CN1432608A - Aldelyde deodorant composition and deodorizing aldehyde paint - Google Patents

Aldelyde deodorant composition and deodorizing aldehyde paint Download PDF

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Publication number
CN1432608A
CN1432608A CN 02101884 CN02101884A CN1432608A CN 1432608 A CN1432608 A CN 1432608A CN 02101884 CN02101884 CN 02101884 CN 02101884 A CN02101884 A CN 02101884A CN 1432608 A CN1432608 A CN 1432608A
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China
Prior art keywords
resin
aldehyde
coating
class
hydrazides
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CN 02101884
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Chinese (zh)
Inventor
森博昭
神谷一先
原一男
阿部吉伸
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Otsuka Chemical Co Ltd
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Otsuka Chemical Co Ltd
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Priority to CN 02101884 priority Critical patent/CN1432608A/en
Publication of CN1432608A publication Critical patent/CN1432608A/en
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  • Compositions Of Macromolecular Compounds (AREA)

Abstract

The present invention provides a aldehyde composition as deodorizing agent and features that it has at least one selected from hydrazides, azoles and zins as effective component. The deodorizing aldehyde paint consists of resin and the deodorizing aldehyde composite. The aldehyde composition as deodorizing agent and has deodorizing aldehyde paint have excellent deodorizing function of aldehyde and are especially suitable for painting and soaking building material and indoor decorative material.

