ
−ビス（２−ヒドロキシエチル）ステアリン酸アミド、
ポリオキシエチレンオクチル７ｍニルエーテル、ポリオ
キシエチレンノニルフェニルエーテルなどである。Specifically, for example, sorbitan mono/(lumitate,
Sorbitan monostearate, sorbitan distearate, nrubitan monobehenate, polyoxyethylene sorbitan mono(Lumitate 1) polyoxyethylene sorbitan distearate, polyoxyethylene sorbitan diphenate, glycerin monostearate, glycerin distearate , diglycerin monostearate, diglycerin distearate, hexaglycerin distearate, hexaglycerin tetrastearate, N, N
-bis(2-hydroxyethyl)stearamide,
These include polyoxyethylene octyl 7myl ether and polyoxyethylene nonylphenyl ether.
本発明で使用するフン素化防曇剤を得るためＫは、フッ
素含有ガスのフッ素ガス濃度が０．１〜１００容量係、
好ましくは１〜１０容量係である。In order to obtain the fluorinated antifogging agent used in the present invention, K is such that the fluorine gas concentration of the fluorine-containing gas is 0.1 to 100 by volume,
Preferably it is 1 to 10 volumes.
る。さらに、接触温度は一１０〜１００°０であり、好
ましくは０〜４０°０である。−１０°Ｃ未満ではフッ
素化反応がおそく、１００°Ｃを越えると得られる防曇
剤の着色が著しい。概［７でフン素化反応速度が大赦過
ぎると反応熱のために防曇剤の着色が著しく、ときには
自然発火する。したがって、適切な７ン九ガス濃変、フ
ッ素含Ｌ１゛ガス圧力およびフッ素化反応温度を選択し
なければならない。Ru. Furthermore, the contact temperature is between -10 and 100 degrees, preferably between 0 and 40 degrees. If the temperature is lower than -10°C, the fluorination reaction is slow, and if the temperature exceeds 100°C, the resulting antifogging agent will be significantly colored. If the fluorination reaction rate in [7] is too slow, the antifogging agent will be significantly colored due to the reaction heat, and sometimes spontaneous combustion will occur. Therefore, appropriate gas concentration, fluorine-containing L1 gas pressure and fluorination reaction temperature must be selected.
防曇剤をフン素含有ガスレこ接触させる時間は数秒〜２
０時間であるが、安定した作業性の点で好ましくは３０
分〜１０時間である。The time period for which the antifogging agent is brought into contact with the fluorine-containing gas resistor is several seconds to 2
0 hours, but preferably 30 hours in terms of stable workability.
minutes to 10 hours.
本発明において、合成樹脂用防曇剤にフッ素含有ガスを
接触させる場合、一般にオートクレーブを用いる。しか
し、大気圧で接触させろ場合には開放容器でもよい。７
）素含有カスに接触させろときの防曇剤が液体である場
合は、防曇剤を十分にか（はんしながら液中にフッ素含
有ガスを圧入すればよい。しかし、固体状の防１剤に７
）素含有ガスを接触させる場合は、防蝕剤を直径的ｌＯ
瓢以下圧砕いて、ニーダ−のようなかくはん機を用いる
ことが望ましい。In the present invention, when bringing the fluorine-containing gas into contact with the antifogging agent for synthetic resins, an autoclave is generally used. However, if contact is to be made at atmospheric pressure, an open container may be used. 7
) If the antifogging agent to be brought into contact with the fluorine-containing scum is a liquid, the fluorine-containing gas may be pressurized into the liquid while thoroughly applying the antifogging agent. 7 to the agent
) When contacting with element-containing gas, the corrosion inhibitor should be
It is preferable to crush it into smaller pieces and use a stirrer such as a kneader.
フッ素含有ガス圧接触させて得られた本発明のフン素化
防曇剤は、副生じたフッ化水素を除去するために反応後
に減圧下に処理を行なうことが望ましい。The fluorinated antifogging agent of the present invention obtained by pressure contact with a fluorine-containing gas is preferably treated under reduced pressure after the reaction to remove by-produced hydrogen fluoride.
本発明のフッ素化防曇剤中のフッ素含有率は０゜０１〜
５重量係であり、好ましくは０．１〜２重量係である。The fluorine content in the fluorinated antifogging agent of the present invention is 0°01~
5 weight ratio, preferably 0.1 to 2 weight ratio.
