JPH0359059A - Detergent packaging film - Google Patents
Detergent packaging filmInfo
- Publication number
- JPH0359059A JPH0359059A JP19597589A JP19597589A JPH0359059A JP H0359059 A JPH0359059 A JP H0359059A JP 19597589 A JP19597589 A JP 19597589A JP 19597589 A JP19597589 A JP 19597589A JP H0359059 A JPH0359059 A JP H0359059A
- Authority
- JP
- Japan
- Prior art keywords
- film
- polyvinyl alcohol
- polyethylene glycol
- detergent
- carboxylic 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.)
- Granted
Links
- 239000003599 detergent Substances 0.000 title claims abstract description 16
- 229920006280 packaging film Polymers 0.000 title claims description 5
- 239000012785 packaging film Substances 0.000 title claims description 5
- 239000004372 Polyvinyl alcohol Substances 0.000 claims abstract description 11
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 11
- 229920002451 polyvinyl alcohol Polymers 0.000 claims abstract description 11
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 7
- 238000004806 packaging method and process Methods 0.000 abstract description 2
- 238000005266 casting Methods 0.000 abstract 1
- 230000015556 catabolic process Effects 0.000 abstract 1
- 238000006731 degradation reaction Methods 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 11
- 239000002253 acid Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 239000004902 Softening Agent Substances 0.000 description 3
- 238000009792 diffusion process Methods 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000004705 High-molecular-weight polyethylene Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- 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
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000003475 lamination Methods 0.000 description 1
- 229920001684 low density polyethylene Polymers 0.000 description 1
- 239000004702 low-density polyethylene Substances 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
- 238000004519 manufacturing process Methods 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
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920001290 polyvinyl ester Polymers 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
この発明は、包装されたままの洗剤を洗濯機に投入した
ときに溶は出す水溶性の洗剤包装用フィルムに関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a water-soluble detergent packaging film that dissolves when the packaged detergent is put into a washing machine.
このような水溶性の洗剤包装用フィルムとしては、ポリ
ビニルアルコール（Ｐ、Ｖ、Ａ、）系の樹脂を用いる事
が多く、これに柔軟剤としてグリセリンやポリエチレン
グリコール（Ｐ、 Ｂ、 Ｇ、 ’）などを添加したも
のが知られている。このようなフィルムの開発において
、洗剤（アルカリ性）によるフィルムの、溶解性の変化
に着目し、Ｐ、 Ｖ、 Ａ、の鹸化度とか重合度という
点での改善を図ったものとして、特開昭６１−２００１
４６号公報や特開昭５８−８７１４５号公報に記載のも
のが知られている。Such water-soluble detergent packaging films often use polyvinyl alcohol (P, V, A,)-based resins, and glycerin or polyethylene glycol (P, B, G, ') as softeners. It is known that the following ingredients are added. In the development of such a film, we focused on the change in solubility of the film due to detergent (alkaline) and attempted to improve the degree of saponification and degree of polymerization of P, V, and A. 61-2001
46 and JP-A-58-87145 are known.
しかしながら、これら公報に記載のフィルムは、いずれ
もフィルムの機械的性質の劣化防止を意図したものでは
なかった。However, none of the films described in these publications were intended to prevent deterioration of the mechanical properties of the film.
従来のＰ、Ｖ、Ａ、にグリセリンあるいはＰ、 Ｅ、
Ｇ１等の柔軟剤を添加したフィルムでは、柔軟剤が洗剤
と接触し、洗剤側に吸収されて短期間にフィルムが硬く
かつ脆くなってしまっていた。そのために寒冷地での破
袋事故が多発していた。Conventional P, V, A, glycerin or P, E,
In films to which a softener such as G1 was added, the softener came into contact with detergent and was absorbed by the detergent, making the film hard and brittle in a short period of time. As a result, bag breakage accidents occurred frequently in cold regions.
そこで、この発明は、機械的性質の劣化を防止した水溶
性の洗剤包装用フィルムを提供することを目的とする。Therefore, an object of the present invention is to provide a water-soluble detergent packaging film that prevents deterioration of mechanical properties.
