JPH03228778A - Formalin remover - Google Patents
Formalin removerInfo
- Publication number
- JPH03228778A JPH03228778A JP2023025A JP2302590A JPH03228778A JP H03228778 A JPH03228778 A JP H03228778A JP 2023025 A JP2023025 A JP 2023025A JP 2302590 A JP2302590 A JP 2302590A JP H03228778 A JPH03228778 A JP H03228778A
- Authority
- JP
- Japan
- Prior art keywords
- formalin
- remover
- reaction
- formaldehyde
- hydrazine
- 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
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title claims abstract description 132
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims abstract description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 claims abstract description 5
- 150000001875 compounds Chemical class 0.000 claims abstract description 4
- 150000003839 salts Chemical class 0.000 claims abstract 2
- 239000003795 chemical substances by application Substances 0.000 claims description 18
- 239000000126 substance Substances 0.000 claims description 3
- 239000007788 liquid Substances 0.000 abstract description 11
- 238000006243 chemical reaction Methods 0.000 abstract description 10
- 229920005989 resin Polymers 0.000 abstract description 9
- 239000011347 resin Substances 0.000 abstract description 9
- 239000011120 plywood Substances 0.000 abstract description 8
- 238000001035 drying Methods 0.000 abstract description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract description 4
- 239000000853 adhesive Substances 0.000 abstract description 4
- 230000001070 adhesive effect Effects 0.000 abstract description 4
- 229920000877 Melamine resin Polymers 0.000 abstract description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract description 3
- -1 acryl Chemical group 0.000 abstract description 3
- 239000011230 binding agent Substances 0.000 abstract description 3
- 239000000839 emulsion Substances 0.000 abstract description 3
- 230000008929 regeneration Effects 0.000 abstract description 3
- 238000011069 regeneration method Methods 0.000 abstract description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000835 fiber Substances 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000203 mixture Substances 0.000 abstract description 2
- 230000002441 reversible effect Effects 0.000 abstract description 2
- 238000003754 machining Methods 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 10
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 10
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 6
- BADXJIPKFRBFOT-UHFFFAOYSA-N dimedone Chemical compound CC1(C)CC(=O)CC(=O)C1 BADXJIPKFRBFOT-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000012085 test solution Substances 0.000 description 5
- 239000004202 carbamide Substances 0.000 description 4
- 239000002649 leather substitute Substances 0.000 description 4
- 230000009257 reactivity Effects 0.000 description 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 238000002835 absorbance Methods 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 3
- 229940106681 chloroacetic acid Drugs 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000001877 deodorizing effect Effects 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 150000002429 hydrazines Chemical class 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 235000010265 sodium sulphite Nutrition 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- FUSNOPLQVRUIIM-UHFFFAOYSA-N 4-amino-2-(4,4-dimethyl-2-oxoimidazolidin-1-yl)-n-[3-(trifluoromethyl)phenyl]pyrimidine-5-carboxamide Chemical compound O=C1NC(C)(C)CN1C(N=C1N)=NC=C1C(=O)NC1=CC=CC(C(F)(F)F)=C1 FUSNOPLQVRUIIM-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- YFHNDHXQDJQEEE-UHFFFAOYSA-N acetic acid;hydrazine Chemical compound NN.CC(O)=O YFHNDHXQDJQEEE-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- BIVUUOPIAYRCAP-UHFFFAOYSA-N aminoazanium;chloride Chemical compound Cl.NN BIVUUOPIAYRCAP-UHFFFAOYSA-N 0.000 description 2