Description

Aldehyde-deodorizing compositions and aldehyde deodorization coating
Technical field
The present invention relates to aldehyde-deodorizing compositions and aldehyde deodorization coating.
Background technology
In the past, use aldehydes such as formaldehyde in various fields, the environmental pollution that stench causes has become problem.
Especially tackiness agent of using in the building construction material etc. contains this kind aldehydes more, so indoor environment is subjected to odor pollution to become problem.
For this reason, the present invention is in view of above problem, with the deodorization coating eliminating stench that aldehydes causes, aldehyde-deodorizing compositions is provided and uses said composition as problem.
The inventor is in order to solve above-mentioned problem, and wholwe-hearted result of study is utilized means as described below to solve above-mentioned problem and finished the present invention.
Summary of the invention
That is, the present invention relates to aldehyde-deodorizing compositions, it is characterized in that containing and be selected from least a in hydrazides class, azole and the piperazine class as effective constituent.
Again, the present invention relates to aldehyde deodorization coating, it is characterized in that in coating resin, cooperate to be selected from least a in hydrazides class, azole and the piperazine class as effective constituent.
Embodiment
Reodorant of the present invention is by being selected from least a (hereinafter to be referred as " hydrazides class etc. ") in hydrazides class, azole and the piperazine class as effective constituent.
These compounds are the aldehydes of foul smelling compositions such as formaldehyde, acetaldehyde to be adsorbed fix and play aldehyde deodorizing purpose from environment.
The hydrazides class can be enumerated single hydrazide compound that a hydrazide group is arranged in the molecule; The dihydrazide compound that two hydrazide groups are arranged in the molecule; Many hydrazide compounds of three above hydrazide groups etc. are arranged in the molecule.
Single hydrazide compound is lifted object lesson, can lift the single hydrazide compound represented as general formula (1):
R-CO-NHNH 2????(1)
[in the formula, R represents that hydrogen atom, alkyl maybe can have substituent aryl].
In above-mentioned general formula (1), can lift when R represents alkyl as follows, for example, the straight chained alkyl of carbonatomss 1 to 12 such as methyl, ethyl, n-propyl, normal-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, positive decyl, n-undecane base.Can enumerate for example phenyl, xenyl, naphthyl etc., wherein preferred phenyl as aryl.Can enumerate as the substituting group of aryl again, for example, the alkyl of the straight or branched that carbonatomss such as halogen atoms such as hydroxyl, fluorine, chlorine, bromine, methyl, ethyl, n-propyl, sec.-propyl, normal-butyl, the tertiary butyl, isobutyl-are 1 to 4 etc.
The hydrazide compound of above-mentioned general formula (1), expression for example has lauric acid hydrazides, Whitfield's ointment hydrazides, formyl hydrazine, acethydrazide, propionic acid hydrazides, P-hydroxybenzoic acid hydrazides, naphthoic acid hydrazides, 3-hydroxyl-2-naphthoic acid hydrazides etc. more specifically.
When dihydrazide compound is lifted object lesson, can lift as the represented dihydrazide compound of general formula (2):
H 2NHN-X-NHNH 2????(2)
[X represents group-CO-or group-CO-A-CO-in the formula.A represents alkylidene group or arylidene].
The alkylidene group that A represents in above-mentioned general formula (2) parantheses can be lifted as follows: methylene radical, ethylidene, 1,3-propylidene, 1,4-butylidene, 1,5-pentylidene, hexamethylene, 1, the inferior heptyl, 1 of 7-, 8-is octylene, 1,9-is nonamethylene, 1, the inferior decyl, 1 of 10-, the straight-chain alkyl-sub-of carbonatomss 1 to 12 such as the inferior undecyl of 11-.As the substituting group of alkylidene group, can enumerate hydroxyl etc.Arylidene, as phenylene, biphenylene, naphthylidene, anthrylene, phenanthrylene etc., wherein preferred phenylene, naphthylidene etc.The substituting group of arylidene can be enumerated the identical person of substituting group with above-mentioned aryl.
Dihydrazide compound object lesson shown in the above-mentioned general formula (2) is as follows: as carbohydrazide, oxalic acid two hydrazides, propanedioic acid two hydrazides, amber acid dihydrazide, adipic dihydrazide, nonane diacid two hydrazides, sebacic dihydrazide, dodecanedioic acid two hydrazides, Malaysia acid dihydrazide, fumaric acid two hydrazides, glycol ether acid dihydrazide, winestone acid dihydrazide, apple acid dihydrazide, isophthalic dihydrazide, terephthaldehyde's acid dihydrazide, dimerization acid dihydrazide and 2, binary acid dihydrazides such as 6-naphthoic acid two hydrazides etc.
Many hydrazide compounds specifically exemplify, for example polyacrylic acid hydrazides etc.