０．０１重量係未満では防縫効来が小さすぎ、５ｆｆｉ
ｔ％を越えると防曇剤の着色が著しい。If it is less than 0.01 weight ratio, the anti-sewing effect is too small, and 5ffi
If it exceeds t%, the antifogging agent will be significantly colored.
フッ素含有率の簡単な定量法はイオンクルマド法である
が、フッ素含有ガスとの接触によって生成する炭素−フ
ッ素結合はアルカリでケン化されるために、日本油化学
協会編の基準油脂分析法２゜４．３．１−７１で規定す
るケン化価からつぎの式（１）で算出することもできる
。A simple method for quantifying fluorine content is the ion chromad method, but since the carbon-fluorine bond generated by contact with a fluorine-containing gas is saponified by alkali, the standard oil and fat analysis method edited by the Japan Oil Chemists' Association is used. It can also be calculated using the following formula (1) from the saponification value specified in 2.4.3.1-71.
式（１）中、人はフッ素含有ガスに接触して得られたフ
ッ素化防曇剤のケン化価であり、Ｂはフッ素含有ガスに
接触する前の防曇剤のケン化価である。In formula (1), B is the saponification value of the fluorinated antifogging agent obtained by contacting with the fluorine-containing gas, and B is the saponification value of the antifogging agent before contacting with the fluorine-containing gas.
本発明の防曇剤は、フン素化処理をしない公知の防鍵剤
と併用してもよい。本発明の防曇剤は、合成樹脂１００
重量部に対してフッ素原子が０．００１〜１重量部にな
る範囲で使用するのが好ましく、また本発明のフッ素化
防曇剤と７ノ素化処理をしない公知の防曇剤とを併用す
る場合にはその和が０１〜５重量部になるように使用す
る。フッ素原子がＯ，ＯＯ１重量部未満では防輪効果の
持続性が不十分であり、また１重世部を越えるとフィル
ムが熱成形中に褐色に着色しゃすい。フン素化防曇剤と
７ン素化処理をしない公知の防曇剤の和が０．１重量部
未満では防曇効果の持続性が不十分であり、また５重量
部を越えると防曇剤のフィルム表面へのズリードが多く
なってブロッキングなどの新たな問題の原因になる。The antifogging agent of the present invention may be used in combination with a known anti-locking agent that is not subjected to fluorination treatment. The antifogging agent of the present invention has a synthetic resin of 100%
It is preferable to use the fluorine atom in a range of 0.001 to 1 part by weight based on the weight part, and the fluorinated antifogging agent of the present invention may be used in combination with a known antifogging agent that is not subjected to the 7-containing treatment. If so, the total amount should be 0.1 to 5 parts by weight. If the amount of fluorine atoms is less than 1 part by weight of O or OO, the durability of the anti-ring effect will be insufficient, and if it exceeds 1 part by weight, the film will turn brown during thermoforming. If the sum of the fluorinated antifogging agent and the known antifogging agent that is not subjected to fluoride treatment is less than 0.1 part by weight, the antifogging effect will not last long enough, and if it exceeds 5 parts by weight, the antifogging effect will be insufficient. This increases the amount of the agent slipping onto the film surface, causing new problems such as blocking.
本発明の防曇剤は、防曇剤の炭素−水素結合の一部の水
素原子がフッ素ガスのフッ素原子と＃、換したものであ
る。In the antifogging agent of the present invention, some of the hydrogen atoms in the carbon-hydrogen bonds of the antifogging agent are replaced with fluorine atoms of fluorine gas.
防曇剤がグリセリンモノステアンートの場合、７ノ素化
前の分子量が３５８であり、フッ素含有率が５重ＪＬ％
の場合はフン素化物の分子量は３７６になり、１分子当
たりに結合するフッ素原子は約１個であり、１分子の炭
素−水素結合は４０個であるから、ベルフルオルアルキ
ル基はほとんど存在しないと考えることができる。When the antifogging agent is glycerin monostaneate, the molecular weight before 7-nomination is 358, and the fluorine content is 5x JL%.
In this case, the molecular weight of the fluorinated compound is 376, the number of fluorine atoms bonded per molecule is approximately 1, and the number of carbon-hydrogen bonds per molecule is 40, so there are almost no perfluoroalkyl groups. I can think of no.