- ZZTCCAPMZLDHFM-UHFFFAOYSA-N ammonium thioglycolate Chemical compound [NH4+].[O-]C(=O)CS ZZTCCAPMZLDHFM-UHFFFAOYSA-N 0.000 description 2
- 229940075861 ammonium thioglycolate Drugs 0.000 description 2
- GBAOBIBJACZTNA-UHFFFAOYSA-L calcium sulfite Chemical compound [Ca+2].[O-]S([O-])=O GBAOBIBJACZTNA-UHFFFAOYSA-L 0.000 description 2
- 235000010261 calcium sulphite Nutrition 0.000 description 2
- 239000012493 hydrazine sulfate Substances 0.000 description 2
- 229910000377 hydrazine sulfate Inorganic materials 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 238000004445 quantitative analysis Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 1
- KFGVDCBVGNMCJC-UHFFFAOYSA-N 2-hydrazinylbenzoic acid Chemical compound NNC1=CC=CC=C1C(O)=O KFGVDCBVGNMCJC-UHFFFAOYSA-N 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- QKPVEISEHYYHRH-UHFFFAOYSA-N 2-methoxyacetonitrile Chemical compound COCC#N QKPVEISEHYYHRH-UHFFFAOYSA-N 0.000 description 1
- KOKPBCHLPVDQTK-UHFFFAOYSA-N 4-methoxy-4-methylpentan-2-one Chemical compound COC(C)(C)CC(C)=O KOKPBCHLPVDQTK-UHFFFAOYSA-N 0.000 description 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 1
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
- 239000005695 Ammonium acetate Substances 0.000 description 1
- RENMDAKOXSCIGH-UHFFFAOYSA-N Chloroacetonitrile Chemical compound ClCC#N RENMDAKOXSCIGH-UHFFFAOYSA-N 0.000 description 1
- VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 description 1
- RSIOOSMPRYMACN-UHFFFAOYSA-N Cl.NN.O.NN Chemical compound Cl.NN.O.NN RSIOOSMPRYMACN-UHFFFAOYSA-N 0.000 description 1
- PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical compound [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 description 1
- 208000010201 Exanthema Diseases 0.000 description 1
- 235000008100 Ginkgo biloba Nutrition 0.000 description 1
- 244000194101 Ginkgo biloba Species 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- DVHXJLRODLTJOD-UHFFFAOYSA-N aminoazanium;bromide Chemical compound Br.NN DVHXJLRODLTJOD-UHFFFAOYSA-N 0.000 description 1
- 235000019257 ammonium acetate Nutrition 0.000 description 1
- 229940043376 ammonium acetate Drugs 0.000 description 1
- ZETCGWYACBNPIH-UHFFFAOYSA-N azane;sulfurous acid Chemical compound N.OS(O)=O ZETCGWYACBNPIH-UHFFFAOYSA-N 0.000 description 1
- ARSLNKYOPNUFFY-UHFFFAOYSA-L barium sulfite Chemical compound [Ba+2].[O-]S([O-])=O ARSLNKYOPNUFFY-UHFFFAOYSA-L 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 description 1
- BULLHNJGPPOUOX-UHFFFAOYSA-N chloroacetone Chemical compound CC(=O)CCl BULLHNJGPPOUOX-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- NVJBFARDFTXOTO-UHFFFAOYSA-N diethyl sulfite Chemical compound CCOS(=O)OCC NVJBFARDFTXOTO-UHFFFAOYSA-N 0.000 description 1
- BDUPRNVPXOHWIL-UHFFFAOYSA-N dimethyl sulfite Chemical compound COS(=O)OC BDUPRNVPXOHWIL-UHFFFAOYSA-N 0.000 description 1
- WINNISSSXBRWMA-UHFFFAOYSA-N dinitromethane Chemical compound [O-][N+](=O)C[N+]([O-])=O WINNISSSXBRWMA-UHFFFAOYSA-N 0.000 description 1
- ZIUSEGSNTOUIPT-UHFFFAOYSA-N ethyl 2-cyanoacetate Chemical compound CCOC(=O)CC#N ZIUSEGSNTOUIPT-UHFFFAOYSA-N 0.000 description 1
