JP7426215B2 - Odor substance adsorbent - Google Patents
Odor substance adsorbent Download PDFInfo
- Publication number
- JP7426215B2 JP7426215B2 JP2019199823A JP2019199823A JP7426215B2 JP 7426215 B2 JP7426215 B2 JP 7426215B2 JP 2019199823 A JP2019199823 A JP 2019199823A JP 2019199823 A JP2019199823 A JP 2019199823A JP 7426215 B2 JP7426215 B2 JP 7426215B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- acid dihydrazide
- odorous substance
- mass
- adsorbent according
- 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.)
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- 239000003463 adsorbent Substances 0.000 title claims description 136
- 239000000126 substance Substances 0.000 title claims description 118
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol group Chemical group OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 68
- 239000003960 organic solvent Substances 0.000 claims description 62
- -1 hydrazine compound Chemical class 0.000 claims description 61
- 238000001179 sorption measurement Methods 0.000 claims description 36
- 238000009835 boiling Methods 0.000 claims description 35
- 235000011187 glycerol Nutrition 0.000 claims description 34
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 32
- 238000004519 manufacturing process Methods 0.000 claims description 32
- 239000002904 solvent Substances 0.000 claims description 31
- IBVAQQYNSHJXBV-UHFFFAOYSA-N adipic acid dihydrazide Chemical compound NNC(=O)CCCCC(=O)NN IBVAQQYNSHJXBV-UHFFFAOYSA-N 0.000 claims description 24
- 239000003205 fragrance Substances 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 20
- 239000011148 porous material Substances 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 18
- 229940105990 diglycerin Drugs 0.000 claims description 13
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 claims description 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
- GRGBENNNGZARRZ-UHFFFAOYSA-N dodecanedihydrazide Chemical compound NNC(=O)CCCCCCCCCCC(=O)NN GRGBENNNGZARRZ-UHFFFAOYSA-N 0.000 claims description 8
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 6
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 claims description 6
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 4
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 4
- HCOMFAYPHBFMKU-UHFFFAOYSA-N butanedihydrazide Chemical compound NNC(=O)CCC(=O)NN HCOMFAYPHBFMKU-UHFFFAOYSA-N 0.000 claims description 4
- 239000000919 ceramic Substances 0.000 claims description 4
- ZNGSVRYVWHOWLX-KHFUBBAMSA-N (1r,2s)-2-(methylamino)-1-phenylpropan-1-ol;hydrate Chemical compound O.CN[C@@H](C)[C@H](O)C1=CC=CC=C1.CN[C@@H](C)[C@H](O)C1=CC=CC=C1 ZNGSVRYVWHOWLX-KHFUBBAMSA-N 0.000 claims description 3
- MDJZGXRFYKPSIM-JCYAYHJZSA-N (2r,3r)-2,3-dihydroxybutanedihydrazide Chemical compound NNC(=O)[C@H](O)[C@@H](O)C(=O)NN MDJZGXRFYKPSIM-JCYAYHJZSA-N 0.000 claims description 3
- SNVRDQORMVVQBI-UPHRSURJSA-N (z)-but-2-enedihydrazide Chemical compound NNC(=O)\C=C/C(=O)NN SNVRDQORMVVQBI-UPHRSURJSA-N 0.000 claims description 3
- ROFVGYAMRSGUSQ-UHFFFAOYSA-N 1-(2-bromoethyl)piperazine;hydrobromide Chemical compound Br.BrCCN1CCNCC1 ROFVGYAMRSGUSQ-UHFFFAOYSA-N 0.000 claims description 3
- XSXYESVZDBAKKT-UHFFFAOYSA-N 2-hydroxybenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1O XSXYESVZDBAKKT-UHFFFAOYSA-N 0.000 claims description 3
- LGWROMGRXCZCLA-UHFFFAOYSA-N 2-hydroxybutanedihydrazide Chemical compound NNC(=O)CC(O)C(=O)NN LGWROMGRXCZCLA-UHFFFAOYSA-N 0.000 claims description 3
- TZMACLAARXHRRZ-UHFFFAOYSA-N 2-hydroxypropane-1,2,3-tricarbohydrazide Chemical compound NNC(=O)CC(O)(C(=O)NN)CC(=O)NN TZMACLAARXHRRZ-UHFFFAOYSA-N 0.000 claims description 3
- FDNAQCWUERCJBK-UHFFFAOYSA-N 3-hydroxynaphthalene-2-carbohydrazide Chemical compound C1=CC=C2C=C(O)C(C(=O)NN)=CC2=C1 FDNAQCWUERCJBK-UHFFFAOYSA-N 0.000 claims description 3
- BWFMTHGMFVQPSE-UHFFFAOYSA-N 4-amino-1,2,4-triazolidine-3,5-dione Chemical compound NN1C(=O)NNC1=O BWFMTHGMFVQPSE-UHFFFAOYSA-N 0.000 claims description 3
- ZMZGIVVRBMFZSG-UHFFFAOYSA-N 4-hydroxybenzohydrazide Chemical compound NNC(=O)C1=CC=C(O)C=C1 ZMZGIVVRBMFZSG-UHFFFAOYSA-N 0.000 claims description 3
- GHUDJFJZFUVPIQ-UHFFFAOYSA-N 5-phenyl-1h-1,2,4-triazol-3-amine Chemical compound NC1=NNC(C=2C=CC=CC=2)=N1 GHUDJFJZFUVPIQ-UHFFFAOYSA-N 0.000 claims description 3
- KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical compound NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 claims description 3
- QEVGZEDELICMKH-UHFFFAOYSA-N Diglycolic acid Chemical compound OC(=O)COCC(O)=O QEVGZEDELICMKH-UHFFFAOYSA-N 0.000 claims description 3
- 235000011054 acetic acid Nutrition 0.000 claims description 3
- OFLXLNCGODUUOT-UHFFFAOYSA-N acetohydrazide Chemical compound C\C(O)=N\N OFLXLNCGODUUOT-UHFFFAOYSA-N 0.000 claims description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 3
- GPBKPJXNAVXOJU-UHFFFAOYSA-N benzene-1,2,4-tricarbohydrazide Chemical compound NNC(=O)C1=CC=C(C(=O)NN)C(C(=O)NN)=C1 GPBKPJXNAVXOJU-UHFFFAOYSA-N 0.000 claims description 3
- UTTHLMXOSUFZCQ-UHFFFAOYSA-N benzene-1,3-dicarbohydrazide Chemical compound NNC(=O)C1=CC=CC(C(=O)NN)=C1 UTTHLMXOSUFZCQ-UHFFFAOYSA-N 0.000 claims description 3
- ALHNLFMSAXZKRC-UHFFFAOYSA-N benzene-1,4-dicarbohydrazide Chemical compound NNC(=O)C1=CC=C(C(=O)NN)C=C1 ALHNLFMSAXZKRC-UHFFFAOYSA-N 0.000 claims description 3
- WARCRYXKINZHGQ-UHFFFAOYSA-N benzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1 WARCRYXKINZHGQ-UHFFFAOYSA-N 0.000 claims description 3
- NHOWLEZFTHYCTP-UHFFFAOYSA-N benzylhydrazine Chemical compound NNCC1=CC=CC=C1 NHOWLEZFTHYCTP-UHFFFAOYSA-N 0.000 claims description 3
- XKLVLDXNZDIDKQ-UHFFFAOYSA-N butylhydrazine Chemical compound CCCCNN XKLVLDXNZDIDKQ-UHFFFAOYSA-N 0.000 claims description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 3
- XEVRDFDBXJMZFG-UHFFFAOYSA-N carbonyl dihydrazine Chemical compound NNC(=O)NN XEVRDFDBXJMZFG-UHFFFAOYSA-N 0.000 claims description 3
- BIUFMGFQNSPWCF-UHFFFAOYSA-N cyclohexane-1,3,5-tricarbohydrazide Chemical compound NNC(=O)C1CC(C(=O)NN)CC(C(=O)NN)C1 BIUFMGFQNSPWCF-UHFFFAOYSA-N 0.000 claims description 3
- ZWLIYXJBOIDXLL-UHFFFAOYSA-N decanedihydrazide Chemical compound NNC(=O)CCCCCCCCC(=O)NN ZWLIYXJBOIDXLL-UHFFFAOYSA-N 0.000 claims description 3
- YTQHSQQSLTYMSL-UHFFFAOYSA-N dodecanohydrazide Chemical compound CCCCCCCCCCCC(=O)NN YTQHSQQSLTYMSL-UHFFFAOYSA-N 0.000 claims description 3
- XZBIXDPGRMLSTC-UHFFFAOYSA-N formohydrazide Chemical compound NNC=O XZBIXDPGRMLSTC-UHFFFAOYSA-N 0.000 claims description 3
- VMFUMDXVTKTZQY-UHFFFAOYSA-N naphthalene-1-carbohydrazide Chemical compound C1=CC=C2C(C(=O)NN)=CC=CC2=C1 VMFUMDXVTKTZQY-UHFFFAOYSA-N 0.000 claims description 3
- GNHGCDCAOUNOCA-UHFFFAOYSA-N naphthalene-2,6-dicarbohydrazide Chemical compound C1=C(C(=O)NN)C=CC2=CC(C(=O)NN)=CC=C21 GNHGCDCAOUNOCA-UHFFFAOYSA-N 0.000 claims description 3
- ZWLFGLCGZUVIEA-UHFFFAOYSA-N nonanedihydrazide Chemical compound NNC(=O)CCCCCCCC(=O)NN ZWLFGLCGZUVIEA-UHFFFAOYSA-N 0.000 claims description 3
- LGYJSPMYALQHBL-UHFFFAOYSA-N pentanedihydrazide Chemical compound NNC(=O)CCCC(=O)NN LGYJSPMYALQHBL-UHFFFAOYSA-N 0.000 claims description 3
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 claims description 3
- 229940067157 phenylhydrazine Drugs 0.000 claims description 3
- KJAQRHMKLVGSCG-UHFFFAOYSA-N propan-2-ylhydrazine Chemical compound CC(C)NN KJAQRHMKLVGSCG-UHFFFAOYSA-N 0.000 claims description 3
- SNVRDQORMVVQBI-OWOJBTEDSA-N (e)-but-2-enedihydrazide Chemical compound NNC(=O)\C=C\C(=O)NN SNVRDQORMVVQBI-OWOJBTEDSA-N 0.000 claims description 2
- FMCUPJKTGNBGEC-UHFFFAOYSA-N 1,2,4-triazol-4-amine Chemical compound NN1C=NN=C1 FMCUPJKTGNBGEC-UHFFFAOYSA-N 0.000 claims description 2
- JDSQBDGCMUXRBM-UHFFFAOYSA-N 2-[2-(2-butoxypropoxy)propoxy]propan-1-ol Chemical compound CCCCOC(C)COC(C)COC(C)CO JDSQBDGCMUXRBM-UHFFFAOYSA-N 0.000 claims description 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 229920001451 polypropylene glycol Polymers 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 239000002210 silicon-based material Substances 0.000 claims description 2
- 150000005846 sugar alcohols Polymers 0.000 claims description 2
- MUQNAPSBHXFMHT-UHFFFAOYSA-N tert-butylhydrazine Chemical compound CC(C)(C)NN MUQNAPSBHXFMHT-UHFFFAOYSA-N 0.000 claims description 2
- 230000001877 deodorizing effect Effects 0.000 description 89
- 238000012360 testing method Methods 0.000 description 54
- 238000010438 heat treatment Methods 0.000 description 48
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 34
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- 238000004332 deodorization Methods 0.000 description 27
- 150000001875 compounds Chemical class 0.000 description 17
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 16
- 239000000839 emulsion Substances 0.000 description 16
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- 238000001035 drying Methods 0.000 description 12
- 239000004566 building material Substances 0.000 description 11
- 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 10
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Landscapes
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Description
本発明は、臭気物質吸着剤に関する。 TECHNICAL FIELD The present invention relates to an odorant adsorbent.
近年、消費者による消臭に対するニーズが高まっている。なかでも、ホルムアルデヒド、アセトアルデヒド等のアルデヒド化合物は、シックハウス症候群の原因物質とされており、一般的な吸着剤(例えば、汎用タイプの活性炭)に吸着させることが困難な物質であることから、特に消臭に対する要望が高い物質である。このような臭気物質の吸着剤としては、例えば、ヒドラジン化合物が知られている。 In recent years, consumer needs for deodorization have been increasing. Among these, aldehyde compounds such as formaldehyde and acetaldehyde are considered to be causative agents of sick building syndrome, and are difficult to adsorb to common adsorbents (e.g., general-purpose activated carbon), so they are particularly difficult to absorb. It is a substance with high demand for odor. For example, hydrazine compounds are known as adsorbents for such odorous substances.
なかでも、比較的高い消臭性能を有するアジピン酸ジヒドラジドが広く用いられている(例えば、特許文献1参照)。 Among them, adipic acid dihydrazide, which has relatively high deodorizing performance, is widely used (see, for example, Patent Document 1).
しかしながら、ヒドラジン化合物としてアジピン酸ジヒドラジドを吸着剤として使用する場面において、消臭性能が発揮されないケースがある。具体的には、アジピン酸ジヒドラジドを水に溶かしてガラス繊維に含浸させ、これを室温下で一定時間放置しただけでも消臭性能が十分に発揮されない現象を確認している。また、製造過程において130℃以上に加熱する工程を備える用途においては、この事象が顕著に見られる。例えば、建材の製造にみられるプラ練り分野においては、成形や塗布剤の乾燥工程において、200℃で10分程度の環境下におかれることもあり、全く消臭性能が発揮されないことも多々起こる。 However, when adipic acid dihydrazide as a hydrazine compound is used as an adsorbent, there are cases where deodorizing performance is not exhibited. Specifically, we have confirmed that even if adipic acid dihydrazide is dissolved in water and impregnated into glass fibers and then left at room temperature for a certain period of time, the deodorizing performance is not fully demonstrated. Furthermore, this phenomenon is noticeable in applications that include a step of heating to 130° C. or higher during the manufacturing process. For example, in the field of plastic mixing used in the manufacture of building materials, the molding and coating drying processes are sometimes exposed to temperatures of 200°C for about 10 minutes, which often results in no deodorizing performance at all. .