上述の目的を達成するため、この発明は、カルボキシル
基含有量が１〜１０モル％のカルボン酸変性ポリビニル
アルコールフィルムに分子１４００〜１，０００、より
好ましくは６００〜８００のポリエチレングリコールを
柔軟剤として添加し、添加するポリエチレングリコール
はポリビニルアルコールに対して２０〜５０ＰＦ（Ｒで
あるように構成した。In order to achieve the above object, the present invention provides a carboxylic acid-modified polyvinyl alcohol film having a carboxyl group content of 1 to 10 mol%, and a polyethylene glycol having a molecular weight of 1,400 to 1,000, more preferably 600 to 800, as a softening agent. The polyethylene glycol added was configured to have 20 to 50 PF (R) relative to polyvinyl alcohol.
〔作用］
経時的に安定な柔軟剤として高分子量のポリエチレング
リコールは公知であるが、通常一般のポリビニルアルコ
ールへ添加した場合、相溶性が悪く、柔軟剤としては不
適と考えられていたが、カルボキシル基含有量が１〜１
０モル％のカルボン酸変性ポリビニルアルコールフィル
ムに分子量４００〜１．０００のポリエチレングリコー
ルを柔軟剤として添加し、カルボン酸変性Ｐ、Ｖ、Ａ、
に対するＰ、Ｂ、 Ｇ、の比を２０〜５０ＰＨＲとした
この発明では、実用上充分な相溶性を持つ。また、低温
時においても優れた衝撃強度と耐候性を備えたフィルム
となった。[Function] High molecular weight polyethylene glycol is known as a softening agent that is stable over time, but when added to general polyvinyl alcohol, it has poor compatibility and was thought to be unsuitable as a softening agent. Group content is 1-1
Polyethylene glycol with a molecular weight of 400 to 1.000 is added as a softener to a 0 mol% carboxylic acid-modified polyvinyl alcohol film, and carboxylic acid-modified P, V, A,
In this invention, the ratio of P, B, and G to PHR is 20 to 50 PHR, which has sufficient compatibility for practical purposes. Furthermore, the film has excellent impact strength and weather resistance even at low temperatures.
実施例１゜
カルボキシル基含有量が５モル％、鹸化度９０モル％の
マレイン酸変性ポリビニルアルコール１００ｇに柔軟剤
として分子量６０Ｇのポリエチレングリコールを３０Ｐ
ＨＲの割合で添加した。Example 1 30P polyethylene glycol with a molecular weight of 60G was added as a softener to 100g of maleic acid-modified polyvinyl alcohol with a carboxyl group content of 5 mol% and a degree of saponification of 90 mol%.
It was added at the rate of HR.
なお、ＰＨＲはＰａｒｔｓ ｐｅｒ Ｈｕｎｄｒｅｄ
ｏｆ Ｒｅ５ｉｎの略であり、樹脂分１００に対する比
である。ここでＰ、 Ｂ、 Ｇ、は３０ｇ添加した。そ
の他、界面活性剤を０．５ｇ、水３７０ｇを添加し、加
熱溶解してその水溶液を流延乾燥し、厚み４０μｍのフ
ィルムを得た。In addition, PHR is Parts per Hundred
It is an abbreviation of "of Re5in" and is the ratio to 100 resin content. Here, 30g of P, B, and G were added. Additionally, 0.5 g of a surfactant and 370 g of water were added, heated and dissolved, and the aqueous solution was cast and dried to obtain a film with a thickness of 40 μm.