- ZANNOFHADGWOLI-UHFFFAOYSA-N ethyl 2-hydroxyacetate Chemical compound CCOC(=O)CO ZANNOFHADGWOLI-UHFFFAOYSA-N 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 201000005884 exanthem Diseases 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- MEBDASBFCISMGU-UHFFFAOYSA-N hydrazine;hydron;dibromide Chemical compound Br.Br.NN MEBDASBFCISMGU-UHFFFAOYSA-N 0.000 description 1
- CUONGYYJJVDODC-UHFFFAOYSA-N malononitrile Chemical compound N#CCC#N CUONGYYJJVDODC-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- RMIODHQZRUFFFF-UHFFFAOYSA-N methoxyacetic acid Chemical compound COCC(O)=O RMIODHQZRUFFFF-UHFFFAOYSA-N 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- DJEHXEMURTVAOE-UHFFFAOYSA-M potassium bisulfite Chemical compound [K+].OS([O-])=O DJEHXEMURTVAOE-UHFFFAOYSA-M 0.000 description 1
- 235000010259 potassium hydrogen sulphite Nutrition 0.000 description 1
- BHZRJJOHZFYXTO-UHFFFAOYSA-L potassium sulfite Chemical compound [K+].[K+].[O-]S([O-])=O BHZRJJOHZFYXTO-UHFFFAOYSA-L 0.000 description 1
- 235000019252 potassium sulphite Nutrition 0.000 description 1
- 206010037844 rash Diseases 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 231100000046 skin rash Toxicity 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Landscapes
- Fire-Extinguishing Compositions (AREA)
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
Abstract
Description
【発明の詳細な説明】
「産業上の利用分野」
本発明は繊維仕上剤、加工剤、合板、合皮等の接着剤又
は塗料原料等として広汎に使用されている含ホルマリン
樹脂から、ホルマリンを除去するホルマリン除去剤に関
する。Detailed Description of the Invention "Industrial Field of Application" The present invention is a method for converting formalin from formalin-containing resins that are widely used as textile finishing agents, processing agents, adhesives for plywood, synthetic leather, etc., and raw materials for paints. This invention relates to a formalin removal agent.
「従来の技術」
ユリャ樹脂、メラミン樹脂、フェノール樹脂等の含ホル
マリン樹脂は単独又は酢酸ビニル、酢ビ−アクリル、ア
クリルエマルジョン等の補強剤としてそれらに混合され
て、繊維仕上剤、加工剤、合板、合皮等の接着剤又は塗
料原料等多方面でバインダーとして使用されている。``Prior art'' Formalin-containing resins such as Yuria resin, melamine resin, and phenolic resin are used alone or mixed with vinyl acetate, vinyl acetate-acrylic, and acrylic emulsion as reinforcing agents to produce fiber finishing agents, processing agents, and plywood. It is used as a binder in a variety of applications, such as adhesives for synthetic leather and raw materials for paints.
これらの含ホルマリン樹脂は樹脂中に未反応のホルマリ
ンを内包しているとか、熱縮合時に遊離ホルマリンを生
成する等の理由により、反応終結後ホルマリン臭気を発
生することが知られ、例えば繊維製品の場合は遊離ホル
マリンにより゛皮膚カブレ゛の障害が発生したり、ある
いは合板家具より発生するホルマリンにより人間の生活
環境が著しくそこなわれる事例が報告されている。These formalin-containing resins are known to emit a formalin odor after the reaction is completed due to reasons such as encapsulating unreacted formalin in the resin or generating free formalin during thermal condensation. Cases have been reported in which free formalin causes problems such as skin rashes, and formalin generated from plywood furniture seriously damages the living environment of humans.
これらの遊離ホルマリン除去剤として、従来から尿素、
チオ尿素が利用されている。Traditionally, urea,
Thiourea is used.
［発明が解決しようとする問題点」
ところでこれらの尿素、チオ尿素とホルムアルデヒドと
の反応は結合力が弱い為に、液中で反応後乾燥時にその
生成物２が分解し再びホルマリンガスを発生する現象が
見られ、ホルマリン除去剤としての効果は不充分であっ
た。本発明は液中のホルムアルデヒドとの反応性が高く
、該剤使用後も各種条件によって再びホルマリンガスを
発生することのない新規なホルマリン除去剤を提供する
ことにある。[Problems to be solved by the invention] By the way, since the bonding force between these urea, thiourea and formaldehyde is weak, the product 2 decomposes during drying after the reaction in the liquid and generates formalin gas again. This phenomenon was observed, and the effect as a formalin removing agent was insufficient. The object of the present invention is to provide a novel formalin removing agent that has high reactivity with formaldehyde in a liquid and does not generate formalin gas again under various conditions even after use.