これまで、本現象が起こる原因を正確に把握できておらず、アジピン酸ジヒドラジド等のヒドラジン化合物を使用できない場面が多く存在していた。 Until now, the cause of this phenomenon has not been accurately understood, and there have been many situations in which hydrazine compounds such as adipic acid dihydrazide cannot be used.
本発明者らは、上記問題に対する原因究明に対して鋭意検討を重ねた結果、ヒドラジン化合物が乾燥した際に大幅な活性低下が起こることを発見するに至った。 The present inventors have conducted intensive studies to investigate the cause of the above problem, and as a result, have discovered that when a hydrazine compound is dried, its activity is significantly reduced.
このような乾燥による消臭性能の低下を抑制するため、吸湿剤を併用することも考えられる。しかしながら、このような吸湿剤を使用した場合は、消臭性能をどの程度維持できるかは周囲の湿度に依存し、その最適化には試行錯誤を要し、安定的に高い消臭性能を得にくい。このため、吸湿剤を使用せずに、上記のような乾燥による消臭性能の低下を抑制できる方法が求められる。 In order to suppress the deterioration of deodorizing performance due to such drying, it is also possible to use a moisture absorbent in combination. However, when using such moisture absorbers, the degree to which deodorizing performance can be maintained depends on the surrounding humidity, and optimizing it requires trial and error, and it is difficult to obtain consistently high deodorizing performance. Hateful. Therefore, there is a need for a method that can suppress the deterioration of deodorizing performance due to drying as described above without using a moisture absorbent.
上記のように、アジピン酸ジヒドラジド水に吸着剤を併用した場合は、消臭性能をどの程度維持できるかは周囲の湿度に依存し、その最適化には試行錯誤を要し、安定的に高い消臭性能を得にくい。このため、本発明は、室温下及び熱履歴後のそれぞれについて、消臭性能を向上させることができる臭気物質吸着剤を提供することを目的とする。 As mentioned above, when an adsorbent is used in combination with adipic acid dihydrazide water, the degree to which deodorizing performance can be maintained depends on the surrounding humidity, and optimizing it requires trial and error, resulting in a stable and high level of deodorizing performance. It is difficult to obtain deodorizing performance. Therefore, an object of the present invention is to provide an odorous substance adsorbent that can improve deodorizing performance both at room temperature and after thermal history.
本発明者らは、上記目的を達成すべく鋭意研究を重ねた結果、溶媒として少なくとも沸点が200℃以上の有機溶媒を使用した吸着剤を使用することによれば、上記課題を解決することができることを見出した。本発明者らは、このような知見に基づき、さらに研究を重ね、本発明を完成した。即ち、本発明は、以下に示す構成を包含する。
項1.ヒドラジン化合物と、溶媒とを含有し、
前記溶媒が、少なくとも沸点が200℃以上の有機溶媒とを含有する、臭気物質吸着剤。
項2.前記有機溶媒がプロトン性有機溶媒である、項1に記載の臭気物質吸着剤。
項3.前記有機溶媒がグリセリン及び/又はジグリセリンである、項1又は2に記載の臭気物質吸着剤。
項4.製造過程の全工程が130℃未満で行われる工業製品に用いられる、項2又は3に記載の臭気物質吸着剤。
項5.前記溶媒の総量を100質量%として、前記有機溶媒の含有量が5質量%以上である、項1~4のいずれか1項に記載の臭気物質吸着剤。
項6.前記有機溶媒がグリセリン、ジグリセリン及び非プロトン性有機溶媒よりなる群から選ばれる少なくとも1種を含有する、項1に記載の臭気物質吸着剤。
項7.製造過程の少なくとも1つの工程が130℃以上で行われる工業製品に用いられる、項6に記載の臭気物質吸着剤。
項8.前記溶媒の総量を100質量%として、前記有機溶媒の含有量が40質量%以上である、項6又は7に記載の臭気物質吸着剤。
項9.前記ヒドラジン化合物が、プロピオン酸ヒドラジド、ラウリル酸ヒドラジド、サリチル酸ヒドラジド、ホルムヒドラジド、アセトヒドラジド、p-ヒドロキシ安息香酸ヒドラジド、ナフトエ酸ヒドラジド、3-ヒドロキシ-2-ナフトエ酸ヒドラジド、ベンズヒドラジド、カルボジヒドラジド、シュウ酸ジヒドラジド、マロン酸ジヒドラジド、コハク酸ジヒドラジド、グルタル酸ジヒドラジド、アジピン酸ジヒドラジド、アゼライン酸ジヒドラジド、セバチン酸ジヒドラジド、ドデカン二酸ジヒドラジド、マレイン酸ジヒドラジド、フマル酸ジヒドラジド、酒石酸ジヒドラジド、リンゴ酸ジヒドラジド、ジグリコール酸ジヒドラジド、イソフタル酸ジヒドラジド、テレフタル酸ジヒドラジド、2,6-ナフタレンジカルボン酸ジヒドラジド、2.6-ナフトエ酸ジヒドラジド、クエン酸トリヒドラジド、ピロメリット酸トリヒドラジド、1,2,4-ベンゼントリカルボン酸トリヒドラジド、ニトリロ三酢酸トリヒドラジド、1,3,5-シクロヘキサントリカルボン酸トリヒドラジド、エチレンジアミンテトラ酢酸テトラヒドラジド、1,4,5,8-ナフトエ酸テトラヒドラジド、ターシャリーブチルヒドラジン、イソプロピルヒドラジン、ブチルヒドラジン、ベンジルヒドラジン、フェニルヒドラジン、3-アミノ-1,2,4-トリアゾール、4-アミノ-1,2,4-トリアゾール、3-アミノ-5-フェニル-1,2,4-トリアゾール、4-アミノウラゾール、及びアミノグアニジンよりなる群から選ばれる少なくとも1種である、項1~8のいずれか1項に記載の臭気物質吸着剤。
項10.さらに、無機多孔質材料を含有する、項1~9のいずれか1項に記載の臭気物質吸着剤。
項11.前記無機多孔質材料が、ケイ素を含む化合物、活性炭、アルミナ、セラミック及び炭酸カルシウムよりなる群から選ばれる少なくとも1種である、項10に記載の臭気物質吸着剤。
項12.前記臭気物質がアルデヒド化合物、ケトン化合物及びカルボン酸化合物よりなる群から選ばれる少なくとも1種である、項1~11のいずれか1項に記載の臭気物質吸着剤。
項13.項1~12のいずれか1項に記載の臭気物質吸着剤を含む、工業製品。
項14.項1~5及び9~12のいずれか1項に記載の臭気物質吸着剤を含む、製造過程の全工程が130℃未満で行われる、工業製品。
項15.項6~12のいずれか1項に記載の臭気物質吸着剤を含む、製造過程の少なくとも1つの工程が130℃以上で行われる、工業製品。
項16.臭気物質と、項1~12のいずれか1項に記載の臭気物質吸着剤とを接触させる工程を備える、臭気物質の吸着方法。
項17.臭気物質と、項1~5及び9~12のいずれか1項に記載の臭気物質吸着剤を備え製造過程の全工程が130℃未満で行われる工業製品とを接触させる工程を備える、臭気物質の吸着方法。
項18.臭気物質と、項6~12のいずれか1項に記載の臭気物質吸着剤を備え製造過程の少なくとも1つの工程が130℃以上で行われる工業製品とを接触させる工程を備える、臭気物質の吸着方法。
As a result of intensive research to achieve the above object, the present inventors have found that the above problems can be solved by using an adsorbent that uses an organic solvent with a boiling point of at least 200°C or higher as a solvent. I found out what I can do. Based on such knowledge, the present inventors conducted further research and completed the present invention. That is, the present invention includes the configurations shown below.
Item 1. Contains a hydrazine compound and a solvent,
An odorous substance adsorbent, wherein the solvent contains at least an organic solvent with a boiling point of 200°C or higher.
Item 2. Item 2. The odorous substance adsorbent according to Item 1, wherein the organic solvent is a protic organic solvent.
Item 3. Item 3. The odorous substance adsorbent according to Item 1 or 2, wherein the organic solvent is glycerin and/or diglycerin.
Item 4. Item 3. The odorous substance adsorbent according to item 2 or 3, which is used for industrial products in which all manufacturing steps are performed at temperatures below 130°C.
Item 5. Item 5. The odorous substance adsorbent according to any one of Items 1 to 4, wherein the content of the organic solvent is 5% by mass or more when the total amount of the solvent is 100% by mass.
Item 6. Item 2. The odorous substance adsorbent according to Item 1, wherein the organic solvent contains at least one selected from the group consisting of glycerin, diglycerin, and an aprotic organic solvent.
Section 7. Item 6. The odorous substance adsorbent according to item 6, which is used for industrial products in which at least one manufacturing step is performed at 130°C or higher.
Section 8. Item 8. The odorous substance adsorbent according to item 6 or 7, wherein the content of the organic solvent is 40% by mass or more when the total amount of the solvent is 100% by mass.
Item 9. The hydrazine compound may include propionic acid hydrazide, lauric acid hydrazide, salicylic acid hydrazide, form hydrazide, acetohydrazide, p-hydroxybenzoic acid hydrazide, naphthoic acid hydrazide, 3-hydroxy-2-naphthoic acid hydrazide, benzhydrazide, carbodihydrazide, Acid dihydrazide, malonic acid dihydrazide, succinic acid dihydrazide, glutaric acid dihydrazide, adipic acid dihydrazide, azelaic acid dihydrazide, sebacic acid dihydrazide, dodecanedioic acid dihydrazide, maleic acid dihydrazide, fumaric acid dihydrazide, tartaric acid dihydrazide, malic acid dihydrazide, diglycolic acid Dihydrazide, isophthalic acid dihydrazide, terephthalic acid dihydrazide, 2,6-naphthalenedicarboxylic acid dihydrazide, 2,6-naphthoic acid dihydrazide, citric acid trihydrazide, pyromellitic acid trihydrazide, 1,2,4-benzenetricarboxylic acid trihydrazide, nitrilotrihydrazide Acetic acid trihydrazide, 1,3,5-cyclohexanetricarboxylic acid trihydrazide, ethylenediaminetetraacetic acid tetrahydrazide, 1,4,5,8-naphthoic acid tetrahydrazide, tert-butylhydrazine, isopropylhydrazine, butylhydrazine, benzylhydrazine, phenyl Hydrazine, 3-amino-1,2,4-triazole, 4-amino-1,2,4-triazole, 3-amino-5-phenyl-1,2,4-triazole, 4-aminourazole, and amino Item 8. The odorous substance adsorbent according to any one of Items 1 to 8, which is at least one member selected from the group consisting of guanidine.
Item 10. Item 10. The odorous substance adsorbent according to any one of Items 1 to 9, further comprising an inorganic porous material.
Item 11. Item 11. The odorous substance adsorbent according to Item 10, wherein the inorganic porous material is at least one selected from the group consisting of silicon-containing compounds, activated carbon, alumina, ceramics, and calcium carbonate.
Item 12. Item 12. The odorous substance adsorbent according to any one of Items 1 to 11, wherein the odorous substance is at least one selected from the group consisting of aldehyde compounds, ketone compounds, and carboxylic acid compounds.
Item 13. An industrial product comprising the odorant adsorbent according to any one of items 1 to 12.
Section 14. An industrial product comprising the odorant adsorbent according to any one of Items 1 to 5 and 9 to 12, wherein all steps of the manufacturing process are performed at a temperature below 130°C.
Item 15. An industrial product comprising the odorant adsorbent according to any one of items 6 to 12, in which at least one step of the manufacturing process is performed at 130°C or higher.
Section 16. A method for adsorbing odorous substances, comprising the step of bringing an odorous substance into contact with the odorous substance adsorbent according to any one of Items 1 to 12.
Section 17. An odorous substance comprising a step of bringing an odorous substance into contact with an industrial product comprising an odorous substance adsorbent according to any one of Items 1 to 5 and 9 to 12, the manufacturing process of which is carried out at a temperature below 130°C. adsorption method.
Section 18. Adsorption of odorous substances, comprising a step of bringing odorous substances into contact with an industrial product comprising the odorous substance adsorbent according to any one of items 6 to 12, in which at least one step of the manufacturing process is carried out at 130°C or higher. Method.
本発明の臭気物質吸着剤は、室温下及び加熱下のいずれにおいても、臭気物質を十分吸着し、優れた消臭性能を発揮することができる。 The odorous substance adsorbent of the present invention can sufficiently adsorb odorous substances and exhibit excellent deodorizing performance both at room temperature and under heating.
本明細書において、「含有」は、「含む(comprise)」、「実質的にのみからなる(consist essentially of)」、及び「のみからなる(consist of)」のいずれも包含する概念である。また、本明細書において、数値範囲を「A~B」で示す場合、A以上B以下を意味する。 In this specification, "contain" is a concept that includes all of "comprise," "consist essentially of," and "consist of." Furthermore, in this specification, when a numerical range is expressed as "A to B", it means greater than or equal to A and less than or equal to B.
本明細書において、「非加熱下」とは、製造過程において全工程を130℃未満で行う工業製品に使用する場合を意味し、単に「非加熱下」と言うことがある。また、「加熱下」とは、製造過程において少なくとも1つの工程を130℃以上で行う(全工程を130℃以上で行う場合も含む)工業製品に使用する場合を意味し、単に「加熱下」と言うことがある。 As used herein, "without heating" refers to the case of use in industrial products in which all steps in the manufacturing process are performed at temperatures below 130°C, and may simply be referred to as "without heating." In addition, "under heating" means when used for industrial products in which at least one step in the manufacturing process is performed at 130°C or higher (including cases where all steps are performed at 130°C or higher), and simply "under heating" There is something to be said.
