JPH11262381A - Slow release composition of volatile substance - Google Patents
Slow release composition of volatile substanceInfo
- Publication number
- JPH11262381A JPH11262381A JP8806398A JP8806398A JPH11262381A JP H11262381 A JPH11262381 A JP H11262381A JP 8806398 A JP8806398 A JP 8806398A JP 8806398 A JP8806398 A JP 8806398A JP H11262381 A JPH11262381 A JP H11262381A
- Authority
- JP
- Japan
- Prior art keywords
- allyl isothiocyanate
- adsorbed
- carrier
- fine powder
- iron oxide
- 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
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
Abstract
(57)【要約】
【目的】低温時においてイソチオシアン酸アリルの徐放
性が損なわれず、しかも常温時において多量のイソチオ
シアン酸アリルが放出されることがない徐放性組成物を
提供する。
【構成】揮発性物質であるイソチオシアン酸アリル3
を、活性炭のような多孔質の担体1に物理吸着させ、イ
ソチオシアン酸アリル3を徐々に放出させるようにした
揮発性物質の徐放性組成物である。上記担体1に酸化第
一鉄(FeO)、四酸化三鉄(Fe3O4)などの酸化
鉄微粉末2を吸着させるとともに、酸化鉄微粉末2が吸
着された担体1にイソチオシアン酸アリル3を物理吸着
させた徐放性組成物。
(57) [Summary] [Object] To provide a sustained-release composition which does not impair the sustained-release property of allyl isothiocyanate at low temperatures and does not release a large amount of allyl isothiocyanate at room temperature. [Constitution] Volatile substance allyl isothiocyanate 3
Is physically adsorbed on a porous carrier 1 such as activated carbon to gradually release allyl isothiocyanate 3. The carrier 1 adsorbs iron oxide fine powder 2 such as ferrous oxide (FeO) and triiron tetroxide (Fe3O4), and physically adsorbs allyl isothiocyanate 3 on the carrier 1 on which the iron oxide fine powder 2 is adsorbed. Sustained release composition.
Description
【0001】[0001]
【産業上の利用分野】本発明は、肉、魚などの食品パッ
ク内に封入され、食品の腐敗や変色を抑制する揮発性物
質(イソチオシアン酸アリル)を徐々に放出する徐放性
組成物に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a sustained-release composition for gradually releasing a volatile substance (allyl isothiocyanate), which is contained in a food pack such as meat and fish and suppresses spoilage and discoloration of food. Things.
【0002】[0002]
【従来の技術】従来、肉、魚などの食品パック内に封入
され、食品の腐敗や変色を抑制する揮発性物質(イソチ
オシアン酸アリル)を徐々に放出するようにしたこの種
の徐放性組成物は、イソチオシアン酸アリルを包接化合
物や、活性炭、ゼオライトのような多孔質体や、不織布
などの担体に吸着させ、担体に吸着されたイソチオシア
ン酸アリルを徐々に放出させるようになっていた。ま
た、これらに可塑剤を加えることによりイソチオシアン
酸アリルを安定的に放出させるようにしていた。2. Description of the Related Art Conventionally, a sustained-release composition of this kind which is sealed in a food pack of meat, fish, etc. and gradually releases a volatile substance (allyl isothiocyanate) which suppresses spoilage and discoloration of food. The product adsorbs allyl isothiocyanate on a carrier such as an inclusion compound, a porous material such as activated carbon or zeolite, or a nonwoven fabric, and gradually releases the allyl isothiocyanate adsorbed on the carrier. Further, by adding a plasticizer to these, allyl isothiocyanate is stably released.
【0003】[0003]
【発明が解決しようとする課題】しかしながら、包接化
合物や活性炭を担体としてイソチオシアン酸アリルを物
理吸着させた従来例にあっては、冷蔵庫内などでの低温
保存時(摂氏10度以下)において、イソチオシアン酸
アリルが殆ど放出されなくなり低温時の徐放性に問題が
あった。However, in the conventional example in which allyl isothiocyanate is physically adsorbed using an clathrate compound or activated carbon as a carrier, when stored at a low temperature in a refrigerator or the like (10 degrees Celsius or less), Allyl isothiocyanate was hardly released, and there was a problem in sustained release at low temperatures.