防曇剤がポリオキシエチレン（３モル）ソルビタンジス
テアレートの場合、フッ素化前の分子量が８２８であり
、フッ巣原子含有率が５重量憾では７ノ素化物の分子量
は８７０．５になり、１分子当たりに結合するフッ素は
約２．３個、１分子の炭〔発明の効果〕
本発明の防曇剤は、合成樹脂に添加したときに優れた防
曇性と防霧性を付与することができる。When the antifogging agent is polyoxyethylene (3 mol) sorbitan distearate, the molecular weight before fluorination is 828, and when the fluorine nest atom content is 5% by weight, the molecular weight of the heptomide is 870.5. , approximately 2.3 fluorine atoms bond per molecule, and 1 molecule of carbon [Effects of the invention] The antifogging agent of the present invention provides excellent antifogging and fogging properties when added to synthetic resins. can do.
つぎに本発明を製造例および実施例により説明する。係
および部は電電単位である。Next, the present invention will be explained by manufacturing examples and examples. Sections and divisions are electrical and electrical units.
製造例 ｌ
ソルビタンモノパルミテート（防曇剤Ａ１ケン化価１４
４、平均分子ｉ３９０ 、融点５０’Ｏ１粒径３ＩＩＩ
ＩＩ＋以下の粉体）をニーダ−にとり、真空ポンプでニ
ーダ−内を５０ ｍｌ−１ｇにした。そのｉｉ、５’１
くはんし、さらに５０ ｆｉｌ’ｆｇ下でゎずρ）の空
気ン導入しながら３０分間かくはんして、生成したフッ
化水素を除去した。Production example l Sorbitan monopalmitate (antifogging agent A1 saponification value 14
4, average molecular i390, melting point 50'O1 particle size 3III
Powder II+ or below) was placed in a kneader, and the volume in the kneader was made up to 50 ml-1 g using a vacuum pump. Part ii, 5'1
The mixture was stirred and further stirred for 30 minutes while introducing 50 fil'fg of air to remove the generated hydrogen fluoride.
得られたフッ素化防曇剤人（ケン化１ｄｆｉ１６８）の
フッ素含有率は、イオンクロマト法（燃焼法）で０．９
４優、ケン比価法で０．９９％であった。The fluorine content of the obtained fluorinated antifogging agent (saponified 1dfi168) was determined to be 0.9 by ion chromatography (combustion method).
4th grade, 0.99% according to the Ken ratio method.
製造例 ２
ンルビタンモノステアレ・−ト（防曇剤Ｂ１ケン化１ｔ
ｌｌｉ １３６ 、平均分子、１ｉ１４１３、融点５３
°ｏ１粒径３■以下の粉体）を用い、製造υ・・］ｌと
同様の条件で処理した。Production example 2 Rubitan monostearate (antifogging agent B1 saponified 1t
lli 136, average molecule, 1i1413, melting point 53
Powder with a particle size of 3 cm or less) was used and processed under the same conditions as in the production υ...]l.
得られたフッ素化防曇剤Ｂ（ケン化価１７５）のフッ素
含有率は、イオンクロマ［法で１．１４％、ケン化法で
１．２１ ％であった。The fluorine content of the obtained fluorinated antifogging agent B (saponification value 175) was 1.14% by the ion chroma method and 1.21% by the saponification method.
製造例 ３
ポリオキシエチレン（３モル）ソルビタンジステアレー
ト（防曇剤Ｃ，ケン化価１３６、平均分子量８２５、融
点４１Ｃ１粒径３−以下の粉体）を用い、製造例１と同
様の条件で処理した。Production Example 3 Using polyoxyethylene (3 mol) sorbitan distearate (antifogging agent C, saponification value 136, average molecular weight 825, melting point 41C, particle size 3 or less powder), the same conditions as Production Example 1 were used. Processed with.
得られた７ン素化防曇剤Ｃ（ケン化価１６３）のフッ素
含有率は、イオンクロマト法で０．９１％１ケン化価法
で０．９６ ％であった。The fluorine content of the obtained 7-fluorinated antifogging agent C (saponification value 163) was 0.91% by ion chromatography and 0.96% by 1 saponification value method.
製造例 ４
ジグリセリンジステアレート（防曇剤Ｄ１ケン化価１６
１、平均分子：１６９７、融点５４’Ｏ，粒径３■以下
の粉体）を用い、温度３０’Ｏで３時間かくはんしたほ
かは製造例１と同様の条件で処理した。Production example 4 diglycerin distearate (antifogging agent D1 saponification value 16
1, average molecular weight: 1697, melting point: 54'O, particle size: 3 cm or less) was used, and the process was carried out under the same conditions as in Production Example 1, except that the powder was stirred at a temperature of 30'O for 3 hours.