1.臭気物質吸着剤
本発明の臭気物質吸着剤は、ヒドラジン化合物と、溶媒とを含有し、前記溶媒が、少なくとも沸点が200℃以上の有機溶媒とを含有する。
1. Odorous substance adsorbent The odorous substance adsorbent of the present invention contains a hydrazine compound and a solvent, and the solvent contains at least an organic solvent having a boiling point of 200°C or higher.
(1-1)ヒドラジン化合物
ヒドラジン化合物としては、特に制限はなく、従来から公知の化合物を使用することができ、例えば、酸ヒドラジド化合物、アルキルヒドラジン化合物、その他のヒドラジン化合物等を使用することができる。酸ヒドラジド化合物としては、分子中に1個のヒドラジド基を有する酸モノヒドラジド化合物、分子中に2個のヒドラジド基を有する酸ジヒドラジド化合物、分子中に3個のヒドラジド基を有する酸トリヒドラジド化合物等を使用することができる。なかでも、非加熱下及び加熱下における消臭性能、吸着剤の貯蔵安定性、着色抑制等の観点から、酸ヒドラジド化合物が好ましく、酸ジヒドラジド化合物又は酸トリヒドラジド化合物がより好ましい。なかでも、このようなヒドラジン化合物は汎用化合物が好ましい。これらのヒドラジン化合物は、臭気物質(アルデヒド化合物、ケトン化合物、カルボン酸化合物等)を吸着する作用を有する化合物である。
(1-1) Hydrazine compound There are no particular limitations on the hydrazine compound, and conventionally known compounds can be used. For example, acid hydrazide compounds, alkyl hydrazine compounds, other hydrazine compounds, etc. can be used. . Examples of acid hydrazide compounds include acid monohydrazide compounds having one hydrazide group in the molecule, acid dihydrazide compounds having two hydrazide groups in the molecule, acid trihydrazide compounds having three hydrazide groups in the molecule, etc. can be used. Among these, acid hydrazide compounds are preferred, and acid dihydrazide compounds or acid trihydrazide compounds are more preferred, from the viewpoints of deodorizing performance under heating and without heating, storage stability of the adsorbent, and suppression of coloring. Among these, general-purpose compounds are preferred as such hydrazine compounds. These hydrazine compounds are compounds that have the ability to adsorb odorous substances (aldehyde compounds, ketone compounds, carboxylic acid compounds, etc.).
ヒドラジン化合物の分子量は、非加熱下及び加熱下における消臭性能及び消臭速度の観点から、例えば、30以上が好ましく、60以上がより好ましく、90以上がさらに好ましい。また、ヒドラジン化合物の分子量は、非加熱下及び加熱下における消臭性能及び消臭速度の観点から、例えば、300以下が好ましく、280以下がより好ましく、260以下がさらに好ましい。また、ヒドラジン化合物の分子量は、付加的性能として、耐熱性及び貯蔵安定性の観点では、例えば、100以上が好ましく、130以上がより好ましい。また、ヒドラジン化合物の分子量は、付加的性能として、耐熱性及び貯蔵安定性の観点では、例えば、300以下が好ましく、270以下がより好ましい。 The molecular weight of the hydrazine compound is, for example, preferably 30 or more, more preferably 60 or more, and even more preferably 90 or more, from the viewpoint of deodorizing performance and deodorizing speed under non-heating and heating. Further, the molecular weight of the hydrazine compound is preferably, for example, 300 or less, more preferably 280 or less, and even more preferably 260 or less, from the viewpoint of deodorizing performance and deodorizing speed under non-heating and heating. Further, the molecular weight of the hydrazine compound is preferably, for example, 100 or more, and more preferably 130 or more, from the viewpoint of heat resistance and storage stability as additional performance. Further, the molecular weight of the hydrazine compound is preferably, for example, 300 or less, more preferably 270 or less, from the viewpoint of heat resistance and storage stability as additional performance.
このようなヒドラジン化合物としては、具体的には、酸ヒドラジド化合物として、プロピオン酸ヒドラジド、ラウリル酸ヒドラジド、サリチル酸ヒドラジド、ホルムヒドラジド、アセトヒドラジド、p-ヒドロキシ安息香酸ヒドラジド、ナフトエ酸ヒドラジド、3-ヒドロキシ-2-ナフトエ酸ヒドラジド、ベンズヒドラジド、カルボジヒドラジド、シュウ酸ジヒドラジド、マロン酸ジヒドラジド、コハク酸ジヒドラジド、グルタル酸ジヒドラジド、アジピン酸ジヒドラジド、アゼライン酸ジヒドラジド、セバチン酸ジヒドラジド、ドデカン二酸ジヒドラジド、マレイン酸ジヒドラジド、フマル酸ジヒドラジド、酒石酸ジヒドラジド、リンゴ酸ジヒドラジド、ジグリコール酸ジヒドラジド、イソフタル酸ジヒドラジド、テレフタル酸ジヒドラジド、2,6-ナフタレンジカルボン酸ジヒドラジド、2.6-ナフトエ酸ジヒドラジド、クエン酸トリヒドラジド、ピロメリット酸トリヒドラジド、1,2,4-ベンゼントリカルボン酸トリヒドラジド、ニトリロ三酢酸トリヒドラジド、1,3,5-シクロヘキサントリカルボン酸トリヒドラジド、エチレンジアミンテトラ酢酸テトラヒドラジド、1,4,5,8-ナフトエ酸テトラヒドラジド等が挙げられ、アルキルヒドラジン化合物として、ターシャリーブチルヒドラジン、イソプロピルヒドラジン、ブチルヒドラジン、ベンジルヒドラジン、フェニルヒドラジン等が挙げられ、その他のヒドラジン化合物として、3-アミノ-1,2,4-トリアゾール、4-アミノ-1,2,4-トリアゾール、3-アミノ-5-フェニル-1,2,4-トリアゾール、4-アミノウラゾール、アミノグアニジン等が挙げられる。なかでも、安全性、非加熱下及び加熱下における消臭性能、非加熱下及び加熱下における消臭速度、着色抑制、耐熱性及び貯蔵安定性のバランスに優れる観点から、酸ヒドラジド化合物が好ましく、アジピン酸ジヒドラジド、コハク酸ジヒドラジド、ドデカン二酸ジヒドラジド等がより好ましい。これらのヒドラジン化合物は、単独で用いることもでき、2種以上を組合せて用いることもできる。 Specifically, such hydrazine compounds include propionic acid hydrazide, lauric acid hydrazide, salicylic acid hydrazide, form hydrazide, acetohydrazide, p-hydroxybenzoic acid hydrazide, naphthoic acid hydrazide, 3-hydroxy- 2-Naphthoic acid hydrazide, benzhydrazide, carbodihydrazide, oxalic acid dihydrazide, malonic acid dihydrazide, succinic acid dihydrazide, glutaric acid dihydrazide, adipic acid dihydrazide, azelaic acid dihydrazide, sebacic acid dihydrazide, dodecanedioic acid dihydrazide, maleic acid dihydrazide, fumar Acid dihydrazide, tartaric acid dihydrazide, malic acid dihydrazide, diglycolic acid dihydrazide, isophthalic acid dihydrazide, terephthalic acid dihydrazide, 2,6-naphthalenedicarboxylic acid dihydrazide, 2,6-naphthoic acid dihydrazide, citric acid trihydrazide, pyromellitic acid trihydrazide, 1 , 2,4-benzenetricarboxylic acid trihydrazide, nitrilotriacetic acid trihydrazide, 1,3,5-cyclohexanetricarboxylic acid trihydrazide, ethylenediaminetetraacetic acid tetrahydrazide, 1,4,5,8-naphthoic acid tetrahydrazide, etc. Examples of alkylhydrazine compounds include tertiary-butylhydrazine, isopropylhydrazine, butylhydrazine, benzylhydrazine, phenylhydrazine, etc., and other hydrazine compounds include 3-amino-1,2,4-triazole, 4-amino- Examples include 1,2,4-triazole, 3-amino-5-phenyl-1,2,4-triazole, 4-aminourazole, and aminoguanidine. Among them, acid hydrazide compounds are preferred from the viewpoint of safety, deodorizing performance under heating and unheated conditions, deodorizing speed under unheated conditions and under heating, coloration suppression, excellent balance of heat resistance and storage stability. More preferred are adipic acid dihydrazide, succinic acid dihydrazide, dodecanedioic acid dihydrazide, and the like. These hydrazine compounds can be used alone or in combination of two or more.
本発明の臭気物質吸着剤中のヒドラジン化合物の含有量は、特に制限されず、非加熱下及び加熱下における消臭性能、非加熱下及び加熱下における消臭速度、着色抑制、耐熱性及び貯蔵安定性をより向上させる観点から、本発明の臭気物質吸着剤の総量を100質量%として、例えば、0.1質量%以上が好ましく、1.0質量%以上がより好ましく、3.0質量%以上がさらに好ましく、また、例えば、90.0質量%以下が好ましく、50.0質量%以下がより好ましく、20.0質量%以下がさらに好ましい。また、本発明の臭気物質吸着剤が無機多孔質材料を含む場合も、臭気物質吸着剤中のヒドラジン化合物の至適含有量は同様である。なお、後述のように、本発明の臭気物質吸着剤においては、合成樹脂としてエマルションを採用することもできるが、上記した総量は、当該エマルション中に含まれる溶媒を考慮しないで算出した含有量である。 The content of the hydrazine compound in the odorant adsorbent of the present invention is not particularly limited, and includes odor eliminating performance under heating and under heating, deodorizing speed under unheating and under heating, coloring suppression, heat resistance, and storage. From the viewpoint of further improving stability, the total amount of the odorous substance adsorbent of the present invention is 100% by mass, for example, preferably 0.1% by mass or more, more preferably 1.0% by mass or more, even more preferably 3.0% by mass or more, and For example, the content is preferably 90.0% by mass or less, more preferably 50.0% by mass or less, and even more preferably 20.0% by mass or less. Furthermore, even when the odorous substance adsorbent of the present invention contains an inorganic porous material, the optimum content of the hydrazine compound in the odorous substance adsorbent is the same. As will be described later, in the odor substance adsorbent of the present invention, an emulsion can be used as the synthetic resin, but the above-mentioned total amount is the content calculated without considering the solvent contained in the emulsion. be.
(1-2)溶媒
本発明の臭気物質吸着剤は、前述の通り、ヒドラジン化合物と、溶媒とを含有し、前記溶媒が、少なくとも沸点が200℃以上の有機溶媒とを含有している。つまり、ヒドラジン化合物の乾燥失活を抑制し、非加熱下及び加熱下における消臭性能及び消臭速度を向上させる観点から、ヒドラジン化合物を少なくとも沸点が200℃以上の有機溶媒を含む溶媒に溶解又は分散させて溶液又は懸濁液とし、これを臭気物質吸着剤として使用することが好ましい。
(1-2) Solvent As described above, the odorous substance adsorbent of the present invention contains a hydrazine compound and a solvent, and the solvent contains at least an organic solvent having a boiling point of 200°C or higher. In other words, from the viewpoint of suppressing the drying deactivation of the hydrazine compound and improving the deodorizing performance and deodorizing speed under heating and non-heating, the hydrazine compound is dissolved or It is preferable to disperse it into a solution or suspension and use this as an odorant adsorbent.
このような沸点が200℃以上の有機溶媒としては、非加熱下及び加熱下における乾燥失活による消臭性能及び消臭速度の低下をより抑制する観点から、その沸点は200℃以上、好ましくは240℃以上、より好ましくは280℃以上である。なお、沸点が200℃以上の有機溶媒として非プロトン性有機溶媒を使用する場合は、その沸点は250℃以上が好ましく、280℃以上がより好ましく、350℃以上がさらに好ましい。また、有機溶媒の沸点の上限値は特に制限はないが、通常600℃である。 Such an organic solvent with a boiling point of 200°C or higher is preferably 200°C or higher, from the viewpoint of further suppressing deterioration of deodorizing performance and deodorizing speed due to drying deactivation under unheated and heated conditions. The temperature is 240°C or higher, more preferably 280°C or higher. When an aprotic organic solvent having a boiling point of 200°C or higher is used, the boiling point is preferably 250°C or higher, more preferably 280°C or higher, and even more preferably 350°C or higher. Further, the upper limit of the boiling point of the organic solvent is not particularly limited, but is usually 600°C.