フィルムの作成方法としては、カルボン酸変性Ｐ、 Ｖ
、Ａ、とＰ、 Ｂ、 Ｇ、とを約３倍量の水で加熱溶解
し、その水溶液を流延する方法の他に、カルボン酸変性
Ｐ、 Ｖ、 Ａ、をＰ、 Ｂ、 Ｇ、や水の存在下に溶
融押出しする等の各種公知手段の採用が可能である。ま
た、必要に応じて着色料、増量剤、製膜助剤あるいは他
の水溶性樹脂等を適宜添加しても良い。The method for creating the film is to use carboxylic acid-modified P, V
, A, and P, B, G, are heated and dissolved in approximately three times the amount of water, and the aqueous solution is cast. It is possible to employ various known means such as melt extrusion in the presence of water or water. Furthermore, coloring agents, extenders, film forming aids, other water-soluble resins, etc. may be added as appropriate.
フィルムの膜厚は１０〜１００μ程度が実用的である。The practical thickness of the film is about 10 to 100 microns.
フィルムは必要に応じて適宜熱処理、延伸処理、ラミネ
ート処理、コード処理等が行われ得る。The film may be subjected to heat treatment, stretching treatment, lamination treatment, cord treatment, etc. as appropriate.
実施例２゜
実施例３゜
実施例４゜
実施例５゜
添加するＰ、Ｂ、 Ｇ、の分子量が４００未満では、揮
散及び拡散移行が大きく柔軟性がきわめて悪くなる。Example 2゜Example 3゜Example 4゜Example 5゜When the molecular weight of P, B, and G to be added is less than 400, volatilization and diffusion transfer are large and flexibility becomes extremely poor.
一方分子量１．０００を越えるＰ、 Ｂ、 Ｇ、を添加
すると揮酸及び拡散移行はみられないが、柔軟可塑効果
が低く実用的ではない。したがってＰ、 Ｅ、 Ｇ、の
分子量は４００以上、好ましくは６００以上で、ｉ、ｏ
ｏｏ以下、好ましくは８００以下であることが必要であ
る。On the other hand, when P, B, and G having a molecular weight exceeding 1.000 are added, volatile acids and diffusion migration are not observed, but the flexibility and plasticity effect is low and it is not practical. Therefore, the molecular weights of P, E, and G are 400 or more, preferably 600 or more, and i, o
It needs to be 0.00 or less, preferably 800 or less.
また、カルボン酸変性ｐ、 ｖ、＾、に対するＰ、 Ｂ
、 Ｇ、の添加量は、２０ＰＨＲ未満では柔軟性が不足
し、５０ＰＨＲを超えると相溶性の限専となり、ブリー
ド等のトラブルを起こすとともにフィルムの強度が著し
く低下するので２０〜５０ＰＨＲに限定することが必要
である。In addition, P, B for carboxylic acid modified p, v, ^,
The amount of G added should be limited to 20 to 50 PHR, as if it is less than 20 PHR, flexibility will be insufficient, and if it exceeds 50 PHR, compatibility will be limited, causing troubles such as bleeding, and the strength of the film will decrease significantly. is necessary.
カルボン酸変性Ｐ、 Ｖ、Ａ、のカルボキシル基の含有
量が１モル％未満では、Ｐ、 Ｅ、 Ｇ、との相溶性が
悪く、柔軟安定性に欠け、さらに洗剤（ＰＨ８〜１２）
ではフィルムの溶解性が経時変化をきたしてしまう。If the carboxyl group content of carboxylic acid-modified P, V, A is less than 1 mol%, it has poor compatibility with P, E, G, lacks flexibility stability, and is more difficult to detergent (PH8-12).
In this case, the solubility of the film changes over time.
ｌ０モル％を超えるとフィルムが過度に湿度の影響を受
は易く、製造上支障をきたす。If it exceeds 10 mol %, the film will be excessively susceptible to the influence of humidity, causing problems in production.
本発明で包装対象とする洗剤は特に制限はなく公知の任
意のものが用いられ、粉末石鹸、合成洗剤等いずれも使
用される。The detergent to be packaged in the present invention is not particularly limited and any known detergent can be used, including powdered soap and synthetic detergent.