Among above-mentioned, preferred dihydrazide compound; More preferably binary acid dihydrazide; More preferably adipic dihydrazide.
Above-mentioned hydrazide compound can a kind of independent use or also can be mixed use more than two kinds.
In azole and piperazine class, have and have 2 or 3 nitrogen-atoms well-known 5 yuan and even 6 membered heterocyclic compounds, preferably with having in its molecule-compound of N-N-key (nitrogen-nitrogen singly-bound) as heteroatoms (constituting the heteroatoms of ring).
As azole, can give an example, diazoles, triazole species, thiadiazole etc. wherein preferably use diazoles and triazole species.
The object lesson of diazoles can be lifted as follows: as 3-methyl-5-pyrazolone, 1,3-dimethyl-pyrazoline ketone, pyrazoles, 3-methylpyrazoles, 1 such as 5-pyrazolone, 4-dimethyl pyrazole, 3,5-dimethyl pyrazole, 3,5-dimethyl-1-phenylpyrazole, 3-amino-pyrazol, 5-amino-3-methylpyrazole, 3-methylpyrazole-5-carboxylic acid, 3-methylpyrazole-5-carboxylate methyl ester, 3-methylpyrazole-5-carboxylic acid, ethyl ester and 3, pyrazoleses such as 5-methylpyrazole dicarboxylic acid etc.
The object lesson of triazole species can be lifted as follows: for example, and 1,2,3-triazoles, 1,2, the 4-triazole, 3-normal-butyl-1,2, the 4-triazole, 3,5-dimethyl-1,2, the 4-triazole, 3,5-dimethyl-1,2, the 4-triazole, 3,5-di-n-butyl-1,2, the 4-triazole, 3-sulfydryl-1,2, the 4-triazole, 3-amino-1,2, the 4-triazole, 4-amino-1,2, the 4-triazole, 5-amino-3-sulfydryl-1,2, the 4-triazole, 3-amino-5-phenyl-1,2, the 4-triazole, 3,5-phenylbenzene-1,2, the 4-triazole, 1,2,4-triazole-3-ketone, 1,2,4-triazole-3-carboxylic acid, I-hydroxybenzotriazole, the 1H-benzotriazole, 4-methyl isophthalic acid H-benzotriazole and 5-methyl isophthalic acid H-benzotriazole etc.
The piperazine class can be lifted, and for example diazines, triazines and pyridazine class etc. wherein preferably use pyridazine class.
The object lesson of pyridazine class can be exemplified below: as 6-methyl-8-hydroxyl Triazolopyridazines, 4, and 5-two chloro-3-pyridazines, toxilic acid hydrazides, 6-methyl-3-pyridazine etc.
Preferred azole in azole, piperazine class, preferred especially 1,2, pyrazoles and 3-methyl-pyrazoline ketones such as 5-pyrazolone such as triazole species such as 4-triazole, 1,2,3-triazoles, 3.
In the present invention, above-mentioned azole and piperazine class can a kind of independent uses, also can mix use more than two kinds.
Aldehyde-deodorizing compositions of the present invention is measured above-mentioned hydrazides class, azole or piperazine class in accordance with regulations to mix in various media and is made.
At this, the proportional quantity of hydrazides class, azole or piperazine class is 0.01~70 weight % with respect to total composition, preferably accounts for 0.5~30 weight %.
Again, above-mentioned medium for example, water, organic solvent and various resin.
With resin as the aldehyde-deodorizing compositions of the present invention of medium be in resin, add the powder of hydrazides class etc., dispersion liquid (hydrazides class etc. is scattered in the liquid of organic solvent), the aqueous solution and emulsification etc. in the organic solvent mixed.
In addition, dissolving in water or organic solvent, dispersion or emulsification persons such as hydrazides classes, itself can be used as the aldehyde-deodorizing compositions of making medium with water or organic solvent of the present invention.
These aldehyde-deodorizing compositions are at suitable base material such as paper and paper product (as wallpaper etc.), fiber and fibre product (as non-woven fabrics etc.), synthetic resins and after smearing above moulding product (as film, sheet material etc.), timber and woodwork (as building materials such as decorative sheet, inclusion plates), metal and the pottery etc. or flooding, these have the base material of deodorization functions, can play the aldehyde deodorizing effect when having the aldehyde release property.The base material of Chu Liing can be used as the use of aldehyde deodorization material thus.
In resin, add the deodorization composition of the present invention of hydrazide compound form of powder, can be coated on the base material of suitable material and shape, perhaps be shaped to the moulding product (fibrosis that comprises spinning) of Any shape with well-known method.Lift the object lesson of moulding product, as air-conditioning or air cleaning machine air filter, film and sheet material etc.
Aldehyde deodorization coating of the present invention is that at least a and coating resin that will be selected from above-mentioned hydrazides class, azole and piperazine class cooperates and makes.
Its proportional quantity accounts for 0.01~50 weight % with respect to the coating total amount usually, preferably accounts for 0.5~20 weight %.In this scope, can seek taking into account of its economy and deodorizing effect.