【0004】一方、ゼオライトや不織布を担体としてイ
ソチオシアン酸アリルを吸着させた他の従来例にあって
は、低温下においても徐放性が損なわれることはないも
のの、低温下において適度(10ppm)のイソチオシ
アン酸アリルが放出されるようにすると、常温時におい
て多量(800ppm)のイソチオシアン酸アリルが放
出され、可塑剤を加えた場合にあっても多量(200p
pm)のイソチオシアン酸アリルが放出され、強い刺激
臭が発生するという問題があった。この刺激臭の発生
は、食品の開封時において大きな問題となっていた。On the other hand, in another conventional example in which allyl isothiocyanate is adsorbed using zeolite or a non-woven fabric as a carrier, although the sustained-release property is not impaired even at a low temperature, it is moderate (10 ppm) at a low temperature. When allyl isothiocyanate is released, a large amount (800 ppm) of allyl isothiocyanate is released at room temperature, and even when a plasticizer is added, a large amount (200 ppm) is obtained.
pm), which causes a problem that a strong pungent odor is generated. The generation of this irritating odor has been a serious problem when opening the food.
【0005】本発明は、上記の点に鑑みて為されたもの
であり、その目的とするところは、低温時においてイソ
チオシアン酸アリルの徐放性が損なわれず、しかも常温
時において多量のイソチオシアン酸アリルが放出される
ことがない徐放性組成物を提供することにある。The present invention has been made in view of the above-mentioned points, and it is an object of the present invention to provide a method which does not impair the sustained release of allyl isothiocyanate at low temperatures and has a large amount of allyl isothiocyanate at room temperature. Is to provide a sustained-release composition that is not released.
【0006】[0006]
【課題を解決するための手段】本発明は、活性炭のよう
な担体1に酸化第一鉄(FeO)、四酸化三鉄(Fe3
O4)などの酸化鉄微粉末2を吸着させるとともに、酸
化鉄微粉末2が吸着された担体1にイソチオシアン酸ア
リル3を物理吸着させた揮発性物質の徐放性組成物であ
る。According to the present invention, a carrier 1 such as activated carbon is provided on a carrier 1 such as ferrous oxide (FeO), triiron tetroxide (Fe3).
O4) and the like, and an iron oxide fine powder 2 is adsorbed, and a carrier 1 on which the iron oxide fine powder 2 is adsorbed is a sustained release composition of a volatile substance in which allyl isothiocyanate 3 is physically adsorbed.
【0007】[0007]
【作用】本発明は上述のように、活性炭のような担体1
に酸化第一鉄、四酸化三鉄などの酸化鉄微粉末2を吸着
させるとともに、酸化鉄微粉末2が吸着された担体1に
イソチオシアン酸アリル3を物理吸着させたものであ
り、吸着させた酸化鉄微粉末2と適当な湿気が存在する
ことにより、低温時においてイソチオシアン酸アリル3
の適度な徐放性が得られ、しかも常温時において多量の
イソチオシアン酸アリル3が放出されることがない理想
的な徐放特性を実現することができる。According to the present invention, as described above, a carrier 1 such as activated carbon is used.
Iron oxide fine powder 2 such as ferrous oxide and triiron tetroxide is adsorbed on the carrier 1 and allyl isothiocyanate 3 is physically adsorbed on the carrier 1 on which the iron oxide fine powder 2 is adsorbed. Due to the presence of the iron oxide fine powder 2 and appropriate moisture, allyl isothiocyanate 3
In addition, it is possible to realize an ideal sustained release characteristic in which a large amount of allyl isothiocyanate 3 is not released at room temperature at a normal temperature.
【0008】[0008]
【実施例】本発明は、図1に示すように、活性炭のよう
な多孔質の担体1に、酸化第一鉄(FeO)、四酸化三
鉄(Fe3O4)などの酸化鉄微粉末2を吸着させると
ともに、酸化鉄微粉末2が吸着された担体1に揮発性物
質であるイソチオシアン酸アリル3を物理吸着させたも
のである。このようにして作製された徐放性組成物は、
通気性を有する紙袋に適量封入して腐敗、変色防止剤と
して食品パック内に封入される。DESCRIPTION OF THE PREFERRED EMBODIMENTS In the present invention, as shown in FIG. 1, a fine powder 2 of iron oxide such as ferrous oxide (FeO) or triiron tetroxide (Fe3O4) is adsorbed on a porous carrier 1 such as activated carbon. At the same time, allyl isothiocyanate 3, which is a volatile substance, is physically adsorbed on the carrier 1 on which the iron oxide fine powder 2 is adsorbed. The sustained-release composition thus produced is
It is sealed in a food pack as an antiseptic and discoloration preventive by enclosing an appropriate amount in a paper bag having air permeability.