本発明で用いるカルボン酸変性Ｐ、Ｖ、Ａ、は（１）ア
クリル酸やマレイン酸、クロトン酸、イタコン酸等の不
飽和カルボン酸又はそのアルキルエーテルを共重合して
鹸化する方法。The carboxylic acid-modified P, V, A used in the present invention is obtained by (1) a method of copolymerizing and saponifying unsaturated carboxylic acids such as acrylic acid, maleic acid, crotonic acid, itaconic acid, or their alkyl ethers.
（２） Ｐ、Ｖ、Ａ、に二塩基性酸を後反応させて部
分エステル化する方法。(2) A method of post-reacting P, V, and A with a dibasic acid to partially esterify them.
（３） Ｐ、Ｖ、Ａ、に不飽和酸をグラフトさせる方
法。(3) A method of grafting unsaturated acids onto P, V, and A.
（４）ポリ酢酸ビニル等のポリビニルエステルに不飽和
酸をグラフトさせ、これを鹸化する方法。(4) A method of grafting an unsaturated acid onto a polyvinyl ester such as polyvinyl acetate and saponifying it.
等任意の方法で調整できる。etc. can be adjusted in any way.
次に、表１に示す実施例１〜５と比較例１〜８とを、破
断伸度、衝撃強度、落下破袋試験、充填包装品の溶解性
について比較した結果を表２に示す。Next, Table 2 shows the results of comparing Examples 1 to 5 shown in Table 1 and Comparative Examples 1 to 8 in terms of elongation at break, impact strength, drop bag tear test, and solubility of filled packaged products.
表
表
表２中における促進テストは、フィルム柔軟剤の洗剤側
への拡散移行を促すためのテストであり、フィルムで１
２０Ｘ１５０（ｍｍ＞の袋を造り（ヒートシール）、こ
の中に１００ｇの洗剤を充填して４０℃、７５％ＲＨの
雰囲気下に２１日間放置した。また、フィルム物性テス
トは、促進テスト後の袋〈フィルム）について測定した
ものであり、破断伸度テストはＪＩＳ Ｚ １７０
２に基づき、−５℃雰囲気下で行った。衝撃強度テスト
は、５℃雰囲気下において、フィルムインパクトテスタ
ーを用いて行った。落下破袋テストは、２１日間の促進
過酷テストを終えた充填袋を３０℃４５％ＲＨで４８時
間乾燥しこれを３０μのり、 Ｄ、 Ｐ、 Ｂ。The accelerated test in Table 2 is a test to promote the diffusion and transfer of film softener to the detergent side.
A bag of 20 x 150 (mm>) was made (heat sealed), filled with 100 g of detergent, and left in an atmosphere of 40°C and 75% RH for 21 days.Furthermore, the film physical property test was performed on the bag after the accelerated test. (Film), and the breaking elongation test is JIS Z 170.
Based on 2, the test was carried out under a -5°C atmosphere. The impact strength test was conducted using a film impact tester in a 5°C atmosphere. In the drop bag tear test, the filled bags that had completed the 21-day accelerated severe test were dried at 30°C and 45% RH for 48 hours, and then coated with 30μ glue.D, P, B.
（ロウデンシティポリエチレン）で作った１５０Ｘ１５
０（＋ｎ＋ｎ）の袋で外装して防湿保護した状態で一り
℃×５時間静置冷却したものを用い、−５℃雰囲気下で
高さ１．２ｍから、コンクリート床上に自然落下させ破
袋の有無を判定した。これを１種類について１０個行い
、３個以上破袋したものを不良とした。150X15 made from (low density polyethylene)
The bag was wrapped in a moisture-proof bag and left to cool for 5 hours at ℃, and then allowed to fall naturally from a height of 1.2 m on a concrete floor in a -5℃ atmosphere to break the bag. The presence or absence of was determined. This was done for 10 bags of each type, and those with 3 or more torn bags were considered defective.