「課題を解決するための手段」
本発明者等は、鋭意研究の結果特許請求の範囲に示した
ホルマリン除去剤は、液中のホルムアルデヒドとの反応
性が高く、又反応生成物は乾燥時にも分解→ホルマリン
再発生という可逆反応性も示さない為に、ホルマリン除
去剤として効果の大きい事を見出した。"Means for Solving the Problem" As a result of intensive research, the present inventors found that the formalin removing agent shown in the claims has high reactivity with formaldehyde in the liquid, and the reaction product is also released when drying. It was found that it is highly effective as a formalin removal agent because it does not exhibit reversible reactivity of decomposition → formalin regeneration.
本発明で利用できる活性メチレン基を有する化合物とし
ては例えばクロル酢酸、チオグリコール酸アンモニウム
、ジメドン、アセト酢酸エチル、グリコール酸エチル、
アセチルアセトン。Examples of compounds having an active methylene group that can be used in the present invention include chloroacetic acid, ammonium thioglycolate, dimedone, ethyl acetoacetate, ethyl glycolate,
Acetylacetone.
マロン酸ジエチル、ジシアノメタン、エチルシアノアセ
テート、ジニトロメタン、ジクロロメタン、２−クロロ
アセトアミド、クロロアセトン、クロロアセトニトリル
、塩化クロロアセチル、ジェトキシメタン、メトキシ−
２−プロパノン ４−メトキシ−４メチル−２ペンタノ
ンメトキシアセトニトリル、メトキシ酢酸等があげられ
る。Diethyl malonate, dicyanomethane, ethylcyanoacetate, dinitromethane, dichloromethane, 2-chloroacetamide, chloroacetone, chloroacetonitrile, chloroacetyl chloride, jetoxymethane, methoxy-
Examples include 2-propanone, 4-methoxy-4methyl-2pentanone, methoxyacetonitrile, and methoxyacetic acid.
本発明で利用出来るヒドラジン類化合物には例えば以下
の物質があげられる。Examples of hydrazine compounds that can be used in the present invention include the following substances.
ヒドラジン、酢酸ヒドラジン、塩酸ヒドラジンヒドラジ
ン−水和物、ヒドラジン−臭化水素酸塩、硫酸ヒドラジ
ン、ヒドラジンニ臭化水素酸塩、ヒドラジノ安息香酸、
ヒドラジノアクリジン ヒドラジノキノリンニ塩酸塩、
ヒドラジノヘンゼンスルホン酸、ヒドロキシルアミン本
発明に係る亜硫酸塩類としては例えば下記の物質があげ
られる。hydrazine, hydrazine acetate, hydrazine hydrochloride hydrazine hydrate, hydrazine hydrobromide, hydrazine sulfate, hydrazine dihydrobromide, hydrazinobenzoic acid,
hydrazinoacridine hydrazinoquinoline dihydrochloride,
Hydrazinohenzenesulfonic acid, hydroxylamine Examples of the sulfites according to the present invention include the following substances.
亜硫酸アンモニウム、亜硫酸カリウム、亜硫酸ナトリウ
ム、亜硫酸カルシウム、亜硫酸バリウム、亜硫酸水素ア
ンモニウム、亜硫酸水素カリウム、亜硫酸水素ナトリウ
ム、亜硫酸ジエチル、亜硫酸ジメチル、
又本発明の各ホルマリン除去剤とホルムアルデヒドとの
反応は次式の様に進行する。The reaction between ammonium sulfite, potassium sulfite, sodium sulfite, calcium sulfite, barium sulfite, ammonium hydrogen sulfite, potassium hydrogen sulfite, sodium hydrogen sulfite, diethyl sulfite, dimethyl sulfite, and each formalin removing agent of the present invention with formaldehyde is expressed by the following formula. It progresses like this.