【0009】なお、酸化第一鉄を用いる場合は、FeO
として市販されている粒径が10ミクロン以下のものを
用いており、これを熱処理(摂氏200乃至300度で
10分程度)することにより良好な吸着徐放特性が得ら
れる。また、上記担体1として粒径が0.2mm乃至2
mmの活性炭を用いており、酸性、中性、アルカリ性の
ものがあるが、酸性を呈する活性炭を用いる方が良好な
吸着徐放特性が得られることが確認できている。When ferrous oxide is used, FeO
A commercially available product having a particle size of 10 μm or less is used. By subjecting this to heat treatment (about 200 to 300 ° C. for about 10 minutes), good adsorption and sustained release characteristics can be obtained. The carrier 1 has a particle size of 0.2 mm to 2 mm.
mm activated carbon is used, and there are acidic, neutral and alkaline types. However, it has been confirmed that better adsorption and sustained release characteristics can be obtained by using acidic activated carbon.
【0010】いま、酸化鉄微粉末2として酸化第一鉄
(FeO)を用いた実施例にあっては、図2に実線で示
すように、低温(摂氏10度以下)において好ましい徐
放特性(約10ppm)が得られ、常温(摂氏20度乃
至35度)においても殆ど同じ徐放特性(約15pp
m)が得られており、雰囲気温度にあまり影響されない
ほぼ理想的な徐放特性が得られている。図2において、
点線は活性炭を担体1としてイソチオシアン酸アリル3
を吸着させた従来例の徐放特性を示しており、一点鎖線
は、ゼオライトを担体1としてイソチオシアン酸アリル
3を吸着させた他の従来例の徐放特性を示している。Now, in the embodiment using ferrous oxide (FeO) as the iron oxide fine powder 2, as shown by a solid line in FIG. About 10 ppm) and almost the same sustained release characteristics (about 15 pp) at room temperature (20 to 35 degrees Celsius).
m), and an almost ideal sustained release characteristic which is not so affected by the ambient temperature is obtained. In FIG.
The dotted line shows activated carbon as carrier 1 and allyl isothiocyanate 3
The dashed line indicates the sustained release characteristic of another conventional example in which zeolite is used as carrier 1 and allyl isothiocyanate 3 is adsorbed.
【0011】図3は、担体1に対する酸化鉄微粉末(F
eO)2の吸着量を変化させた場合の低温、高湿度雰囲
気(摂氏4度、湿度100%)における徐放特性を示す
もので、酸化鉄微粉末2の吸着量を調整することにより
イソチオシアン酸アリルの放出量を任意に設定できるこ
とが分かる。FIG. 3 shows an iron oxide fine powder (F
eO) shows a sustained release characteristic in a low-temperature, high-humidity atmosphere (4 degrees Celsius, 100% humidity) when the amount of adsorbed 2 is changed. By adjusting the amount of adsorbed fine iron oxide powder 2, isothiocyanic acid can be obtained. It can be seen that the release amount of allyl can be set arbitrarily.
【0012】実施例では、活性炭100重量部に対して
酸化微粉末(FeO)2を5重量部吸着させ、イソチオ
シアン酸アリルを30重量部吸着させることにより、摂
氏4度において10ppm、摂氏35度において約15
ppmのイソチオシアン酸アリルが放出されるようにし
ている。In the embodiment, 5 parts by weight of oxidized fine powder (FeO) 2 is adsorbed on 100 parts by weight of activated carbon and 30 parts by weight of allyl isothiocyanate is adsorbed, whereby 10 ppm at 4 degrees Celsius and 10 ppm at 35 degrees Celsius About 15
ppm of allyl isothiocyanate is released.
【0013】図4は、低温下(摂氏4度)において湿度
を変化させた場合の実施例の徐放特性を示すもので、湿
度が高くなるほどイソチオシアン酸アリル3の放出量が
大きくなっていることが分かる。このことから、低温に
おける徐放特性の改善には、酸化鉄微粉末(FeO)の
存在の他に湿気も関与していることは明白である。FIG. 4 shows the sustained release characteristics of the embodiment when the humidity is changed at a low temperature (4 degrees Celsius). The release amount of allyl isothiocyanate 3 increases as the humidity increases. I understand. From this, it is clear that moisture is involved in the improvement of the sustained release characteristics at low temperature in addition to the presence of the iron oxide fine powder (FeO).