また、表２中の溶解性については、ビーカーに１５℃の
水１０００ｒｄ！を採り、１０１０Ｘ１０のフィルム試
験片を投入し、マグネチックスタークー撹拌下（２５Ｏ
ｒｐｍ）で３０秒以内で溶解するものを良とした。Also, regarding the solubility in Table 2, 1000 rd of water at 15°C in a beaker! A 1010 x 10 film test piece was taken, and the film was heated under magnetic starch stirring (25O
Those that dissolved within 30 seconds at a rotational speed (rpm) of 30 seconds were rated as good.
以上説明したように、この発明では、長期間放置しても
フィルムの柔軟性低下が少ない為寒冷地に於いても破袋
などの心配がなく、またその洗剤がアルカリ性の場合で
も水溶性が損なわれる事もない。また、アルカリ性の薬
品類の包装にも最適である。As explained above, with this invention, there is little loss of flexibility of the film even if left for a long time, so there is no need to worry about the bag breaking even in cold regions, and even if the detergent is alkaline, the water solubility will not be impaired. There's nothing to lose. It is also ideal for packaging alkaline chemicals.
カルボン酸変性Ｐ、 Ｖ、 Ａ、の場合その酸の種類と
含有量によって若干具なるが親水性がより強くなると同
時にグリコール等に対する親和性、相溶性が大きく向上
する事が発見され、特に、従来使用不可能とされていた
高分子量ポリエチレングリコールの使用が適当な変性の
範囲内で可能となった意義は大きい。In the case of carboxylic acid-modified P, V, and A, it has been discovered that the hydrophilicity becomes stronger, and at the same time, the affinity and compatibility with glycols etc. are greatly improved, although this depends on the type and content of the acid. It is of great significance that the use of high molecular weight polyethylene glycol, which had been considered unusable, has become possible within the range of appropriate modification.
Claims (1)
酸変性ポリビニルアルコールに分子量４００〜１０００
、より好ましくは６００〜８００のポリエチレングリコ
ールを、該ポリビニルアルコールに対して２０〜５０Ｐ
ＨＲ添加してなる組成物から得られたフィルムを使用す
ることを特徴とする洗剤包装用フィルム。1. Carboxylic acid-modified polyvinyl alcohol with a carboxyl group content of 1 to 10 mol% and a molecular weight of 400 to 1000
, more preferably 600 to 800 polyethylene glycol, and 20 to 50 P to the polyvinyl alcohol.
A detergent packaging film characterized by using a film obtained from a composition containing HR.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19597589A JP3069586B2 (en) | 1989-07-28 | 1989-07-28 | Detergent packaging film |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP19597589A JP3069586B2 (en) | 1989-07-28 | 1989-07-28 | Detergent packaging film |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0359059A true JPH0359059A (en) | 1991-03-14 |
| JP3069586B2 JP3069586B2 (en) | 2000-07-24 |
Family
ID=16350121
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP19597589A Expired - Fee Related JP3069586B2 (en) | 1989-07-28 | 1989-07-28 | Detergent packaging film |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3069586B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6657004B2 (en) * | 2000-05-16 | 2003-12-02 | The Nippon Synthetic Chemical Industry Co., Ltd. | Film for packaging chemical agents |
| US7708840B2 (en) * | 2000-10-18 | 2010-05-04 | Reckitt Benckiser N.V. | Method of cleaning dishes with cleaning compositions packaged in ethoxylated polyvinylalcohol materials |
| JP4825207B2 (en) * | 2004-08-10 | 2011-11-30 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | Copolymer of vinyl alcohol and itaconic acid and use thereof |
-
1989
- 1989-07-28 JP JP19597589A patent/JP3069586B2/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6657004B2 (en) * | 2000-05-16 | 2003-12-02 | The Nippon Synthetic Chemical Industry Co., Ltd. | Film for packaging chemical agents |
| US7708840B2 (en) * | 2000-10-18 | 2010-05-04 | Reckitt Benckiser N.V. | Method of cleaning dishes with cleaning compositions packaged in ethoxylated polyvinylalcohol materials |
| JP4825207B2 (en) * | 2004-08-10 | 2011-11-30 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | Copolymer of vinyl alcohol and itaconic acid and use thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3069586B2 (en) | 2000-07-24 |
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