得られたフッ素化防曇剤Ｄ（ケン化価２２６）のフッ素
含有率は、イオンクロマト法で２．２９％、ケン化価法
で２．３２１であった。The fluorine content of the obtained fluorinated antifogging agent D (saponification value 226) was 2.29% by ion chromatography and 2.321 by saponification value method.
実施例１
下記の配合比の塩化ビニル樹脂組成物に表１に示す防曇
剤を加え、１７０’Ｏでカレンダー成形し一１〇−
て厚さＯ，ｌ ｍのフィルムを得た。Example 1 The antifogging agent shown in Table 1 was added to a vinyl chloride resin composition having the following compounding ratio, and calender molded at 170'O to obtain a film having a thickness of 0.1 m.
配合比
塩化ビニル樹脂（日本ゼオン【株：ゼオン１０３Ｅ Ｐ
） １．００部
ジオクチルフタレート ４５部トリクレ
ジルホスフェート ５部エポキシ樹脂（シェ
ル化学■：エピフート８２８）１ 部
Ｎ、Ｎ’−エチレンビスステアリン酸アミド０．５部
ステアリン酸カルシウム ０．５部ステア
リン酸亜鉛 ０．５部バリウム−亜
鉛族体表一定剤（７デカアーガス化学１’Ｊ ： Ｍ
Ａ ＲＫ Ａ Ｃ１６７） １ 都得られたフィル
ムを間口３ｍ、扶行き９ｍ、高さ２．５ ｍのハウスに
、防備剤ごとに１棟ずつ展張し、６０日間にわたって朝
７時と夕方５時に防↓ｆ性と防霧性を観察した。Compounding ratio Vinyl chloride resin (Nippon Zeon Co., Ltd.: Zeon 103E P
) 1.00 parts dioctyl phthalate 45 parts tricresyl phosphate 5 parts epoxy resin (Shell Chemical ■: Epihut 828) 1 part N,N'-ethylene bisstearamide 0.5 part calcium stearate 0.5 part zinc stearate 0.5 parts barium-zinc group surface constant agent (7 Deca Argus Chemical 1'J: M
A RK A C167) 1 The obtained film was spread on each house with a width of 3 m, a width of 9 m, and a height of 2.5 m, one for each protective agent. ↓F properties and anti-fog properties were observed.
試検結来を表工に示す。Show the results of the test to the surface worker.
なお、本発明の／１６１〜４′（、比較の應６および痛
８は１１〜１月に、本発明の／Ｉ６４、應５、比較のＡ
７ 、／Ｍｈ９およびＡ１０は１〜３月に試験を行なっ
た。In addition, /161-4' of the present invention (, Comparison 應6 and Pain 8 are November to January, /I64 of the present invention, 應5, Comparison A
7, /Mh9 and A10 were tested from January to March.
表１より、本発明のフッ素化防曇剤を添加したフィルム
は防曇性を損なうことなく、防霧性が改良されているこ
とがわかる。Table 1 shows that the film containing the fluorinated antifogging agent of the present invention has improved antifogging properties without impairing antifogging properties.
表 １
実施例２
低密度ポリエチレン（日本石油化学■：臼石レしスｐン
Ｆ２２）ｔｏｏ部に表２に示す防曇剤２郡を添加して、
２１０’Ｏで押出成形をしてペン９トを得た。このペレ
ットと前記の低密度ポリエチレンの当量混合物を１７０
’Ｏで押出成形を行なりて厚さ０．１籠のフィルムを得
た。Table 1 Example 2 Two groups of antifogging agents shown in Table 2 were added to the too part of low density polyethylene (Nippon Petrochemical ■: Utsuishi Resupun F22),
Pen 9 was obtained by extrusion molding at 210'O. An equivalent mixture of these pellets and the above-mentioned low density polyethylene was mixed at 170%
Extrusion molding was carried out at 'O' to obtain a film with a thickness of 0.1 cage.
得られたフィルムを実施例１と同様の方法で３〜４月に
３０日間にわたって防曇性と防霧性を観察した結果を表
２に示す。Table 2 shows the results of observing the antifogging properties and antifogging properties of the obtained film for 30 days from March to April in the same manner as in Example 1.