【0014】なお、上述のような好ましいイソチオシア
ン酸アリルの徐放特性が得られる物理的、化学的メカニ
ズムは今のところ十分解明できていないが、酸化鉄微粉
末2と、湿気の存在が、担体(活性炭)1に対するイソ
チオシアン酸アリル3の物理吸着特性(吸着平衡)に関
与していることは上記実験により確かめられており、当
然のことながら再現性も十分確認できている。また、酸
化鉄微粉末2を吸着させることにより、イソチオシアン
酸アリルの徐放性が従来例に比べて3倍以上持続するこ
とが確認できている。Although the physical and chemical mechanisms by which the above-mentioned preferable sustained release characteristics of allyl isothiocyanate can be obtained have not been sufficiently elucidated so far, the presence of the iron oxide fine powder 2 and the presence of moisture has It has been confirmed by the above-mentioned experiment that it is involved in the physical adsorption characteristics (adsorption equilibrium) of allyl isothiocyanate 3 to (activated carbon) 1 and, as a matter of course, the reproducibility has been sufficiently confirmed. In addition, it has been confirmed that by adsorbing the iron oxide fine powder 2, the sustained release of allyl isothiocyanate is maintained at least three times as compared with the conventional example.
【0015】また、本実施例では、酸化鉄微粉末2とし
て酸化第一鉄(FeO)を活性炭1に吸着させて所望の
徐放特性を得ているが、酸化第一鉄(FeO)に代えて
四酸化三鉄(Fe3O4)の微粉末を活性炭1に吸着さ
せた場合も上記実施例と同様の徐放特性が得られること
が確認できている。さらに、鉄(Fe)微粉末を活性炭
1に吸着させておき、この鉄(Fe)に雰囲気中の湿度
が作用して生成する水酸化第一鉄(Fe(OH)2)及
び酸化第一鉄(FeO)によっても上記実施例と同様の
徐放特性が得られることが実験的に確認できている。Further, in this embodiment, ferrous oxide (FeO) is adsorbed on activated carbon 1 as fine iron oxide powder 2 to obtain a desired sustained release characteristic, but instead of ferrous oxide (FeO). It has been confirmed that the same sustained release characteristics as in the above example can be obtained when fine powder of triiron tetroxide (Fe3O4) is adsorbed on activated carbon 1. Further, iron (Fe) fine powder is adsorbed on activated carbon 1 and ferrous hydroxide (Fe (OH) 2) and ferrous oxide generated by the humidity in the atmosphere acting on the iron (Fe). It has been experimentally confirmed that (FeO) can provide the same sustained release characteristics as in the above example.
【0016】[0016]
【発明の効果】本発明は上述のように、活性炭のような
担体に酸化第一鉄(FeO)、四酸化三鉄(Fe3O
4)などの酸化鉄微粉末を吸着させるとともに、酸化鉄
微粉末が吸着された担体にイソチオシアン酸アリルを物
理吸着させたものであり、酸化鉄微粉末と適当な湿気が
存在することにより、低温時においてイソチオシアン酸
アリルの適度な徐放性が得られるとともに、常温時にお
いても多量のイソチオシアン酸アリルが放出されること
がない理想的な徐放特性を実現することができるという
効果がある。特に、本発明品を真空パック保存した場合
において、開封時における刺激臭を殆ど感じさせないも
のである。According to the present invention, as described above, ferrous oxide (FeO) and triiron tetroxide (Fe3O
4) The iron oxide fine powder as described above is adsorbed, and the allyl isothiocyanate is physically adsorbed on the carrier to which the iron oxide fine powder is adsorbed. At the same time, an appropriate sustained release property of allyl isothiocyanate can be obtained, and an ideal sustained release characteristic in which a large amount of allyl isothiocyanate is not released even at room temperature can be achieved. In particular, when the product of the present invention is stored in a vacuum package, the product does not almost feel a pungent odor upon opening.
【図1】本発明一実施例の断面図である。FIG. 1 is a sectional view of one embodiment of the present invention.
【図2】同上の動作説明図である。FIG. 2 is an operation explanatory view of the above.
【図3】同上の動作説明図である。FIG. 3 is an operation explanatory diagram of the above.
【図4】同上の動作説明図である。FIG. 4 is an operation explanatory view of the above.