以上のような条件を満たす沸点が200℃以上の有機溶媒としては、例えば、プロトン性有機溶媒として、ジエチレングリコール、ジプロピレングリコール、1,3-ブタンジオール、1,4-ブタンジオール、1,5-ペンタンジオール、グリセリン、ジグリセリン等の多価アルコール;トリプロピレングリコールモノブチルエーテル(ダワノールTPnB)、ポリエチレングリコール、ポリプロピレングリコール等のエーテル等が挙げられ、非プロトン性有機溶媒として、アジピン酸ビス(2-エチルヘキシル)、アジピン酸ジイソノニル、アジピン酸ジイソデシル等のアジピン酸エステル;フタル酸ジメチル、フタル酸ジエチル、フタル酸ジブチル、フタル酸ビス(2-エチルヘキシル)、フタル酸ジイソノニル、フタル酸ジイソデシル、フタル酸ブチルベンジル等のフタル酸エステル;トリメリット酸トリス(2-エチルヘキシル)、リン酸トリブチル、γ-ブチロラクトン等のその他のエステル;メチルナフタレン、ジメチルナフタレン、イソプロピルナフタレン、ジイソプロピルナフタレン等の芳香族炭化水素;N-メチルピロリドン等が挙げられる。これらのなかでも、非加熱下における消臭性能及び消臭速度や、上記したヒドラジン化合物の溶解性等の観点からは、プロトン性有機溶媒が好ましく、グリセリン及びジグリセリンが特に好ましい。また、加熱下における消臭性能及び消臭速度や、上記したヒドラジン化合物の溶解性等の観点からは、グリセリン、ジグリセリンや非プロトン性有機溶媒が好ましく、グリセリン及びジグリセリンが特に好ましい。これらの沸点が200℃以上の有機溶媒は、1種単独で用いることもでき、2種以上を組合せて用いることもできる。 Examples of organic solvents with a boiling point of 200°C or higher that satisfy the above conditions include diethylene glycol, dipropylene glycol, 1,3-butanediol, 1,4-butanediol, and 1,5-protic organic solvents. Examples include polyhydric alcohols such as pentanediol, glycerin, and diglycerin; ethers such as tripropylene glycol monobutyl ether (Dawanol TPnB), polyethylene glycol, and polypropylene glycol; and as aprotic organic solvents, bis(2-ethylhexyl adipate) ), adipate esters such as diisononyl adipate and diisodecyl adipate; dimethyl phthalate, diethyl phthalate, dibutyl phthalate, bis(2-ethylhexyl) phthalate, diisononyl phthalate, diisodecyl phthalate, butylbenzyl phthalate, etc. Phthalate esters; Other esters such as tris(2-ethylhexyl) trimellitate, tributyl phosphate, and γ-butyrolactone; Aromatic hydrocarbons such as methylnaphthalene, dimethylnaphthalene, isopropylnaphthalene, and diisopropylnaphthalene; N-methylpyrrolidone, etc. can be mentioned. Among these, protic organic solvents are preferred, and glycerin and diglycerin are particularly preferred, from the viewpoints of deodorizing performance and deodorizing speed without heating, solubility of the above-mentioned hydrazine compound, and the like. In addition, from the viewpoint of deodorizing performance and deodorizing speed under heating, solubility of the above-mentioned hydrazine compound, etc., glycerin, diglycerin, and aprotic organic solvents are preferable, and glycerin and diglycerin are particularly preferable. These organic solvents having a boiling point of 200° C. or higher can be used alone or in combination of two or more.
本発明においては、溶媒を全て上記の沸点が200℃以上の有機溶媒とすることもできるし、上記の沸点が200℃以上の有機溶媒と、水等の水性溶媒や、エチレングリコール、プロピレングリコール、ジエチレングリコールモノメチルエーテル、ジエチレングリコールモノエチルエーテル等の沸点が200℃未満の有機溶媒等との混合溶媒とすることもできる。なかでも、非加熱下における消臭性能及び消臭速度の観点からは、溶媒の総量を100質量%として、沸点が200℃以上の有機溶媒の含有量は5質量%以上が好ましく、40質量%以上がより好ましく、60質量%以上がさらに好ましく、80質量%以上が特に好ましい。また、加熱下における消臭性能及び消臭速度の観点からは、溶媒の総量を100質量%として、有機溶媒の含有量は40質量%以上が好ましく、60質量%以上がより好ましく、80質量%以上がさらに好ましい。なお、水性溶媒は乾燥による消臭性能及び消臭速度低下の懸念のため少ないほうが好ましく、沸点が200℃未満の有機溶媒は乾燥による消臭性能及び消臭速度低下を抑制する効果が十分とは言えないことから、沸点が200℃以上の有機溶媒の含有量は上限値でもある100質量%とすることもできる。なお、非加熱下における消臭性能及び消臭速度の観点からは沸点が200℃以上の有機溶媒としてプロトン性有機溶媒を使用する場合はその含有量は多すぎないほうが好ましい。一方、加熱下における消臭性能及び消臭速度の観点からは沸点が200℃以上の有機溶媒としてプロトン性有機溶媒を使用する場合はその含有量は多いほうが好ましく、100質量%が最も好ましい。なお、後述のように、本発明の臭気物質吸着剤においては、合成樹脂としてエマルションを採用することもできるが、上記した溶媒の総量及び水性溶媒の含有量は、当該エマルション中に含まれる溶媒を考慮しないで算出した含有量である。 In the present invention, all the solvents can be organic solvents with a boiling point of 200°C or higher, or the organic solvents with a boiling point of 200°C or higher and an aqueous solvent such as water, ethylene glycol, propylene glycol, A mixed solvent with an organic solvent having a boiling point of less than 200°C such as diethylene glycol monomethyl ether or diethylene glycol monoethyl ether can also be used. In particular, from the viewpoint of deodorizing performance and deodorizing speed without heating, the content of organic solvents with a boiling point of 200°C or higher is preferably 5% by mass or more, and 40% by mass, assuming the total amount of solvent is 100% by mass. The content is more preferably 60% by mass or more, even more preferably 80% by mass or more. In addition, from the viewpoint of deodorizing performance and deodorizing speed under heating, the content of organic solvent is preferably 40% by mass or more, more preferably 60% by mass or more, and 80% by mass, assuming the total amount of solvent is 100% by mass. The above is more preferable. In addition, it is preferable to use aqueous solvents in small amounts because of concerns about deterioration of deodorizing performance and deodorization speed due to drying, and organic solvents with a boiling point of less than 200°C are not sufficiently effective in suppressing deterioration of deodorizing performance and deodorization speed due to drying. Since this is not possible, the content of the organic solvent with a boiling point of 200°C or higher can be set to 100% by mass, which is also the upper limit. In addition, from the viewpoint of deodorizing performance and deodorizing speed without heating, when a protic organic solvent is used as an organic solvent with a boiling point of 200° C. or higher, it is preferable that its content is not too large. On the other hand, from the viewpoint of deodorizing performance and deodorizing speed under heating, when a protic organic solvent is used as an organic solvent with a boiling point of 200° C. or higher, the content thereof is preferably large, and 100% by mass is most preferable. As will be described later, in the odor substance adsorbent of the present invention, an emulsion can be used as the synthetic resin, but the total amount of solvent and the content of the aqueous solvent mentioned above are based on the amount of solvent contained in the emulsion. This is the content calculated without consideration.
また、本発明において、溶媒の含有量は、特に制限されず、非加熱下及び加熱下における消臭性能及び消臭速度をより向上させる観点から、臭気物質吸着剤の総量を100質量%として、例えば、30.0質量%以上が好ましく、50.0質量%以上がより好ましく、70.0質量%以上がさらに好ましく、また、例えば、99.9質量%以下が好ましく、99.0質量%以下がより好ましく、98.0質量%以下がさらに好ましい。また、本発明の臭気物質吸着剤が無機多孔質材料を含む場合も、臭気物質吸着剤中の溶媒の含有量は同様である。なお、後述のように、本発明の臭気物質吸着剤においては、合成樹脂としてエマルションを採用することもできるが、上記した溶媒の含有量は、当該エマルション中に含まれる溶媒を考慮しないで算出した含有量である。 In addition, in the present invention, the content of the solvent is not particularly limited, and from the viewpoint of further improving the deodorizing performance and deodorizing speed under non-heating and heating, the total amount of the odorant adsorbent is 100% by mass, For example, it is preferably 30.0% by mass or more, more preferably 50.0% by mass or more, even more preferably 70.0% by mass or more, and, for example, it is preferably 99.9% by mass or less, more preferably 99.0% by mass or less, and still more preferably 98.0% by mass or less. preferable. Furthermore, even when the odorous substance adsorbent of the present invention contains an inorganic porous material, the content of the solvent in the odorous substance adsorbent is the same. Note that, as described later, in the odor substance adsorbent of the present invention, an emulsion can be used as the synthetic resin, but the above-mentioned solvent content was calculated without considering the solvent contained in the emulsion. content.
(1-3)無機多孔質材料
本発明の臭気物質吸着剤は、無機多孔質材料を含ませることもできる。無機多孔質材料自身は臭気物質を全く吸着しない(消臭性能がほとんどない)が、ヒドラジン化合物と併用することで、無機多孔質材料を使用しない場合と比較すると非加熱下及び加熱下における消臭性能及び消臭速度を維持しつつも当該ヒドラジン化合物の使用量を減らすことも可能である。このため、より少ない量のヒドラジン化合物で優れた消臭性能を得ることも可能である。
(1-3) Inorganic porous material The odor substance adsorbent of the present invention can also contain an inorganic porous material. Inorganic porous materials themselves do not adsorb odorous substances at all (they have almost no deodorizing performance), but when used in combination with a hydrazine compound, they are more effective in deodorizing both unheated and heated conditions than when inorganic porous materials are not used. It is also possible to reduce the amount of the hydrazine compound used while maintaining performance and deodorization speed. Therefore, it is also possible to obtain excellent deodorizing performance with a smaller amount of hydrazine compound.
このような無機多孔質材料としては、特に制限はなく、ケイ素を含む化合物(シリカ、活性白土、ゼオライト、クレー、タルク等)の他、活性炭、アルミナ、セラミック、炭酸カルシウム等が挙げられる。なかでも、ヒドラジン化合物の使用量を少なくしても消臭性能及び消臭速度を維持しやすい観点から、ケイ素を含む化合物が好ましく、シリカがより好ましい。これらの無機多孔質材料は、単独で用いることもでき、2種以上を組合せて用いることもできる。 Such inorganic porous materials are not particularly limited, and include compounds containing silicon (silica, activated clay, zeolite, clay, talc, etc.), activated carbon, alumina, ceramics, calcium carbonate, and the like. Among these, compounds containing silicon are preferred, and silica is more preferred, from the viewpoint of easily maintaining deodorizing performance and deodorizing speed even if the amount of the hydrazine compound used is reduced. These inorganic porous materials can be used alone or in combination of two or more.
このような無機多孔質材料としてシリカを使用する場合、その種類については特に制限はなく、湿式法シリカ(沈降法シリカ、ゲル法シリカ等)、乾式法シリカ、溶融シリカ等のいずれも採用できる。 When using silica as such an inorganic porous material, there are no particular restrictions on its type, and any of wet process silica (precipitated process silica, gel process silica, etc.), dry process silica, fused silica, etc. can be employed.
なお、無機多孔質材料としてケイ素を含む化合物を採用する場合、表面に置換又は非置換アミノ基を有することも可能である。このような材料は、置換又は非置換アミノ基を有するシランカップリング剤により化学修飾することで得ることができる。化学修飾の方法は常法にしたがい行うことができる。この際使用できる置換又は非置換アミノ基を有するシランカップリング剤としては、例えば、メタクリル基を有するシランカップリング剤、ビニル基を有するシランカップリング剤、アミノ基を有するシランカップリング剤、グリシジル基を有するシランカップリング剤、メルカプト基を有するシランカップリング剤等が挙げられ、これらのシランカップリング剤が有する置換又は非置換アミノ基を修飾したケイ素を含む化合物(特にシリカ)を採用することも可能である。 In addition, when employing a compound containing silicon as the inorganic porous material, it is also possible to have a substituted or unsubstituted amino group on the surface. Such materials can be obtained by chemical modification with a silane coupling agent having a substituted or unsubstituted amino group. Chemical modification can be carried out according to conventional methods. Examples of the silane coupling agent having a substituted or unsubstituted amino group that can be used in this case include a silane coupling agent having a methacrylic group, a silane coupling agent having a vinyl group, a silane coupling agent having an amino group, and a glycidyl group. Examples include silane coupling agents having a mercapto group, silane coupling agents having a mercapto group, etc., and compounds containing silicon (especially silica) modified with substituted or unsubstituted amino groups of these silane coupling agents may also be employed. It is possible.
無機多孔質材料を使用する場合、本発明の臭気物質吸着剤中の無機多孔質材料の含有量は、特に制限されず、非加熱下及び加熱下における消臭性能及び消臭速度をより向上させる観点から、臭気物質吸着剤の総量を100質量%として、例えば、0.1質量%以上が好ましく、1.0質量%以上がより好ましく、2.0質量%以上がさらに好ましく、また、例えば、99.9質量%以下が好ましく、95.0質量%以下がより好ましく、90.0質量%以下がさらに好ましい。なお、後述のように、本発明の臭気物質吸着剤においては、合成樹脂としてエマルションを採用することもできるが、上記した総量は、当該エマルション中に含まれる溶媒を考慮しないで算出した含有量である。 When using an inorganic porous material, the content of the inorganic porous material in the odorant adsorbent of the present invention is not particularly limited, and the deodorizing performance and deodorizing speed both under non-heating and under heating can be further improved. From this point of view, assuming the total amount of the odorant adsorbent to be 100% by mass, it is preferably 0.1% by mass or more, more preferably 1.0% by mass or more, even more preferably 2.0% by mass or more, and, for example, preferably 99.9% by mass or less. , more preferably 95.0% by mass or less, further preferably 90.0% by mass or less. As will be described later, in the odor substance adsorbent of the present invention, an emulsion can be used as the synthetic resin, but the above-mentioned total amount is the content calculated without considering the solvent contained in the emulsion. be.
(1-4)臭気物質吸着剤
本発明の臭気物質吸着剤は、前述の通り、固形分としては、ヒドラジン化合物単独の形態の他、ヒドラジン化合物に無機多孔質材料を含む形態がある。何れの形態においても、上記した、少なくとも沸点が200℃以上の有機溶媒を含む溶媒に溶解又は分散させて溶液又は懸濁液とし、これを臭気物質吸着剤として使用することが好ましい。これにより、乾燥による消臭性能及び消臭速度の低下を特に抑制することができる。
(1-4) Odorous Substance Adsorbent As mentioned above, the odorous substance adsorbent of the present invention has a form in which the solid content is a hydrazine compound alone, or a form in which the hydrazine compound contains an inorganic porous material. In either form, it is preferable to dissolve or disperse it in a solvent containing an organic solvent with a boiling point of at least 200° C. or higher to form a solution or suspension, and use this as an odorous substance adsorbent. As a result, deterioration in deodorizing performance and deodorizing speed due to drying can be particularly suppressed.