（１）活性メチレン基との反応
（例−１）
クロル酢酸
ＩＣＨ
０ＯＨ
（例
２）ジメドン
（２）ヒドラジン類との反応
（例）
塩酸ヒドラジン
２ Ｈ２ＮＮＨ：ＩＣ’ｌ ＋ ＨＣＨＯ−＋ＨＮ −
ＮＨｚＣｌ ＋ Ｈ，ｔ０Ｈ２
Ｎ
ＮＨ，ＣＩ
（３）亜硫酸塩類との反応
（例）
亜硫酸ナトリウム
ＮａｚＳＯｚ ＋ ）ＩｃＨＯ＋ １（ｚ（１”１（Ｏ
ＣｔＬｚＳＯＪａ ＋ Ｎａ０１ｆｌ「実施例」
以下実施例および比較例をあげて本発明を説明する。(1) Reaction with active methylene group (Example-1) Chloroacetic acid ICH 0OH (Example 2) Reaction with dimedone (2) hydrazines (Example) Hydrazine hydrochloride 2 H2NNH:IC'l + HCHO-+HN -
NHzCl + H,t0H2 N NH,CI (3) Reaction with sulfites (example) Sodium sulfite NazSOz + )IcHO+ 1(z(1"1(O
CtLzSOJa + Na01fl "Example" The present invention will be described below with reference to Examples and Comparative Examples.
ホルマリン除去剤としては活性メチレン基を有する化合
物として、ジメドン、チオグリコール酸アンモニウム、
クロル酢酸、ヒドラジン類として塩酸ヒドラジン、硫酸
ヒドラジン、酢酸ヒドラジンを、亜硫酸塩として亜硫酸
ナトリウム。Examples of formalin removal agents include dimedone, ammonium thioglycolate, and compounds with active methylene groups.
Chloroacetic acid, hydrazines include hydrazine hydrochloride, hydrazine sulfate, and hydrazine acetate, and sulfites include sodium sulfite.
亜硫酸カルシウムを下表の様に組合せて消臭液（水溶液
）を得た。又、比較例としては尿素。A deodorizing liquid (aqueous solution) was obtained by combining calcium sulfite as shown in the table below. Also, as a comparative example, urea.
千オ尿素の単独水溶液を用いた。A single aqueous solution of 1,000 urea was used.
（以下余白、次頁に続く）
ホルマリン除去効果の確認は、以下の試験に基づきホル
マリン濃度を定量することにより行った。(The following is a margin, continued on the next page) The formalin removal effect was confirmed by quantifying the formalin concentration based on the following test.
「ホルマリン除去効果確認試験」
ホルムアルデヒド１０００ｐｐｒａ水溶液を作成し、こ
のホルマリン液１ｏｏｒＩｄｌに対して比較例、実施例
の消臭液を１〇−添加する。３０分間放置し試験液とし
、常法に従ってホルマリン濃度を定量する。"Formalin Removal Effect Confirmation Test" A 1000ppra formaldehyde aqueous solution is prepared, and 1000 grams of the deodorizing liquids of Comparative Examples and Examples are added to 1000 liters of this formalin solution. Leave it for 30 minutes to use as a test solution, and quantify the formalin concentration according to a conventional method.
なおホルマリン定量法は以下に示す方法により行った。Note that the formalin quantitative method was performed by the method shown below.
「ホルマリン定量法」
試験液２０１＋！ｉ！にアセチルアセトン試液２０１＋
１ｉ！を加え、４０°Ｃの水浴中で時々振り混ぜ３０分
間加温後放置冷却する。“Formalin quantitative method” Test solution 201+! i! acetylacetone test solution 201+
1i! Add and heat in a 40°C water bath with occasional shaking for 30 minutes, then leave to cool.
一方ブランク液蒸留水２０ｄに、アセチルアセトン試液
２０ｄを加え同様に操作したものを対象として、光電比
色計を用いホルマリン量を求める。On the other hand, 20 d of acetylacetone test solution was added to 20 d of blank distilled water, and the same procedure was performed to determine the amount of formalin using a photoelectric colorimeter.
４２０ｎｍに於ける波長でブランク液の吸光度がゼロに
なるように、比色計を調節し試料液の吸光度を測定する
。The colorimeter is adjusted so that the absorbance of the blank liquid becomes zero at a wavelength of 420 nm, and the absorbance of the sample liquid is measured.