1 担体(活性炭) 2 酸化鉄微粉末 3 イソチオシアン酸アリル 1 carrier (activated carbon) 2 iron oxide fine powder 3 allyl isothiocyanate
─────────────────────────────────────────────────────
────────────────────────────────────────────────── ───
【手続補正書】[Procedure amendment]
【提出日】平成11年2月19日[Submission date] February 19, 1999
【手続補正1】[Procedure amendment 1]
【補正対象書類名】明細書[Document name to be amended] Statement
【補正対象項目名】0001[Correction target item name] 0001
【補正方法】変更[Correction method] Change
【補正内容】[Correction contents]
【0001】[0001]
【産業上の利用分野】本発明は、肉、魚などの食品パッ
ク内に封入され、食品の腐敗や変色を抑制したり、冷蔵
庫、ゴミ箱や靴の中に入れて抗菌、消臭効果を得るため
の揮発性物質(イソチオシアン酸アリル)を徐々に放出
する徐放性組成物に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention is applied to a food pack of meat, fish, etc., for controlling spoilage and discoloration of food, and for refrigeration.
To get antibacterial and deodorant effects by putting it in a warehouse, trash can or shoes
The present invention relates to a sustained-release composition which gradually releases a volatile substance (allyl isothiocyanate).
【手続補正2】[Procedure amendment 2]
【補正対象書類名】明細書[Document name to be amended] Statement
【補正対象項目名】0002[Correction target item name] 0002
【補正方法】変更[Correction method] Change
【補正内容】[Correction contents]
【0002】[0002]
【従来の技術】従来、揮発性物實(イソチオシアン酸ア
リル)を徐々に放出するようにしたこの種の徐放性組成
物は、イソチオシアン酸アリルを包接化合物や、活性
炭、ゼオライトのような多孔質体や、不織布などの担体
に吸着させ、担体に吸着されたイソチオシアン酸アリル
を徐々に放出させるようになっていた。また、これらに
可塑剤を加えることによりイソチオシアン酸アリルを安
定的に放出させるようにしていた。 Conventionally, volatile MonoMinoru sustained release composition of this species so as to gradually release the (allyl isothiocyanate) is or clathrate allyl isothiocyanate, activated carbon, such as zeolites It has been designed to be adsorbed on a carrier such as a porous body or a nonwoven fabric, and to gradually release allyl isothiocyanate adsorbed on the carrier. Further, by adding a plasticizer to these, allyl isothiocyanate is stably released.
【手続補正3】[Procedure amendment 3]
【補正対象書類名】明細書[Document name to be amended] Statement
【補正対象項目名】0004[Correction target item name] 0004
【補正方法】変更[Correction method] Change
【補正内容】[Correction contents]
【0004】一方、ゼオライトや不織布を担体としてイ
ソチオシアン酸アリルを吸着させた他の従来例にあって
は、低温下においても徐放性が損なわれることはないも
のの、低温下において適度(10ppm)のイソチオシ
アン酸アリルが放出されるようにすると、常温時におい
て多量(800ppm)のイソチオシアン酸アリルが放
出され、可塑剤を加えた場合にあっても多量(200p
pm)のイソチオシアン酸アリルが放出され、強い刺激
臭が発生するという問題があった。この刺激臭の発生
は、食品への封入時および開封時において大きな問題と
なっていた。また、ゴミ箱や靴の中に入れて消臭、殺菌
効果を得ようとした場合においても、徐放性(持続性)
が損なわれるという問題があった。 On the other hand, in another conventional example in which allyl isothiocyanate is adsorbed using zeolite or a non-woven fabric as a carrier, although the sustained-release property is not impaired even at a low temperature, it is moderate (10 ppm) at a low temperature. When allyl isothiocyanate is released, a large amount (800 ppm) of allyl isothiocyanate is released at room temperature, and even when a plasticizer is added, a large amount (200 ppm) is obtained.
pm), which causes a problem that a strong pungent odor is generated. The generation of this irritating odor has been a serious problem at the time of enclosing in food and at the time of opening. Also, put it in the trash bin or shoes to deodorize and sterilize
Sustained release (sustained) even when trying to obtain an effect
There was a problem that was damaged.