また、上記した各成分と合成樹脂とを混合して使用することも可能である。合成樹脂としては、例えば、ポリアクリル系樹脂(アクリル樹脂、メタクリル樹脂等)、ポリ酢酸ビニル系樹脂(酢酸ビニル樹脂等)、ポリ塩化ビニル系樹脂(塩化ビニル樹脂等)、ポリオレフィン系樹脂(オレフィン樹脂等)、エチレン-酢酸ビニル共重合体樹脂(EVA樹脂)、ポリウレタン系樹脂(ウレタン樹脂等)、ポリスチレン系樹脂(スチロール樹脂等)、ポリエポキシ系樹脂(エポキシ樹脂等)、シリコーン系樹脂(シリコーン樹脂等)、アルキド系樹脂(アルキド樹脂等)、フッ素系樹脂(ポリテトラフルオロエチレン樹脂等)、ナイロン樹脂、ポリエステル系樹脂(ポリエステル等;ポリエステル系繊維を除く)、ポリアミド系樹脂(アラミド樹脂等)、PET系樹脂(ポリエチレンテレフタラート等)、エーテル系樹脂(ポリフェニレンエーテル樹脂等)、ポリアミン系樹脂、アミノ樹脂(メラミン樹脂、尿素樹脂等)、フェノール樹脂等が挙げられる。上記した樹脂を1つ又は複数含む共重合体樹脂も採用することができる。また、上記した樹脂からなるエマルションを採用することもできる。これらの樹脂は、単独で用いることもでき、2種以上を組合せて用いることもできる。なかでも、ポリアクリル系樹脂(アクリル樹脂、メタクリル樹脂等)が好ましい。 It is also possible to use a mixture of each of the above-mentioned components and a synthetic resin. Examples of synthetic resins include polyacrylic resins (acrylic resins, methacrylic resins, etc.), polyvinyl acetate resins (vinyl acetate resins, etc.), polyvinyl chloride resins (vinyl chloride resins, etc.), and polyolefin resins (olefin resins). etc.), ethylene-vinyl acetate copolymer resin (EVA resin), polyurethane resin (urethane resin, etc.), polystyrene resin (styrene resin, etc.), polyepoxy resin (epoxy resin, etc.), silicone resin (silicone resin) etc.), alkyd resins (alkyd resins, etc.), fluorine resins (polytetrafluoroethylene resins, etc.), nylon resins, polyester resins (polyester, etc.; excluding polyester fibers), polyamide resins (aramid resins, etc.), Examples include PET resins (polyethylene terephthalate, etc.), ether resins (polyphenylene ether resins, etc.), polyamine resins, amino resins (melamine resins, urea resins, etc.), phenol resins, and the like. Copolymer resins containing one or more of the above resins can also be employed. Moreover, an emulsion made of the above-mentioned resin can also be employed. These resins can be used alone or in combination of two or more. Among these, polyacrylic resins (acrylic resin, methacrylic resin, etc.) are preferred.
本発明の臭気物質吸着剤中に樹脂が含まれる場合、当該樹脂の含有量は、特に制限はなく、非加熱下及び加熱下における消臭性能及び消臭速度の観点から、本発明の臭気物質吸着剤の総量を100質量%として、0.1質量%以上が好ましく、1.0質量%以上がより好ましく、5.0質量%以上がより好ましい。また、当該樹脂の含有量は、経済性、作業性等の観点から、95.0質量%以下が好ましく、90.0質量%以下がより好ましく、85.0質量%以下がさらに好ましい。なお、樹脂としてエマルションを採用する場合、上記した含有量は、固形分の含有量を意味する。 When a resin is contained in the odorous substance adsorbent of the present invention, the content of the resin is not particularly limited. The total amount of adsorbent is 100% by mass, preferably 0.1% by mass or more, more preferably 1.0% by mass or more, and even more preferably 5.0% by mass or more. Further, the content of the resin is preferably 95.0% by mass or less, more preferably 90.0% by mass or less, and even more preferably 85.0% by mass or less, from the viewpoints of economy, workability, etc. In addition, when employ|adopting an emulsion as resin, the above-mentioned content means content of solid content.
本発明の臭気物質吸着剤において、合成樹脂としてエマルションを採用する場合、ヒドラジン化合物の含有量は、特に制限されず、非加熱下及び加熱下における消臭性能、非加熱下及び加熱下における消臭速度、着色抑制、耐熱性及び貯蔵安定性をより向上させる観点から、本発明の臭気物質吸着剤を100質量%として、例えば、0.01質量%以上が好ましく、0.05質量%以上がより好ましく、0.1質量%以上がさらに好ましく、また、例えば、90.0質量%以下が好ましく、50.0質量%以下がより好ましく、20.0質量%以下がさらに好ましい。 In the odorous substance adsorbent of the present invention, when an emulsion is employed as the synthetic resin, the content of the hydrazine compound is not particularly limited, and the deodorizing performance under non-heating and under heating, the deodorizing performance under non-heating and under heating, From the viewpoint of further improving speed, coloration suppression, heat resistance, and storage stability, the odorant adsorbent of the present invention is preferably 0.01% by mass or more, more preferably 0.05% by mass or more, and 0.1% by mass, based on 100% by mass. % or more, and for example, 90.0% by mass or less is preferable, more preferably 50.0% by mass or less, and even more preferably 20.0% by mass or less.
本発明の臭気物質吸着剤において、合成樹脂としてエマルションを採用する場合、溶媒の含有量は、特に制限されず、非加熱下及び加熱下における消臭性能、非加熱下及び加熱下における消臭速度、着色抑制、耐熱性及び貯蔵安定性をより向上させる観点から、本発明の臭気物質吸着剤を100質量%として、例えば、30.0質量%以上が好ましく、50.0質量%以上がより好ましく、70.0質量%以上がさらに好ましく、また、例えば、99.99質量%以下が好ましく、99.95質量%以下がより好ましく、99.0質量%以下がさらに好ましい。 In the odorous substance adsorbent of the present invention, when an emulsion is used as the synthetic resin, the content of the solvent is not particularly limited, and the deodorizing performance under non-heating and under heating, the deodorizing speed under non-heating and under heating. From the viewpoint of further improving coloration suppression, heat resistance, and storage stability, the odorant adsorbent of the present invention is preferably 30.0% by mass or more, more preferably 50.0% by mass or more, and 70.0% by mass, based on 100% by mass. The above is more preferable, and for example, 99.99% by mass or less is preferable, 99.95% by weight or less is more preferable, and even more preferably 99.0% by weight or less.
発明の臭気物質吸着剤において、合成樹脂としてエマルションを採用する場合、無機多孔質材料の含有量は、特に制限されず、非加熱下及び加熱下における消臭性能、非加熱下及び加熱下における消臭速度、着色抑制、耐熱性及び貯蔵安定性をより向上させる観点から、本発明の臭気物質吸着剤を100質量%として、例えば、0.01質量%以上が好ましく、0.1質量%以上がより好ましく、1.0質量%以上がさらに好ましく、また、例えば、99.0質量%以下が好ましく、90.0質量%以下がより好ましく、80.0質量%以下がさらに好ましい。 In the odor substance adsorbent of the invention, when an emulsion is used as the synthetic resin, the content of the inorganic porous material is not particularly limited, and the deodorizing performance under non-heating and under heating, and the deodorizing performance under non-heating and under heating From the viewpoint of further improving odor rate, coloration suppression, heat resistance, and storage stability, the odorant adsorbent of the present invention is preferably 0.01% by mass or more, more preferably 0.1% by mass or more, and 1.0% by mass, based on 100% by mass. It is more preferably at least 99.0% by mass, more preferably at most 90.0% by mass, even more preferably at most 80.0% by mass.
また、樹脂以外の建材等加工品用無機材料を使用することも可能である。このような建材等加工品用無機材料としては、例えば、セメント、アスファルト、コンクリート、漆喰、モルタル、珪藻土、モンモリロナイト、バイデライト、ノントロナイト、サポナイト、ヘクトライト、カオリナイト、セラミック等が挙げられる。 Furthermore, it is also possible to use inorganic materials for processed products such as building materials other than resin. Examples of such inorganic materials for processed products such as building materials include cement, asphalt, concrete, plaster, mortar, diatomaceous earth, montmorillonite, beidellite, nontronite, saponite, hectorite, kaolinite, and ceramic.
本発明の臭気物質吸着剤中に建材等加工品用無機材料が含まれる場合、当該建材等加工品用無機材料の含有量は、特に制限はなく、非加熱下及び加熱下における消臭性能及び消臭速度の観点から、本発明の臭気物質吸着剤の総量を100質量%として、0.1質量%以上が好ましく、1.0質量%以上がより好ましく、5.0質量%以上がより好ましい。また、当該建材等加工品用無機材料の含有量は、経済性、作業性等の観点から、95.0質量%以下が好ましく、90.0質量%以下がより好ましく、85.0質量%以下がさらに好ましい。 When the odorous substance adsorbent of the present invention contains an inorganic material for processed products such as building materials, there is no particular restriction on the content of the inorganic material for processed products such as building materials, and the content of the inorganic material for processed products such as building materials is not particularly limited. From the viewpoint of deodorizing speed, the total amount of the odorous substance adsorbent of the present invention is 100% by mass, preferably 0.1% by mass or more, more preferably 1.0% by mass or more, and even more preferably 5.0% by mass or more. Further, the content of the inorganic material for processed products such as building materials is preferably 95.0% by mass or less, more preferably 90.0% by mass or less, and even more preferably 85.0% by mass or less from the viewpoints of economy, workability, etc.
本発明の臭気物質吸着剤には、その目的、用途等に応じて、公知の添加剤、例えば、不揮発性の酸、キレート剤の他、酸化防止剤、光安定剤等の、広く一般に製剤化に用いられる各種の第三成分を配合することができる。 The odor substance adsorbent of the present invention is generally formulated with known additives, such as non-volatile acids, chelating agents, antioxidants, light stabilizers, etc., depending on its purpose, use, etc. Various third components used in the above can be blended.
好ましい不揮発性の酸は、コハク酸、フマル酸、マレイン酸、ホウ酸等が挙げられ、これらの塩も採用できる。これらの不揮発性の酸は、1種単独で用いることもでき、2種以上を組合せて用いることもできる。このような不揮発性の酸を配合することにより、吸着剤の貯蔵安定性をより一層向上させることができる。 Preferred nonvolatile acids include succinic acid, fumaric acid, maleic acid, and boric acid, and salts of these acids can also be used. These nonvolatile acids can be used alone or in combination of two or more. By blending such a nonvolatile acid, the storage stability of the adsorbent can be further improved.
不揮発性の酸を用いる場合、その含有量は、特に制限されず、本発明の臭気物質吸着剤の総量を100質量%として1~10質量%が好ましい。 When a nonvolatile acid is used, its content is not particularly limited, and is preferably 1 to 10% by mass, based on 100% by mass of the total amount of the odorant adsorbent of the present invention.
キレート剤としては、例えば、エチレンジアミン四酢酸、グリコールエーテルジアミン四酢酸、シュウ酸、クエン酸等が挙げられ、これらの塩も採用できる。これらのキレート剤は、1種単独で用いることもでき、2種以上を組合せて用いることもできる。このようなキレート剤を配合することにより、吸着剤の貯蔵安定性を一段と向上させることができる。 Examples of the chelating agent include ethylenediaminetetraacetic acid, glycol etherdiaminetetraacetic acid, oxalic acid, and citric acid, and salts thereof can also be employed. These chelating agents can be used alone or in combination of two or more. By incorporating such a chelating agent, the storage stability of the adsorbent can be further improved.
キレート剤を用いる場合、その含有量は、特に制限されず、本発明の臭気物質吸着剤の総量を100質量%として1~10質量%が好ましい。 When a chelating agent is used, its content is not particularly limited, and is preferably 1 to 10% by mass, based on 100% by mass of the total amount of the odorant adsorbent of the present invention.
酸化防止剤としては、例えば、フェノール系酸化防止剤、アミン系酸化防止剤等が挙げられる。フェノール系酸化防止剤としては、具体的には、2,6-ジ-tert-ブチル-4-メチルフェノール、2,2’-メチレンビス(4-メチル-6-tert-ブチルフェノール)等が挙げられる。また、アミン系酸化防止剤としては、具体的には、アルキルジフェニルアミン、N,N’-ジ-sec-ブチル-p-フェニレンジアミン等が挙げられる。これらの酸化防止剤は、1種単独で用いることもでき、2種以上を組合せて用いることもできる。 Examples of the antioxidant include phenolic antioxidants, amine antioxidants, and the like. Specific examples of the phenolic antioxidant include 2,6-di-tert-butyl-4-methylphenol, 2,2'-methylenebis(4-methyl-6-tert-butylphenol), and the like. Further, specific examples of the amine antioxidant include alkyldiphenylamine, N,N'-di-sec-butyl-p-phenylenediamine, and the like. These antioxidants can be used alone or in combination of two or more.
酸化防止剤を用いる場合、その含有量は、特に制限されず、本発明の臭気物質吸着剤の総量を100質量%として1~10質量%が好ましい。 When an antioxidant is used, its content is not particularly limited, and is preferably 1 to 10% by mass, based on 100% by mass of the total amount of the odorant adsorbent of the present invention.
光安定剤としては、例えば、ビス(2,2,6,6-テトラメチル-4-ピペリジル)セバケート等のヒンダードアミン系光安定剤等が挙げられる。これらの光安定剤は、1種単独で用いることもでき、2種以上を組合せて用いることもできる。 Examples of the light stabilizer include hindered amine light stabilizers such as bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate. These light stabilizers can be used alone or in combination of two or more.
光安定剤を用いる場合、その含有量は、特に制限されないが、本発明の臭気物質吸着剤の総量を100質量%として1~10質量%が好ましい。 When using a light stabilizer, its content is not particularly limited, but is preferably 1 to 10% by mass, based on 100% by mass of the total amount of the odorant adsorbent of the present invention.
これら第三成分は、単独で使用することもできるが、目的に合わせて併用することも可能である。 These third components can be used alone or in combination depending on the purpose.