At this, as coating resin, widely used well-known resin.Concrete example can exemplify as follows: thermoplastic resins such as polyvinyl chloride (PVC) RESINS, polyolefin resin (as polyvinyl resin, acrylic resin etc.), methacrylic resin, polyvinyl alcohol resin, acetoacetyl polyvinyl alcohol resin, ABS resin (vinyl cyanide, divinyl, styrene resin), permalon, vinyl acetate resin, polyamide resin, polyformaldehyde resin, polycarbonate resin, Noryl polysulfone resin, polyphenylene sulfide; Thermosetting resins such as Resins, epoxy, xylene resin, guanamine resin, diallyl phthalate resin, vinylester resin, resol, unsaturated polyester resin, furane resin, polyimide resin, urethane resin, maleic acid resin, melamine resin, urea-formaldehyde resin and silicone resin; The polymer emulsion of ethylene-vinyl acetate polymkeric substance, vinyl acetate-バ-サ テ-ト multipolymer, ethylene-vinyl acetate-vinyl chloride copolymer, ethene-vinyl acetate-acrylate copolymer, acrylic polymer, acrylic styrene copolymer, vinyl chloride-base polymer, urethane polymer, siloxane polymerization body, epoxy polymer and styrene-butadiene copolymer etc.
In these resins, when using thermoplastic resin, in this thermoplastic resin, add being selected from least a of hydrazides class, azole and piperazine class, can make coating.
In these paint manufacturing process, in order to adjust various aspects of performance such as viscosity, setting rate and rate of drying to add dispersion agents such as wetting agent such as water or softening agent such as thickening materials such as various organic solvent, methylcellulose gum, ester class, glycols and tensio-active agent.
In addition, also can contain for example well-known coating additives such as antioxidant, UV light absorber, antistatic agent, fire retardant, pigment, dye well mould inhibitor in the deodorization coating of the present invention.
Deodorization coating of the present invention, coating, impregnating means are used in above paper and paper product, fiber and fibre product, timber and woodwork, synthetic resin, concrete, wall, the brick etc.
[embodiment]
For embodiment, further describe the present invention below.
Embodiment 1
In the 2L reaction vessel, add after the water 130g, the revolution of homogenizer is adjusted to 1000rpm, slowly add thickening material methylcellulose gum 2g (マ one Port ロ one ズ, pine this grease pharmacy (strain) corporate system), with 5 minutes interpolation dispersion agent 4g (デ モ one Le EP, flower king (strain) system), then with adding wetting agent 2g (ノ イ ゲ Application EA-120, the first industrial pharmacy (strain) is made) and softening agent 60g in 5 minutes.Then slowly add titanium oxide 200g, stirring 30 minutes with 1000rpm speed, add hydrazides class 10g (binary acid dihydrazide, trade(brand)name " ケ system キ ヤ Star チ H-6000HS " Da mound chemistry (strain) system), add defoamer 1g (trade(brand)name " SN デ Off オ one マ-369 ", サ Application ノ プ コ (strain) system) then.Add 50% ACRYLIC EMULSION 600g (the solid formation of converting divided 300g) with about 20 minutes again, obtain deodorization coating of the present invention (hydrazides class use level is 1 weight %).
Embodiment 2
Except that hydrazides use level 5g, other are operated similarly to Example 1 and obtain deodorization coating of the present invention (the reodorant use level is 0.5 weight %).
Embodiment 3
Except that hydrazides class use level 30g, other and the same operation of embodiment obtain deodorization coating of the present invention (the reodorant use level is 3.0 weight %).
Comparative example
Except that not adding the hydrazides, other are operated similarly to Example 1 and obtain comparative example coating (the reodorant use level is 0 weight %).
The test row
Preparing four areas is 36cm 2(the ethylene fluoride thin plate of 6cm * 6cm), on its surface respectively with 100g/m 2The coating that ratio coating embodiment 1~3 and comparative example obtain, air-dry under the room temperature.The useful area 36cm of above-mentioned applying coatings 2(sample of 6cm * 6cm) is respectively charged in the airtight bag that volume is 1L (テ De ラ バ Star グ), leaves standstill 60 hours in room temperature under acetaldehyde atmosphere.After having tested, measure remaining residual air concentration in the container, concentration ratio calculates the deodorizing amount during with on-test.Its result is as shown in table 1.
Table 1
Use level Deodorizing amount (ppm)
Embodiment 1 1.0 weight % ????874
Embodiment 2 0.5 weight % ????451
Embodiment 3 3.0 weight % ????2539
Comparative example 0 weight % ????23
The result learns by table 1, and odour remover coating of the present invention has good aldehyde deodorization functions.
As mentioned above, aldehyde-deodorizing compositions and aldehyde odour remover coating involved in the present invention have superior deodorization functions to aldehydes.
Especially for being suitable on the coating that is used for building construction material or indoor material, the dipping.