ホルマリン量は吸光度・ホルマリン濃度μｇ／１００戚
換算曲線より求め、次式によって算出する。The amount of formalin is determined from the absorbance/formalin concentration μg/100 relative conversion curve, and calculated using the following formula.
又、アセチルアセトン試液は以下に従った。酢酸アンモ
ニウム（日本工業規格試薬特級＞ １５０ｇに適量の蒸
留水を加えて溶かし、氷酢酸（日本工業規格試薬特級）
３１ｄおよびアセチルアセトン（日本工業規格試薬特級
）２戚を加え、更に蒸留水を加えて１０１００Ｏ！とじ
たものを用いる。用時調製する。In addition, the acetylacetone test solution was prepared as follows. Add an appropriate amount of distilled water to 150 g of ammonium acetate (Japanese Industrial Standards Reagent Special Grade), dissolve it, and dissolve it to glacial acetic acid (Japanese Industrial Standards Reagent Special Grade).
Add 31d and acetylacetone (Japanese Industrial Standards Reagent Special Grade) 2-relative, and then add distilled water to give 10100O! Use a bound one. Prepare immediately before use.
以上ホルマリンの定量により得られた結果は下表の如く
である。The results obtained by quantifying formalin are shown in the table below.
なお同表中の試験結果を示すマークは、下記の定義によ
るものである。The marks indicating test results in the same table are defined as below.
即ち元のホルマリン濃度１１０００ｐｐをＣｏとし、消
臭液添加後の濃度をＣとし、
０００
の値を算出し、
〉
０゜
を×とし、
Ｏｌ
≧
〉０．２
を△とし、
０゜
≧
を○とした。That is, the original formalin concentration of 11,000 pp is taken as Co, the concentration after the addition of deodorant is taken as C, the value of 000 is calculated, 〉 0゜ is ×, Ol ≧ 〉0.2 is △, 0゜≧ is ○ And so.
（以下余白、
次頁に続く）
結果−覧表
上表から明らかな様に、本発明の消臭液は良好なホルマ
リン除去効果を示した。(The following is a blank space, continued on the next page) Results - Table As is clear from the above table, the deodorizing liquid of the present invention showed a good formalin removal effect.
「発明の効果」
本発明のホルマリン除去剤を使用すると、ホルムアルデ
ヒドとの反応性が高く、さらに該剤使用後も乾燥等の条
件によりホルマリンガスを再発生することがない。この
ため、
（１）繊維加工材用の酢酸ビニル、アクリル等のエマル
ジョン、メラミン、フェノール等のメチロール樹脂及び
又はその混合物に添加して遊離ホルマリンの除去、
（２）合板２合皮の接着バインダーに添加して遊離ホル
マリンの除去、
（３）含ホルマリン樹脂で処理された繊維製品を本発明
のホルマリン除去液液槽を通過させるか、又は本発明液
をスプレーして繊維製品の残留ホルマリンの除去、
（４）含ホルマリン樹脂で処理された合板５合皮に本発
明液をスプレーして合板、合皮の残留ホルマリンの除去
を行うとか
（５）本発明液を適当なゲル化剤で処理して、ゲル
剤を得、
家具等のホルマリン除去剤として使
用する
等広汎な用途に使用可能である。"Effects of the Invention" When the formalin removing agent of the present invention is used, it has high reactivity with formaldehyde, and furthermore, even after using the agent, formalin gas will not be generated again under conditions such as drying. For this reason, (1) Remove free formalin by adding it to emulsions such as vinyl acetate and acrylic for textile processing materials, methylol resins such as melamine and phenol, and/or mixtures thereof. (2) Use as an adhesive binder for plywood and plywood. (3) removing residual formalin from textile products by passing the textile products treated with the formalin-containing resin through the formalin removal solution bath of the present invention or by spraying the solution of the present invention; (4) The liquid of the present invention may be sprayed on plywood 5 synthetic leather treated with a formalin-containing resin to remove residual formalin from the plywood or synthetic leather. (5) The liquid of the present invention may be treated with an appropriate gelling agent. It can be used for a wide range of purposes, such as obtaining a gel and using it as a formalin removal agent for furniture, etc.