このような本発明の臭気物質吸着剤は、製造過程において全工程を130℃未満で行う工業製品に使用する用途と製造過程において少なくとも1つの工程を130℃以上で行う(全工程を130℃以上で行う場合も含む)工業製品に使用する用途のいずれにも用いられるものである。 The odor substance adsorbent of the present invention is used for industrial products in which all steps in the manufacturing process are carried out at temperatures below 130°C, and at least one step in the manufacturing process is carried out at temperatures above 130°C (all steps are carried out at temperatures above 130°C). It can be used for any purpose used in industrial products (including when it is carried out in a factory).
具体的には、製造過程において全工程を130℃未満で行う工業製品に使用する用途の場合、製造過程の全工程において、品温及び雰囲気温度(ドライヤーの温度等)のいずれも130℃未満であることが好ましい。この際の温度は、本発明の臭気物質吸着剤の消臭性能及び消臭速度の観点から、120℃以下が好ましく、110℃以下がより好ましく、100℃以上がさらに好ましい。また、本発明の臭気物質吸着剤を製造過程において全工程を130℃未満で行う工業製品に使用する用途における温度の下限値は特に制限はないが、例えば0℃とすることができる。特に、室温が経済的である。 Specifically, in the case of applications for industrial products where the entire manufacturing process is performed at a temperature below 130°C, both the product temperature and the ambient temperature (dryer temperature, etc.) must be below 130°C during the entire manufacturing process. It is preferable that there be. The temperature at this time is preferably 120°C or lower, more preferably 110°C or lower, and even more preferably 100°C or higher, from the viewpoint of the deodorizing performance and deodorizing speed of the odorous substance adsorbent of the present invention. Further, the lower limit of the temperature when the odorous substance adsorbent of the present invention is used in industrial products in which all steps in the manufacturing process are performed at less than 130°C is not particularly limited, but may be set to 0°C, for example. In particular, room temperature is economical.
また、製造過程において少なくとも1つの工程を130℃以上で行う(全工程を130℃以上で行う場合も含む)工業製品に使用する用途の場合、製造過程の少なくとも1つの工程において、品温が130℃以上に達する場合(全工程で品温が130℃以上に達する場合も含む)と、雰囲気温度(ドライヤーの温度等)が130℃以上である場合(全工程で雰囲気温度が130℃以上である場合も含む)の双方を含み得る。また、本発明の臭気物質吸着剤を製造過程において少なくとも1つの工程を130℃以上で行う(全工程を130℃以上で行う場合も含む)工業製品に使用する用途における温度の上限値は特に制限はないが、ヒドラジン化合物や使用する有機溶媒の沸点を超えない温度や本発明の臭気物質吸着剤が用いられる用途(建材等)の品質を損ねない温度以下とすることが好ましい。このような観点から、加熱温度の上限値は通常1000℃である。なお、本発明の臭気物質吸着剤中に含まれているヒドラジン化合物の融点以上に加熱する用途に採用することで、特に消臭性能を向上させることも可能である。 In addition, in the case of applications for industrial products where at least one step in the manufacturing process is performed at a temperature of 130°C or higher (including cases in which all steps are performed at a temperature of 130°C or higher), the product temperature must be ℃ or higher (including cases where the product temperature reaches 130℃ or higher in all processes), or if the ambient temperature (dryer temperature, etc.) is 130℃ or higher (atmospheric temperature in all processes is 130℃ or higher). (including cases). In addition, there are particular restrictions on the upper limit of the temperature when the odorous substance adsorbent of the present invention is used in industrial products in which at least one step in the manufacturing process is performed at 130°C or higher (including cases in which all steps are performed at 130°C or higher). However, it is preferable to set the temperature to a temperature that does not exceed the boiling point of the hydrazine compound or the organic solvent used, and a temperature that does not impair the quality of the application (building materials, etc.) in which the odor substance adsorbent of the present invention is used. From this point of view, the upper limit of the heating temperature is usually 1000°C. In addition, it is also possible to particularly improve the deodorizing performance by employing the hydrazine compound contained in the odorous substance adsorbent of the present invention for purposes of heating above its melting point.
これらのなかでも、沸点が200℃以上の有機溶媒としてプロトン性有機溶媒を使用する場合は、製造過程において全工程を130℃未満で行う工業製品に使用する用途に使用することが好ましい。ただし、プロトン性有機溶媒のなかでもグリセリン及びジグリセリンを採用する場合は、製造過程において全工程を130℃未満で行う工業製品に使用する用途及び製造過程において少なくとも1つの工程を130℃以上で行う(全工程を130℃以上で行う場合も含む)工業製品に使用する用途の双方に好適に使用し得る。また、沸点が200℃以上の有機溶媒として非プロトン性有機溶媒を使用する場合は、製造過程において少なくとも1つの工程を130℃以上で行う(全工程を130℃以上で行う場合も含む)工業製品に使用する用途に使用することが好ましい。 Among these, when a protic organic solvent is used as an organic solvent with a boiling point of 200°C or higher, it is preferably used for industrial products where all steps in the manufacturing process are performed at lower than 130°C. However, when using glycerin and diglycerin among protic organic solvents, all steps in the manufacturing process are performed at temperatures below 130°C for use in industrial products, and at least one step in the manufacturing process is performed at temperatures above 130°C. It can be suitably used for both industrial products (including cases where all steps are carried out at 130°C or higher). In addition, if an aprotic organic solvent with a boiling point of 200°C or higher is used, at least one step in the manufacturing process is conducted at 130°C or higher (including cases where all steps are performed at 130°C or higher) for industrial products. It is preferable to use it for applications where it is used for.
このような製造過程において全工程を130℃未満で行う工業製品に使用する用途としては、例えば、塗料、接着剤、インキ、シーリング剤、紙製品、バインダー、樹脂エマルション、パルプ、木質材料、木質製品、プラスチック製品、フィルム、繊維製品、フィルター等が挙げられる。 Applications for industrial products that are manufactured at temperatures below 130°C include, for example, paints, adhesives, inks, sealants, paper products, binders, resin emulsions, pulp, wood materials, and wood products. , plastic products, films, textile products, filters, etc.
また、製造過程において少なくとも1つの工程を130℃以上で行う(全工程を130℃以上で行う場合も含む)工業製品に使用する用途としては、例えば、建材(壁紙、床材、天井材、手すり等)、加熱用プラスチック、繊維製品(練込み型)、フィルター等が挙げられる。 In addition, applications for industrial products in which at least one step in the manufacturing process is performed at 130°C or higher (including cases in which all steps are performed at 130°C or higher) include building materials (wallpaper, flooring, ceiling materials, handrails, etc.). etc.), heating plastics, textile products (kneaded type), filters, etc.
(1-5)臭気物質
上記した本発明の臭気物質吸着剤は、非加熱下又は加熱下において、臭気物質(特にアルデヒド化合物、ケトン化合物及びカルボン酸化合物)を効率よく、すばやく吸着することができる。なお、本発明の臭気物質吸着剤は、1種又は2種以上を組合せた上記臭気物質に対して有効である。
(1-5) Odorous substances The above-mentioned odorous substance adsorbent of the present invention can efficiently and quickly adsorb odorous substances (particularly aldehyde compounds, ketone compounds, and carboxylic acid compounds) without heating or under heating. . The odorous substance adsorbent of the present invention is effective against the above-mentioned odorous substances singly or in combination of two or more.
本発明の臭気物質吸着剤で吸着する対象としての臭気物質としては、特に制限はなく、例えば、ホルムアルデヒド、アセトアルデヒド、プロピオンアルデヒド、アクロレイン、n-ブチルアルデヒド、イソブチルアルデヒド、ペンタナール、ヘキサナール、ヘプタナール、オクタナール、ノネナール、デカナール、3-メチル-ブチルアルデヒド、クロトンアルデヒド、2,4-ヘプタジエナール等のアルデヒド系臭気物質(アルデヒド化合物);アセトン、メチルエチルケトン、メチルイソブチルケトン、ジエチルケトン、ジアセチル等のケトン系臭気物質(ケトン化合物);ギ酸、酢酸、プロピオン酸、酪酸、吉草酸、イソ吉草酸、カプロン酸、3-メチルブタン酸、4-メチルオクタン酸の有機酸系臭気物質(カルボン酸化合物)等が挙げられ、なかでも、本発明の臭気物質吸着剤は、アルデヒド化合物、特にホルムアルデヒド及び/又はアセトアルデヒドの吸着に有効である。 The odorous substances to be adsorbed by the odorous substance adsorbent of the present invention are not particularly limited, and examples thereof include formaldehyde, acetaldehyde, propionaldehyde, acrolein, n-butyraldehyde, isobutyraldehyde, pentanal, hexanal, heptanal, octanal, Aldehyde odorants (aldehyde compounds) such as nonenal, decanal, 3-methyl-butyraldehyde, crotonaldehyde, and 2,4-heptadienal; ketone odorants (ketones) such as acetone, methyl ethyl ketone, methyl isobutyl ketone, diethyl ketone, and diacetyl Compounds): Organic acid-based odorous substances (carboxylic acid compounds) such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, isovaleric acid, caproic acid, 3-methylbutanoic acid, and 4-methyloctanoic acid, among others. The odorant adsorbent of the present invention is effective in adsorbing aldehyde compounds, particularly formaldehyde and/or acetaldehyde.
2.臭気物質吸着剤を含む工業製品
本発明の臭気物質吸着剤は、工業製品に含んで(配合して)使用することができる。当該工業製品は、本発明を包含する(本発明の工業製品)。
2. Industrial product containing odorous substance adsorbent The odorous substance adsorbent of the present invention can be used by being included (blended) in an industrial product. The industrial product includes the present invention (industrial product of the present invention).
前記工業製品とは、従来より広く知られている工業製品及び工業原料を指す。具体的には、建材(壁紙、床材、天井材、手すり等)、加熱用プラスチック、フィルター、塗料、接着剤、インキ、シーリング剤、紙製品、バインダー、樹脂エマルション、パルプ、木質材料、木質製品、プラスチック製品、フィルム、繊維製品等が挙げられる。 The above-mentioned industrial products refer to industrial products and industrial raw materials that are conventionally widely known. Specifically, construction materials (wallpaper, flooring materials, ceiling materials, handrails, etc.), heating plastics, filters, paints, adhesives, inks, sealants, paper products, binders, resin emulsions, pulp, wood materials, and wood products. , plastic products, films, textile products, etc.
本発明の工業製品中、本発明の臭気物質吸着剤の含有量は、特に限定されず、工業製品及びその使用用途によって適宜設定することができる。 The content of the odorous substance adsorbent of the present invention in the industrial product of the present invention is not particularly limited, and can be appropriately set depending on the industrial product and its intended use.
3.臭気物質吸着剤を使用した臭気物質の吸着方法
本発明の臭気物質の吸着方法は、臭気物質を、本発明の臭気物質吸着剤と接触させることで、本発明の臭気物質吸着剤に臭気物質を吸着させる。具体的には、臭気物質を、本発明の臭気物質吸着剤を備える工業製品と接触させることである。この際、沸点が200℃以上の有機溶媒としてプロトン性有機溶媒を使用する場合は、製造過程において全工程を130℃未満で行う工業製品に用いることが好ましい。ただし、プロトン性有機溶媒のなかでもグリセリン及びジグリセリンを採用する場合は、製造過程において全工程を130℃未満で行う工業製品及び製造過程において少なくとも1つの工程を130℃以上で行う(全工程を130℃以上で行う場合も含む)工業製品の双方に好適に使用し得る。また、沸点が200℃以上の有機溶媒として非プロトン性有機溶媒を使用する場合は、製造過程において少なくとも1つの工程えを130℃以上で行う(全工程を130℃以上で行う場合も含む)工業製品に使用することが好ましい。上記吸着方法によれば、本発明の臭気物質吸着剤が上記した臭気物質を効率よく且つすばやく吸着するので、上記臭気物質を効率的に且つすばやく除去することができる。例えば、本発明の臭気物質吸着剤を備えた壁紙等の建材を室内に施工した場合、室内空気中に含まれる上記臭気物質は、室内空気の自然循環によって前記壁紙等の建材に接触することで、吸着(消臭)される。
3. Method for adsorbing odorous substances using an odorous substance adsorbent The method for adsorbing odorous substances of the present invention involves bringing the odorous substances into contact with the odorous substance adsorbent of the present invention. Let it absorb. Specifically, an odorous substance is brought into contact with an industrial product comprising an odorous substance adsorbent of the present invention. In this case, when a protic organic solvent is used as the organic solvent with a boiling point of 200°C or higher, it is preferably used for industrial products in which all steps in the manufacturing process are performed at lower than 130°C. However, when glycerin and diglycerin are used among protic organic solvents, industrial products in which all steps in the manufacturing process are carried out at temperatures below 130°C and at least one step in the manufacturing process are carried out at temperatures above 130°C (all steps are carried out at temperatures above 130°C). It can be suitably used for both industrial products (including cases where the process is carried out at 130°C or higher). In addition, if an aprotic organic solvent with a boiling point of 200°C or higher is used, at least one step in the manufacturing process must be conducted at 130°C or higher (including cases where all steps are performed at 130°C or higher). Preferably used in products. According to the above-mentioned adsorption method, the odorous substance adsorbent of the present invention efficiently and quickly adsorbs the above-mentioned odorous substances, so that the above-mentioned odorous substances can be efficiently and quickly removed. For example, when a building material such as wallpaper containing the odorous substance adsorbent of the present invention is installed indoors, the above-mentioned odorous substance contained in the indoor air comes into contact with the building material such as wallpaper through the natural circulation of the indoor air. , adsorbed (deodorized).
また、固定床、移動床、流動床等の吸着装置に本発明の臭気物質吸着剤や本発明の臭気物質吸着剤を施した充填剤を充填し、これに上記した臭気物質を含有する気体を通気処理することによっても、上記臭気物質を効率よく且つすばやく、また長時間にわたって吸着除去することができる。 Further, an adsorption device such as a fixed bed, a moving bed, or a fluidized bed is filled with the odorous substance adsorbent of the present invention or a filler coated with the odorous substance adsorbent of the present invention, and the gas containing the above-mentioned odorous substance is charged into the adsorption device. The aeration treatment also allows the above-mentioned odorous substances to be efficiently and quickly adsorbed and removed over a long period of time.