【手続補正4】[Procedure amendment 4]
【補正対象書類名】明細書[Document name to be amended] Statement
【補正対象項目名】0016[Correction target item name] 0016
【補正方法】変更[Correction method] Change
【補正内容】[Correction contents]
【0016】[0016]
【発明の効果】本発明は上述のように、活性炭のような
担体に酸化第一鉄(FeO)、四酸化三鉄(Fe
3O4)などの酸化鉄微粉末を吸着させるとともに、酸
化鉄微粉末が吸着された担体にイノチオシアン酸アリル
を物理吸着させたものであり、酸化鉄微粉末と適当な湿
気が存在することにより、低温時においてイソチオシア
ン酸アリルの適度な徐放性が得られるとともに、常温時
においても多量のイソチオシアン酸アリルが放出される
ことがない理想的な徐放特性を実現することができると
いう効果がある。特に、本発明品を真空パック保存した
場合において、開封時における刺激臭を殆ど感じさせな
いものである。また、ゴミ箱や靴の中に入れても徐放性
が損なわれることがなく、約1週間に亘って抗菌、消臭
効果を持続させることができる。 According to the present invention, as described above, ferrous oxide (FeO), triiron tetroxide (Fe
3 O 4 ) or other fine powder of iron oxide is adsorbed, and allyl inothiocyanate is physically adsorbed on the carrier to which the fine powder of iron oxide is adsorbed, and the fine powder of iron oxide and appropriate moisture are present. Thereby, at the time of low temperature, a moderate sustained release of allyl isothiocyanate can be obtained, and at the same time, it is possible to realize an ideal sustained release characteristic in which a large amount of allyl isothiocyanate is not released even at room temperature. is there. In particular, when the product of the present invention is stored in a vacuum package, the product does not almost feel a pungent odor upon opening. Also, sustained release even when put in trash or shoes
Antibacterial and deodorant for about one week without damage
The effect can be maintained.
Claims (1)
を、活性炭のような多孔質の担体に物理吸着させ、イソ
チオシアン酸アリルを徐々に放出させるようにした揮発
性物質の徐放性組成物において、上記担体に酸化第一鉄
(FeO)、四酸化三鉄(Fe3O4)などの酸化鉄微
粉末を吸着させるとともに、酸化鉄微粉末が吸着された
担体にイソチオシアン酸アリルを物理吸着させたことを
特徴とする揮発性物質の徐放性組成物。Claims: 1. A sustained release composition of a volatile substance wherein a volatile substance such as allyl isothiocyanate is physically adsorbed on a porous carrier such as activated carbon to gradually release allyl isothiocyanate. Iron oxide fine powder such as ferrous oxide (FeO) and triiron tetroxide (Fe3O4) is adsorbed on the carrier, and allyl isothiocyanate is physically adsorbed on the carrier on which the iron oxide fine powder is adsorbed. A sustained release composition of a volatile substance.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8806398A JPH11262381A (en) | 1998-03-16 | 1998-03-16 | Slow release composition of volatile substance |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8806398A JPH11262381A (en) | 1998-03-16 | 1998-03-16 | Slow release composition of volatile substance |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH11262381A true JPH11262381A (en) | 1999-09-28 |
Family
ID=13932404
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8806398A Pending JPH11262381A (en) | 1998-03-16 | 1998-03-16 | Slow release composition of volatile substance |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH11262381A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005032283A1 (en) * | 2003-10-01 | 2005-04-14 | The Procter & Gamble Company | Isothiocyanate preservatives and methods of their use |
| US8475862B2 (en) | 2003-10-01 | 2013-07-02 | The Procter & Gamble Company | Isothiocyanate preservatives and methods of their use |
| CN117534877A (en) * | 2023-11-09 | 2024-02-09 | 杭州云昇科技有限公司 | Isothiocyanate paste material and preparation method and application thereof |
-
1998
- 1998-03-16 JP JP8806398A patent/JPH11262381A/en active Pending
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005032283A1 (en) * | 2003-10-01 | 2005-04-14 | The Procter & Gamble Company | Isothiocyanate preservatives and methods of their use |
| US7658961B2 (en) | 2003-10-01 | 2010-02-09 | The Procter & Gamble Company | Isothiocyanate preservatives and methods of their use |
| US8084072B2 (en) | 2003-10-01 | 2011-12-27 | Procter & Gamble | Isothiocyanate preservatives and methods of their use |
| US8277859B2 (en) | 2003-10-01 | 2012-10-02 | The Procter & Gamble Company | Isothiocyanate preservatives and methods of their use |
| US8475862B2 (en) | 2003-10-01 | 2013-07-02 | The Procter & Gamble Company | Isothiocyanate preservatives and methods of their use |
| CN117534877A (en) * | 2023-11-09 | 2024-02-09 | 杭州云昇科技有限公司 | Isothiocyanate paste material and preparation method and application thereof |
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