表２より、本発明のフッ素化防曇剤を添加したフィルム
は防曇性を損なうことなく、防霧性が改良されているこ
とがわかる。Table 2 shows that the film containing the fluorinated antifogging agent of the present invention has improved antifogging properties without impairing antifogging properties.
注：１）５段階で評価した。傾斜３０゛０のフィルム面
に水滴のない状態を１とし、水滴が多（なるＶＣ従って
大きな値で示した。Note: 1) Evaluated on a 5-level scale. The state where there are no water droplets on the film surface with an inclination of 30°0 is set as 1, and the number of water droplets (VC) is indicated by a large value.
２） ５段階で評価した。霧の最も少な（・ハウスを１
とし、霧が多くなるに従って大きな値で示した。2) Evaluated on a 5-level scale. The least amount of fog (・1 house)
The value increases as the amount of fog increases.
３）ベルフルオルアルキルベタイン型界曲活性剤。旭硝
子■：サーフｐン Ｓ−１４１゜
表
注：１）
表１に同じ。3) Berfluoroalkylbetaine-type surfactant. Asahi Glass ■: Surfpun S-141゜Table Notes: 1) Same as Table 1.
Claims (1)
ガスと接触させてフッ素化した防曇剤。1. An antifogging agent for synthetic resins that does not contain fluorine and is fluorinated by contacting it with a fluorine-containing gas.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10740889A JPH02286775A (en) | 1989-04-28 | 1989-04-28 | Anti-fogging agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10740889A JPH02286775A (en) | 1989-04-28 | 1989-04-28 | Anti-fogging agent |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH02286775A true JPH02286775A (en) | 1990-11-26 |
Family
ID=14458392
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10740889A Pending JPH02286775A (en) | 1989-04-28 | 1989-04-28 | Anti-fogging agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02286775A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103805138A (en) * | 2014-01-27 | 2014-05-21 | 武汉昊昱高新科技股份有限公司 | Food-grade automotive glass antifogging agent and preparation method thereof |
-
1989
- 1989-04-28 JP JP10740889A patent/JPH02286775A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103805138A (en) * | 2014-01-27 | 2014-05-21 | 武汉昊昱高新科技股份有限公司 | Food-grade automotive glass antifogging agent and preparation method thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP3857779B2 (en) | Agricultural synthetic resin film with excellent anti-fogging and anti-fogging properties | |
| JPH02286775A (en) | Anti-fogging agent | |
| JP4030653B2 (en) | Anti-fogging agent composition for synthetic resin | |
| JP2741408B2 (en) | Agricultural synthetic resin film | |
| JPH1045944A (en) | Anticlouding and antifogging agent for synthetic resin and synthetic resin composition and agricultural film containing the same | |
| JP3047375B2 (en) | Agricultural synthetic resin coating and anti-fog anti-fog agent | |
| JPS61111349A (en) | Vinyl chloride resin composition for molding anti-fogging agricultural film | |
| JP2520984B2 (en) | Polyolefin resin film for agriculture | |
| JPS59145234A (en) | Lowly toxic agricultural vinyl chloride film | |
| JP2862968B2 (en) | Agricultural synthetic resin coating and anti-fog anti-fog agent | |
| JPS63162760A (en) | Agricultural covering material made of synthetic resin | |
| JP2626818B2 (en) | Agricultural vinyl chloride resin film | |
| JP3992842B2 (en) | Anti-fogging agent composition for synthetic resin | |
| JPH07103312B2 (en) | Agricultural covering made of thermoplastic synthetic resin with excellent fog-proof and anti-fog properties | |
| JP2882033B2 (en) | Agricultural vinyl chloride resin film | |
| EP0090451B1 (en) | Use of a bismuth salt to reduce the fume production of polyvinylchloride compositions | |
| JPH0472341A (en) | Antifogging agent for agricultural synthetic resin covering material | |
| JPS63202662A (en) | Antifogging synthetic resin composition | |
| JPH04293949A (en) | Antifogging vinyl chloride resin composition | |
| JP3503190B2 (en) | Vinyl chloride resin composition and agricultural vinyl chloride film using the same | |
| JP3992841B2 (en) | Anti-fogging agent composition for synthetic resin | |
| JPH01216947A (en) | Novel fluorine compound and synthetic resin film containing said compound | |
| JPH0195146A (en) | Agricultural vinyl chloride resin film | |
| JPH07179700A (en) | Vinyl chloride resin composition for agriculture and agricultural vinyl film made by using it | |
| JPS5811538A (en) | Agricultural polyvinyl chloride film |