Claims (1)
ン除去剤 ２、亜硫酸塩類を含有するホルマリン除去剤３、ヒドラ
ジン、その塩類又は誘導体を含有するホルマリン除去剤 ４、請求項１〜３記載の物質を混合してなるホルマリン
除去剤[Scope of Claims] 1. Formalin removing agent containing a compound having an active methylene group 2. Formalin removing agent containing sulfites 3. Formalin removing agent 4 containing hydrazine, its salts or derivatives, Claims 1- Formalin removal agent made by mixing the substances described in 3.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2023025A JPH03228778A (en) | 1990-02-01 | 1990-02-01 | Formalin remover |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2023025A JPH03228778A (en) | 1990-02-01 | 1990-02-01 | Formalin remover |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03228778A true JPH03228778A (en) | 1991-10-09 |
Family
ID=12098942
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2023025A Pending JPH03228778A (en) | 1990-02-01 | 1990-02-01 | Formalin remover |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03228778A (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994014481A1 (en) * | 1992-12-28 | 1994-07-07 | Nippon Steel Corporation | Air cleaning agent and production thereof |
| JPH10258495A (en) * | 1997-03-21 | 1998-09-29 | Toppan Printing Co Ltd | Decorative sheet and decorative material |
| JP2006233210A (en) * | 2005-01-31 | 2006-09-07 | Kao Corp | Method for producing naphthalenesulfonic acid formaldehyde condensate |
| JP2012512977A (en) * | 2008-12-19 | 2012-06-07 | サン−ゴバン アドフォル | Paint canvas containing substance capable of trapping formaldehyde and method for producing the same |
| JP2013510216A (en) * | 2009-11-03 | 2013-03-21 | サン−ゴバン アドフォル | Film-forming composition comprising an agent capable of scavenging formaldehyde |
| CN106075797A (en) * | 2016-05-20 | 2016-11-09 | 崔文艳 | A kind of preparation method and application decomposing low molecule aldehyde compositions without illumination |
| JP2017066857A (en) * | 2009-11-16 | 2017-04-06 | ビーピービー・リミテッド | Plaster-based material including agent capable of trapping formaldehyde |
-
1990
- 1990-02-01 JP JP2023025A patent/JPH03228778A/en active Pending
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994014481A1 (en) * | 1992-12-28 | 1994-07-07 | Nippon Steel Corporation | Air cleaning agent and production thereof |
| US5603928A (en) * | 1992-12-28 | 1997-02-18 | Nippon Steel Corporation | Air purification agent and process for production of same |
| JPH10258495A (en) * | 1997-03-21 | 1998-09-29 | Toppan Printing Co Ltd | Decorative sheet and decorative material |
| JP2006233210A (en) * | 2005-01-31 | 2006-09-07 | Kao Corp | Method for producing naphthalenesulfonic acid formaldehyde condensate |
| JP2012512977A (en) * | 2008-12-19 | 2012-06-07 | サン−ゴバン アドフォル | Paint canvas containing substance capable of trapping formaldehyde and method for producing the same |
| JP2015110897A (en) * | 2008-12-19 | 2015-06-18 | サン−ゴバン アドフォル | Painting canvas containing agent capable of trapping formaldehyde and method for production |
| JP2013510216A (en) * | 2009-11-03 | 2013-03-21 | サン−ゴバン アドフォル | Film-forming composition comprising an agent capable of scavenging formaldehyde |
| JP2016006178A (en) * | 2009-11-03 | 2016-01-14 | サン−ゴバン アドフォル | Film formation composition including action substance capable of capturing formaldehyde and use of the same |
| JP2017066857A (en) * | 2009-11-16 | 2017-04-06 | ビーピービー・リミテッド | Plaster-based material including agent capable of trapping formaldehyde |
| CN106075797A (en) * | 2016-05-20 | 2016-11-09 | 崔文艳 | A kind of preparation method and application decomposing low molecule aldehyde compositions without illumination |
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