以下、実施例を示して本発明を具体的に説明する。ただし、本発明は以下の実施例の態様に限定されない。なお、ヒドラジン化合物及び有機溶媒は以下のものを使用した。
アジピン酸ジヒドラジド(ADH):東京化成工業(株)製
プロピレングリコール:富士フイルム和光純薬(株)製(プロトン性有機溶媒;沸点188℃)
ジプロピレングリコール:富士フイルム和光純薬(株)製(プロトン性有機溶媒;沸点232℃)
アジピン酸ジイソノニル:富士フイルム和光純薬(株)製(非プロトン性有機溶媒;沸点250℃)
ポリエチレングリコール200:富士フイルム和光純薬(株)製(プロトン性有機溶媒;沸点250℃)
グリセリン:富士フイルム和光純薬(株)製(プロトン性有機溶媒;沸点290℃)
ジグリセリン:富士フイルム和光純薬(株)製(プロトン性有機溶媒;沸点265~290℃)
フタル酸ビス(2-エチルヘキシル):富士フイルム和光純薬(株)製(非プロトン性有機溶媒;沸点384℃)
フタル酸ビスイソノニル:富士フイルム和光純薬(株)製(非プロトン性有機溶媒;沸点403℃)。
Hereinafter, the present invention will be specifically explained with reference to Examples. However, the present invention is not limited to the embodiments described below. The following hydrazine compounds and organic solvents were used.
Adipic acid dihydrazide (ADH): manufactured by Tokyo Chemical Industry Co., Ltd. Propylene glycol: manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. (protic organic solvent; boiling point 188°C)
Dipropylene glycol: manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. (protic organic solvent; boiling point 232°C)
Diisononyl adipate: manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. (aprotic organic solvent; boiling point 250°C)
Polyethylene glycol 200: manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. (protic organic solvent; boiling point 250°C)
Glycerin: manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. (protic organic solvent; boiling point 290°C)
Diglycerin: manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. (protic organic solvent; boiling point 265-290°C)
Bis(2-ethylhexyl) phthalate: Manufactured by Fujifilm Wako Pure Chemical Industries, Ltd. (aprotic organic solvent; boiling point 384°C)
Bisisononyl phthalate: Manufactured by Fuji Film Wako Pure Chemical Industries, Ltd. (aprotic organic solvent; boiling point 403°C).
参考例1:水1mL(直後)
アジピン酸ジヒドラジド10mgを水1mLに添加し、超音波バスにて溶解させ、吸着剤(吸着液)とした。
Reference example 1: 1mL of water (immediately)
10 mg of adipic acid dihydrazide was added to 1 mL of water and dissolved in an ultrasonic bath to obtain an adsorbent (adsorption liquid).
得られた吸着剤(吸着液)を、ガラス濾紙(アドバンテック東洋(株)製のGA-200)5cm×5cmに1mL塗布した。塗布直後のサンプルを参考例1の消臭試験用サンプル(室温)とした。 1 mL of the obtained adsorbent (adsorption liquid) was applied to a glass filter paper (GA-200 manufactured by Advantech Toyo Co., Ltd.) 5 cm x 5 cm. The sample immediately after application was used as the deodorizing test sample (room temperature) of Reference Example 1.
参考例2:水1mL(乾燥後)
アジピン酸ジヒドラジド10mgを水1mLに添加し、超音波バスにて溶解させ、吸着剤(吸着液)とした。
Reference example 2: 1 mL of water (after drying)
10 mg of adipic acid dihydrazide was added to 1 mL of water and dissolved in an ultrasonic bath to obtain an adsorbent (adsorption liquid).
得られた吸着剤(吸着液)を、ガラス濾紙(アドバンテック東洋(株)製のGA-200)5cm×5cmに1mL塗布した。次に、室温にて3日間風乾させ、比較例2の消臭試験用サンプル(室温)とした。 1 mL of the obtained adsorbent (adsorption liquid) was applied to a glass filter paper (GA-200 manufactured by Advantech Toyo Co., Ltd.) 5 cm x 5 cm. Next, it was air-dried at room temperature for 3 days to obtain a deodorization test sample (room temperature) of Comparative Example 2.
また、得られた消臭試験用サンプル(室温)を、200℃に設定した乾燥機内で10分間加熱し、参考例2の消臭試験用サンプル(200℃)とした。 Further, the obtained deodorizing test sample (room temperature) was heated for 10 minutes in a dryer set at 200°C to obtain a deodorizing test sample (200°C) of Reference Example 2.
比較例1:プロピレングリコール1mL
水1mLの代わりにプロピレングリコール1mLを使用し、アジピン酸ジヒドラジドをプロピレングリコールに懸濁させたこと以外は比較例2と同様に、比較例1の吸着剤(吸着液)、消臭試験用サンプル(200℃)を得た。
Comparative example 1: Propylene glycol 1mL
The same procedure was used as Comparative Example 2 except that 1 mL of propylene glycol was used instead of 1 mL of water and adipic acid dihydrazide was suspended in propylene glycol. 200℃) was obtained.
実施例1:ジプロピレングリコール1mL
水1mLの代わりにジプロピレングリコール1mLを使用し、アジピン酸ジヒドラジドをジプロピレングリコールに懸濁させたこと以外は参考例2と同様に、実施例1の吸着剤(吸着液)、消臭試験用サンプル(室温)及び消臭試験用サンプル(200℃)を得た。
Example 1: 1 mL of dipropylene glycol
The adsorbent (absorbent liquid) of Example 1 was used in the same manner as Reference Example 2, except that 1 mL of dipropylene glycol was used instead of 1 mL of water, and adipic acid dihydrazide was suspended in dipropylene glycol. A sample (room temperature) and a sample for deodorization test (200°C) were obtained.
実施例2:アジピン酸ジイソノニル1mL
水1mLの代わりにアジピン酸ジイソノニル1mLを使用し、アジピン酸ジヒドラジドをアジピン酸ジイソノニルに懸濁させたこと以外は参考例2と同様に、実施例2の吸着剤(吸着液)、消臭試験用サンプル(室温)及び消臭試験用サンプル(200℃)を得た。
Example 2: 1 mL of diisononyl adipate
The adsorbent (adsorption liquid) of Example 2 was used for deodorization test in the same manner as Reference Example 2, except that 1 mL of diisononyl adipate was used instead of 1 mL of water, and adipic acid dihydrazide was suspended in diisononyl adipate. A sample (room temperature) and a sample for deodorization test (200°C) were obtained.
実施例3:ポリエチレングリコール200 1mL
水1mLの代わりにポリエチレングリコール200 1mLを使用し、アジピン酸ジヒドラジドをポリエチレングリコール200に懸濁させたこと以外は参考例2と同様に、実施例3の吸着剤(吸着液)、消臭試験用サンプル(室温)及び消臭試験用サンプル(200℃)を得た。
Example 3: Polyethylene glycol 200 1mL
The adsorbent (adsorption liquid) of Example 3 was used in the same manner as Reference Example 2, except that 1 mL of polyethylene glycol 200 was used instead of 1 mL of water, and adipic acid dihydrazide was suspended in polyethylene glycol 200. A sample (room temperature) and a sample for deodorization test (200°C) were obtained.
実施例4:グリセリン1mL
水1mLの代わりにグリセリン1mLを使用したこと以外は参考例2と同様に、実施例4の吸着剤(吸着液)、消臭試験用サンプル(室温)及び消臭試験用サンプル(200℃)を得た。
Example 4: 1 mL of glycerin
The adsorbent (adsorption liquid) of Example 4, the deodorizing test sample (room temperature), and the deodorizing test sample (200°C) were prepared in the same manner as Reference Example 2, except that 1 mL of glycerin was used instead of 1 mL of water. Obtained.
実施例5:フタル酸ビス(2-エチルヘキシル)1mL
水1mLの代わりにフタル酸ビス(2-エチルヘキシル)1mLを使用し、アジピン酸ジヒドラジドをフタル酸ビス(2-エチルヘキシル)に懸濁させたこと以外は参考例2と同様に、実施例5の吸着剤(吸着液)、消臭試験用サンプル(室温)及び消臭試験用サンプル(200℃)を得た。
Example 5: 1 mL of bis(2-ethylhexyl) phthalate
The adsorption of Example 5 was carried out in the same manner as Reference Example 2, except that 1 mL of bis(2-ethylhexyl) phthalate was used instead of 1 mL of water, and adipic acid dihydrazide was suspended in bis(2-ethylhexyl) phthalate. A deodorizing agent (adsorption liquid), a deodorizing test sample (room temperature), and a deodorizing test sample (200°C) were obtained.
実施例6:フタル酸ビスイソノニル1mL
水1mLの代わりにフタル酸ビスイソノニル1mLを使用し、アジピン酸ジヒドラジドをフタル酸ビスイソノニルに懸濁させたこと以外は参考例2と同様に、実施例6の吸着剤(吸着液)、消臭試験用サンプル(室温)及び消臭試験用サンプル(200℃)を得た。
Example 6: 1 mL of bisisononyl phthalate
The adsorbent (absorbent liquid) of Example 6 was used in the same manner as Reference Example 2, except that 1 mL of bisisononyl phthalate was used instead of 1 mL of water, and adipic acid dihydrazide was suspended in bisisononyl phthalate. A sample (room temperature) and a sample for deodorization test (200°C) were obtained.
試験例1(アセトアルデヒド吸着性能)
実施例1~6、参考例1~2及び比較例1で得た消臭試験用非加熱サンプル又は消臭試験用加熱サンプル1枚を、1Lのサンプリングバック(スマートバッグPA、ジーエルサイエンス(株)製)に入れ、密封後、ピストンを用いてサンプリングバック内の空気を抜いた。その後、14ppmに調整したアセトアルデヒドガスを1L注入し、2時間後及び24時間後の残存ガス濃度を、検知管((株)ガステック)を用いて測定し、初期濃度に対する残存率を評価した。結果を表1に示す。表1では、比較のため、吸着剤を使用しない「自然減」についても示す。
Test example 1 (acetaldehyde adsorption performance)
One unheated sample for deodorization test or one heated sample for deodorization test obtained in Examples 1 to 6, Reference Examples 1 to 2, and Comparative Example 1 was placed in a 1L sampling bag (Smart Bag PA, GL Sciences, Inc.) After sealing, the air inside the sampling bag was removed using a piston. Thereafter, 1 L of acetaldehyde gas adjusted to 14 ppm was injected, and the residual gas concentration after 2 hours and 24 hours was measured using a detection tube (Gastech Co., Ltd.) to evaluate the residual rate relative to the initial concentration. The results are shown in Table 1. For comparison, Table 1 also shows "natural reduction" in which no adsorbent is used.
参考例3:水1mL(直後)
アジピン酸ジヒドラジド10mgを水1mLに添加し、超音波バスにて溶解させ、吸着剤(吸着液)とした。この吸着剤(吸着液)は、参考例1と同じ組成の吸着剤(吸着液)である。
Reference example 3: 1mL of water (immediately)
10 mg of adipic acid dihydrazide was added to 1 mL of water and dissolved in an ultrasonic bath to obtain an adsorbent (adsorption liquid). This adsorbent (adsorption liquid) has the same composition as Reference Example 1.
得られた吸着剤(吸着液)を、ガラス濾紙(アドバンテック東洋(株)製のGA-200)5cm×5cmに1mL塗布した。塗布直後のサンプルを参考例3の消臭試験用サンプル(室温)とした。このサンプルは、参考例1と同じ消臭試験用サンプル(室温)である。 1 mL of the obtained adsorbent (adsorption liquid) was applied to a glass filter paper (GA-200 manufactured by Advantech Toyo Co., Ltd.) 5 cm x 5 cm. The sample immediately after application was used as the deodorizing test sample (room temperature) of Reference Example 3. This sample is the same deodorization test sample (room temperature) as Reference Example 1.
参考例4:水1mL(乾燥後)
アジピン酸ジヒドラジド10mgを水1mLに添加し、超音波バスにて溶解させ、吸着剤(吸着液)とした。この吸着剤(吸着液)は、参考例2と同じ組成の吸着剤(吸着液)である。
Reference example 4: 1 mL of water (after drying)
10 mg of adipic acid dihydrazide was added to 1 mL of water and dissolved in an ultrasonic bath to obtain an adsorbent (adsorption liquid). This adsorbent (adsorption liquid) has the same composition as Reference Example 2.
得られた吸着剤(吸着液)を、ガラス濾紙(アドバンテック東洋(株)製のGA-200)5cm×5cmに1mL塗布した。次に、室温にて5日間風乾させ、参考例4の消臭試験用サンプル(室温)とした。 1 mL of the obtained adsorbent (adsorption liquid) was applied to a glass filter paper (GA-200 manufactured by Advantech Toyo Co., Ltd.) 5 cm x 5 cm. Next, it was air-dried at room temperature for 5 days to obtain a deodorization test sample (room temperature) of Reference Example 4.
また、得られた吸着剤(吸着液)を、ガラス濾紙(アドバンテック東洋(株)製のGA-200)に1mL塗布した。次に、40℃に設定した乾燥機内で5日間加熱し、参考例4の消臭試験用サンプル(40℃)とした。 In addition, 1 mL of the obtained adsorbent (adsorption liquid) was applied to a glass filter paper (GA-200 manufactured by Advantech Toyo Co., Ltd.). Next, it was heated in a dryer set at 40°C for 5 days to obtain a deodorizing test sample (40°C) of Reference Example 4.
また、得られた消臭試験用サンプル(室温)を、200℃に設定した乾燥機内で10分間加熱し、参考例4の消臭試験用サンプル(200℃)とした。 Further, the obtained deodorizing test sample (room temperature) was heated for 10 minutes in a dryer set at 200°C to obtain a deodorizing test sample (200°C) of Reference Example 4.