Claims (4)

1. aldehyde-deodorizing compositions, it is characterized in that containing be selected from hydrazides class, azole and the piperazine class at least a as effective constituent.
2. an aldehyde deodorization coating is characterized in that in coating resin, is furnished with to be selected from least a as effective constituent in hydrazides class, azole and the piperazine class.
3. the described aldehyde deodorization of claim 2 coating, above-mentioned coating resin are following any or more than two kinds: be selected from least a thermoplastic resin in polyvinyl chloride (PVC) RESINS, polyolefin resin, methacrylic resin, polyvinyl alcohol resin, acetoacetyl polyvinyl alcohol resin, ABS resin, permalon, vinyl acetate resin, polyamide resin, polyformaldehyde resin, polycarbonate resin, Noryl polysulfone resin and the polyphenylene sulfide; Be selected from thermosetting resin at least a in Resins, epoxy, xylene resin, guanamine resin, diallyl phthalate resin, vinylester resin, resol, unsaturated polyester resin, furane resin, polyimide resin, urethane resin, maleic acid resin, melamine resin, urea-formaldehyde resin and the silicone resin; Be selected from least a polymer emulsion in ethylene-vinyl acetate copolymer, vinyl acetate-バ-サ テ-ト multipolymer, ethylene-vinyl acetate-vinyl chloride copolymer, ethene-vinyl acetate-acrylate copolymer, acrylic polymer, acrylic styrene copolymer, vinyl chloride-base polymer, urethane polymer, siloxane polymerization body, epoxy polymer and the styrene-butadiene copolymer.
4. the aldehyde deodorization coating of claim 2 or 3 records, above-mentioned hydrazides class is to be selected from least a in the dihydrazide compound.
CN 02101884 2002-01-16 2002-01-16 Aldelyde deodorant composition and deodorizing aldehyde paint Pending CN1432608A (en)

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100441231C (en) * 2004-04-30 2008-12-10 汎塑料株式会社 Deodorizing agent and resin composition
US8334021B2 (en) 2008-08-12 2012-12-18 Rohm And Haas Company Aldehyde reduction in aqueous coating and leather finishing compositions
CN103788575A (en) * 2014-01-15 2014-05-14 芜湖市宝艺游乐科技设备有限公司 High-strength and corrosion-resistant glass fiber reinforced plastic coating material and preparation method thereof
CN105829486A (en) * 2013-12-24 2016-08-03 东亚合成株式会社 Aldehyde-gas-adsorbing liquid and gas-adsorbing processed product using same
CN108587333A (en) * 2018-04-28 2018-09-28 展辰新材料集团股份有限公司 A kind of low peculiar smell PE coating and preparation method thereof
CN108727619A (en) * 2018-06-22 2018-11-02 广西福美新材料有限公司 A kind of Flexible decorative sheet and preparation method thereof except aldehyde antibacterial

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100441231C (en) * 2004-04-30 2008-12-10 汎塑料株式会社 Deodorizing agent and resin composition
US8334021B2 (en) 2008-08-12 2012-12-18 Rohm And Haas Company Aldehyde reduction in aqueous coating and leather finishing compositions
CN105829486A (en) * 2013-12-24 2016-08-03 东亚合成株式会社 Aldehyde-gas-adsorbing liquid and gas-adsorbing processed product using same
CN105829486B (en) * 2013-12-24 2018-02-13 东亚合成株式会社 Gaseous aldehyde adsorption liquid and use its gas adsorbability processed goods
US9993801B2 (en) 2013-12-24 2018-06-12 Toagosei Co., Ltd. Aldehyde-gas-adsorbing liquid and gas-adsorbing processed product using same
TWI630022B (en) * 2013-12-24 2018-07-21 日商東亞合成股份有限公司 Aldehyde gas sorbent and gas absorbing processed product using the same
CN103788575A (en) * 2014-01-15 2014-05-14 芜湖市宝艺游乐科技设备有限公司 High-strength and corrosion-resistant glass fiber reinforced plastic coating material and preparation method thereof
CN108587333A (en) * 2018-04-28 2018-09-28 展辰新材料集团股份有限公司 A kind of low peculiar smell PE coating and preparation method thereof
CN108727619A (en) * 2018-06-22 2018-11-02 广西福美新材料有限公司 A kind of Flexible decorative sheet and preparation method thereof except aldehyde antibacterial

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