実施例7:グリセリン1mL
水1mLの代わりにグリセリン1mLを使用したこと以外は参考例4と同様に、実施例7の吸着剤(吸着液)、消臭試験用サンプル(室温)、消臭試験用サンプル(40℃)及び消臭試験用サンプル(200℃)を得た。この吸着剤(吸着液)は、実施例4と同じ組成の吸着剤(吸着液)である。
Example 7: Glycerin 1mL
Same as Reference Example 4 except that 1 mL of glycerin was used instead of 1 mL of water. A sample for deodorization test (200°C) was obtained. This adsorbent (adsorption liquid) has the same composition as in Example 4.
実施例8:グリセリン0.75mL
水1mLの代わりにグリセリン0.75mLを使用したこと以外は参考例4と同様に、実施例8の吸着剤(吸着液)、消臭試験用サンプル(室温)、消臭試験用サンプル(40℃)及び消臭試験用サンプル(200℃)を得た。
Example 8: Glycerin 0.75mL
Same as Reference Example 4 except that 0.75 mL of glycerin was used instead of 1 mL of water. Adsorbent (adsorption liquid) of Example 8, deodorizing test sample (room temperature), deodorizing test sample (40°C) And a sample for deodorization test (200°C) was obtained.
実施例9:グリセリン0.50mL
水1mLの代わりにグリセリン0.50mLを使用したこと以外は参考例4と同様に、実施例9の吸着剤(吸着液)、消臭試験用サンプル(室温)、消臭試験用サンプル(40℃)及び消臭試験用サンプル(200℃)を得た。
Example 9: Glycerin 0.50mL
Same as Reference Example 4 except that 0.50 mL of glycerin was used instead of 1 mL of water. Adsorbent (adsorption liquid) of Example 9, deodorizing test sample (room temperature), deodorizing test sample (40°C) And a sample for deodorization test (200°C) was obtained.
実施例10:グリセリン0.25mL
水1mLの代わりにグリセリン0.25mLを使用したこと以外は参考例4と同様に、実施例10の吸着剤(吸着液)、消臭試験用サンプル(室温)、消臭試験用サンプル(40℃)及び消臭試験用サンプル(200℃)を得た。
Example 10: Glycerin 0.25mL
Same as Reference Example 4 except that 0.25 mL of glycerin was used instead of 1 mL of water. Adsorbent (adsorption liquid) of Example 10, deodorizing test sample (room temperature), deodorizing test sample (40°C) And a sample for deodorization test (200°C) was obtained.
実施例11:グリセリン0.75mL水0.25mL
水1mLの代わりにグリセリン0.75mL及び水0.25mLを使用したこと以外は参考例4と同様に、実施例11の吸着剤(吸着液)、消臭試験用サンプル(室温)、消臭試験用サンプル(40℃)及び消臭試験用サンプル(200℃)を得た。
Example 11: Glycerin 0.75mL Water 0.25mL
Same as Reference Example 4, except that 0.75 mL of glycerin and 0.25 mL of water were used instead of 1 mL of water. (40°C) and a sample for deodorization test (200°C) were obtained.
実施例12:グリセリン0.50mL水0.50mL
水1mLの代わりにグリセリン0.50mL及び水0.50mLを使用したこと以外は参考例4と同様に、実施例12の吸着剤(吸着液)、消臭試験用サンプル(室温)、消臭試験用サンプル(40℃)及び消臭試験用サンプル(200℃)を得た。
Example 12: Glycerin 0.50mL Water 0.50mL
Same as Reference Example 4 except that 0.50 mL of glycerin and 0.50 mL of water were used instead of 1 mL of water. (40°C) and a sample for deodorization test (200°C) were obtained.
実施例13:グリセリン0.25mL水0.75mL
水1mLの代わりにグリセリン0.25mL及び水0.75mLを使用したこと以外は参考例4と同様に、実施例13の吸着剤(吸着液)、消臭試験用サンプル(室温)、消臭試験用サンプル(40℃)及び消臭試験用サンプル(200℃)を得た。
Example 13: Glycerin 0.25mL Water 0.75mL
Same as Reference Example 4 except that 0.25 mL of glycerin and 0.75 mL of water were used instead of 1 mL of water. (40°C) and a sample for deodorization test (200°C) were obtained.
実施例14:ジグリセリン1mL
水1mLの代わりにジグリセリン1mLを使用したこと以外は参考例4と同様に、実施例14の吸着剤(吸着液)、消臭試験用サンプル(室温)、消臭試験用サンプル(40℃)及び消臭試験用サンプル(200℃)を得た。
Example 14: Diglycerin 1mL
Same as Reference Example 4 except that 1 mL of diglycerin was used instead of 1 mL of water, the adsorbent (adsorption liquid) of Example 14, the deodorizing test sample (room temperature), the deodorizing test sample (40°C) And a sample for deodorization test (200°C) was obtained.
試験例2(アセトアルデヒド吸着性能)
上記試験例1と同様に、消臭試験を行った。具体的には、実施例7~14及び参考例3~4で得た消臭試験用サンプル(室温)、消臭試験用サンプル(40℃)又は消臭試験用サンプル(200℃)1枚を、1Lのサンプリングバック(スマートバッグPA、ジーエルサイエンス(株)製)に入れ、密封後、ピストンを用いてサンプリングバック内の空気を抜いた。その後、14ppmに調整したアセトアルデヒドガスを1L注入し、2時間後及び24時間後の残存ガス濃度を、検知管((株)ガステック)を用いて測定し、初期濃度に対する残存率を評価した。結果を表2に示す。表2では、比較のため、吸着剤を使用しない「自然減」についても示す。
Test example 2 (acetaldehyde adsorption performance)
A deodorization test was conducted in the same manner as in Test Example 1 above. Specifically, one sheet of deodorizing test samples (room temperature), deodorizing test samples (40°C), or deodorizing test samples (200°C) obtained in Examples 7 to 14 and Reference Examples 3 to 4 was used. The sample was placed in a 1L sampling bag (Smart Bag PA, manufactured by GL Sciences, Inc.), and after sealing, the air inside the sampling bag was removed using a piston. Thereafter, 1 L of acetaldehyde gas adjusted to 14 ppm was injected, and the residual gas concentration after 2 hours and 24 hours was measured using a detection tube (Gastech Co., Ltd.) to evaluate the residual rate relative to the initial concentration. The results are shown in Table 2. For comparison, Table 2 also shows "natural reduction" in which no adsorbent is used.
比較例2:グリセリンのみ
98質量部のアクリルエマルション(アイカ工業(株)製のウルトラゾールC-63; 固形分10質量%となるよう調整)に対し、グリセリンを2質量部添加し、超音波バスにて溶解させ、比較例2の吸着剤(吸着液)とした。
Comparative example 2: Glycerin only
2 parts by mass of glycerin was added to 98 parts by mass of acrylic emulsion (Ultrasol C-63 manufactured by Aica Kogyo Co., Ltd.; adjusted to have a solid content of 10% by mass), dissolved in an ultrasonic bath, and compared. The adsorbent (adsorption liquid) of Example 2 was used.
得られた吸着剤(吸着液)を、20cm×21cm発泡塩化ビニル(アクリサンデー(株)製のE-7001白)にバーコーターを用いてウェット10μmの厚みに塗布し、室温で一晩風乾させ、その後、200℃に設定した乾燥機内で10分間加熱することで、発泡塩化ビニル上に臭気物質吸着剤を形成し、消臭試験用サンプル(200℃)とした。 The obtained adsorbent (adsorbent liquid) was wet applied to a thickness of 10 μm on a 20 cm × 21 cm foamed vinyl chloride (E-7001 white manufactured by Akrisande Co., Ltd.) using a bar coater, and air-dried overnight at room temperature. Then, by heating it for 10 minutes in a dryer set at 200°C, an odor substance adsorbent was formed on the foamed vinyl chloride, and this was used as a sample for deodorization test (200°C).
参考例5:有機溶媒なし
グリセリン2質量部の代わりに、アジピン酸ジヒドラジド0.2質量部、ドデカン二酸ジヒドラジド0.2質量部及びシリカ(ミズカソーブC-6; ゲル法シリカ)1.6質量部を添加したこと以外は比較例2と同様に、参考例5の吸着剤(吸着液)及び消臭試験用サンプル(200℃)を得た。つまり、参考例5の吸着剤(吸着液)及び消臭試験用サンプル(200℃)においては、ヒドラジン化合物、有機溶媒及び無機多孔質材料の総量を100質量%とすると、アジピン酸ジヒドラジド10質量%、ドデカン二酸ジヒドラジド10質量%及びシリカ80質量%である。
Reference Example 5: Instead of 2 parts by mass of organic solvent-free glycerin, 0.2 parts by mass of adipic acid dihydrazide, 0.2 parts by mass of dodecanedioic acid dihydrazide, and 1.6 parts by mass of silica (Mizukasorb C-6; gel method silica) were added. In the same manner as Comparative Example 2, an adsorbent (adsorption liquid) of Reference Example 5 and a deodorizing test sample (200°C) were obtained. In other words, in the adsorbent (adsorption liquid) and deodorizing test sample (200°C) of Reference Example 5, if the total amount of hydrazine compound, organic solvent, and inorganic porous material is 100% by mass, adipic acid dihydrazide is 10% by mass. , 10% by weight of dodecanedioic acid dihydrazide and 80% by weight of silica.
実施例15:グリセリン
グリセリン2質量部の代わりに、アジピン酸ジヒドラジド0.2質量部、ドデカン二酸ジヒドラジド0.2質量部、グリセリン0.2質量部及びシリカ(ミズカソーブC-6; ゲル法シリカ)1.4質量部を添加したこと以外は比較例2と同様に、実施例15の吸着剤(吸着液)及び消臭試験用サンプル(200℃)を得た。つまり、実施例15の吸着剤(吸着液)及び消臭試験用サンプル(200℃)においては、ヒドラジン化合物、有機溶媒及び無機多孔質材料の総量を100質量%とすると、アジピン酸ジヒドラジド10質量%、ドデカン二酸ジヒドラジド10質量%、グリセリン10質量%及びシリカ70質量%である。
Example 15: Glycerin Instead of 2 parts by mass of glycerin, 0.2 parts by mass of adipic acid dihydrazide, 0.2 parts by mass of dodecanedioic acid dihydrazide, 0.2 parts by mass of glycerin, and 1.4 parts by mass of silica (Mizukasorb C-6; gel method silica) were added. Except for this, the adsorbent (adsorption liquid) of Example 15 and a sample for deodorization test (200° C.) were obtained in the same manner as in Comparative Example 2. In other words, in the adsorbent (adsorption liquid) and deodorizing test sample (200°C) of Example 15, if the total amount of the hydrazine compound, organic solvent, and inorganic porous material is 100% by mass, 10% by mass of adipic acid dihydrazide. , 10% by mass of dodecanedioic acid dihydrazide, 10% by mass of glycerin, and 70% by mass of silica.
試験例3(アセトアルデヒド吸着性能)
消臭試験用サンプル1枚を、3Lのサンプリングバック(スマートバッグPA、ジーエルサイエンス(株)製)に入れ、密封後、ピストンを用いてサンプリングバック内の空気を抜いた。その後、14ppmに調整したアセトアルデヒドガスを3L注入し、10分後、1時間後、2時間後、4時間後及び24時間後の残存ガス濃度を、検知管((株)ガステック)を用いて評価した。結果を表3に示す。なお、この試験例3では、試験例1及び2と比較すると、消臭試験用サンプルにおける臭気物質吸着剤の含有量を少なく調整している。
Test example 3 (acetaldehyde adsorption performance)
One sample for the deodorization test was placed in a 3L sampling bag (Smart Bag PA, manufactured by GL Sciences, Inc.), and after sealing, the air inside the sampling bag was removed using a piston. After that, 3L of acetaldehyde gas adjusted to 14ppm was injected, and the residual gas concentration was measured after 10 minutes, 1 hour, 2 hours, 4 hours, and 24 hours using a detection tube (Gastech Co., Ltd.). evaluated. The results are shown in Table 3. In addition, in this Test Example 3, when compared with Test Examples 1 and 2, the content of the odorant adsorbent in the deodorization test sample was adjusted to be smaller.
以上のとおり、溶媒として、水を単独で使用した場合には、基材へ塗布直後の消臭性能は一定程度優れているものの、その後一定期間乾燥させた場合にはその消臭性能及び消臭速度は著しく低下した。一方、溶媒として沸点が200℃以上の有機溶媒を用いた場合、一定期間乾燥させた場合でも、極端な消臭性能の低下が見られなくなった。上記の効果は、特定の有機溶媒単独の場合のみならず、水との混合溶媒とした場合も確認することができた。 As mentioned above, when water is used alone as a solvent, the deodorizing performance is excellent to a certain extent immediately after being applied to the base material, but when it is dried for a certain period of time afterwards, the deodorizing performance is Speed decreased significantly. On the other hand, when an organic solvent with a boiling point of 200°C or higher was used as the solvent, no extreme deterioration in deodorizing performance was observed even after drying for a certain period of time. The above effects were confirmed not only when the specific organic solvent was used alone, but also when it was used as a mixed solvent with water.
Claims (18)
前記溶媒が、少なくとも沸点が200℃以上の有機溶媒(ただし、ポリエチレングリコールを除く)を含有する、
臭気物質吸着剤。 Contains a hydrazine compound and a solvent,
The solvent contains at least an organic solvent with a boiling point of 200°C or higher (excluding polyethylene glycol) ,
Odor substance adsorbent.
前記溶媒が、少なくとも沸点が200℃以上の有機溶媒を含有し、且つ、前記有機溶媒が、グリセリン、ジグリセリン及び非プロトン性有機溶媒よりなる群から選ばれる少なくとも1種を含有する、The solvent contains at least an organic solvent with a boiling point of 200°C or higher, and the organic solvent contains at least one selected from the group consisting of glycerin, diglycerin, and an aprotic organic solvent.
臭気物質吸着剤。Odor substance adsorbent.
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