JPH0328253A - Method for removing odor of acetic acid - Google Patents
Method for removing odor of acetic acidInfo
- Publication number
- JPH0328253A JPH0328253A JP16293489A JP16293489A JPH0328253A JP H0328253 A JPH0328253 A JP H0328253A JP 16293489 A JP16293489 A JP 16293489A JP 16293489 A JP16293489 A JP 16293489A JP H0328253 A JPH0328253 A JP H0328253A
- Authority
- JP
- Japan
- Prior art keywords
- vinyl acetate
- acid
- acetic acid
- polymer
- odor
- 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
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title claims abstract description 54
- 238000000034 method Methods 0.000 title claims description 7
- 229920000642 polymer Polymers 0.000 claims abstract description 29
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims abstract description 23
- -1 alkali metal salt Chemical class 0.000 claims abstract description 11
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 10
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 5
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000004327 boric acid Substances 0.000 claims abstract description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000002253 acid Substances 0.000 claims abstract description 4
- 230000001877 deodorizing effect Effects 0.000 claims description 7
- 229920001577 copolymer Polymers 0.000 abstract description 6
- 239000000853 adhesive Substances 0.000 abstract description 4
- 230000001070 adhesive effect Effects 0.000 abstract description 4
- 238000002845 discoloration Methods 0.000 abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 4
- 239000007787 solid Substances 0.000 abstract description 2
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 4
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 229920001519 homopolymer Polymers 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000001488 sodium phosphate Substances 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- HDERJYVLTPVNRI-UHFFFAOYSA-N ethene;ethenyl acetate Chemical group C=C.CC(=O)OC=C HDERJYVLTPVNRI-UHFFFAOYSA-N 0.000 description 2
- 229920001038 ethylene copolymer Polymers 0.000 description 2
- 229920006226 ethylene-acrylic acid Polymers 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229920005670 poly(ethylene-vinyl chloride) Polymers 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 229910000160 potassium phosphate Inorganic materials 0.000 description 2
- 235000011009 potassium phosphates Nutrition 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- HGAZMNJKRQFZKS-UHFFFAOYSA-N chloroethene;ethenyl acetate Chemical compound ClC=C.CC(=O)OC=C HGAZMNJKRQFZKS-UHFFFAOYSA-N 0.000 description 1
- 238000004332 deodorization Methods 0.000 description 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
- 235000019797 dipotassium phosphate Nutrition 0.000 description 1
- 229910000396 dipotassium phosphate Inorganic materials 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- PROZFBRPPCAADD-UHFFFAOYSA-N ethenyl but-3-enoate Chemical compound C=CCC(=O)OC=C PROZFBRPPCAADD-UHFFFAOYSA-N 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 1
- 235000019799 monosodium phosphate Nutrition 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 229940086066 potassium hydrogencarbonate Drugs 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 235000011008 sodium phosphates Nutrition 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- WUUHFRRPHJEEKV-UHFFFAOYSA-N tripotassium borate Chemical compound [K+].[K+].[K+].[O-]B([O-])[O-] WUUHFRRPHJEEKV-UHFFFAOYSA-N 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は、酢酸ビニル系重合体から発生する酢酸臭気の
脱臭法に関する。DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a method for deodorizing acetic acid odor generated from a vinyl acetate polymer.
〈従来技術及び発明が解決しようとする課題〉酢酸ビニ
ルモノマーを使用して、乳化重合や溶液重合等をするこ
とによって得られる酢酸ビニル重合体または酢酸ビニル
系共重合体（以下酢酸ビニル系重合体とする。）は接着
剤、塗料、紙加工剤、繊維処理剤、不織布パインダー、
顔料捺染バインダー、カーベットパッキング剤等、広範
囲な用途に使用されている。<Prior art and problems to be solved by the invention> Vinyl acetate polymers or vinyl acetate copolymers (hereinafter referred to as vinyl acetate polymers) obtained by emulsion polymerization, solution polymerization, etc. using vinyl acetate monomers ) are adhesives, paints, paper processing agents, fiber processing agents, nonwoven fabric binders,
It is used in a wide range of applications, including pigment printing binders and carpet packing agents.
酢酸ビニル系重合体中の酢酸は、原料酢酸ビニルモノマ
ーが不純物として残存する場合や、該重合体が加水分解
を受けることなどより生成する。Acetic acid in vinyl acetate polymers is produced when the raw material vinyl acetate monomer remains as an impurity or when the polymer undergoes hydrolysis.
かかる酢酸量は通常極く微量である。しかし、般に臭気
はその原因となる物質が空気中にｏ．ｏｏｉｐｐＩＩ＋
存在していれば感じられるので、この極く微量の酢酸の
存在により臭気が発生し酢酸ビニル系重合体の大きな欠
点となっている。The amount of acetic acid is usually extremely small. However, odor is generally caused by substances that are present in the air. ooippII+
If present, it can be felt, and the presence of this extremely small amount of acetic acid generates an odor, which is a major drawback of vinyl acetate polymers.
すなわち酢酸ビニルを使用した重合体中に残存する酢酸
臭気は、作業環境上好ましくなく、酢酸の沸点が１１８
℃と高いことから製品中にも残存し製品の価値を著しく
損ない、特に高級品用途への使用が制限されている。In other words, the odor of acetic acid remaining in polymers using vinyl acetate is unfavorable in terms of the working environment, and the boiling point of acetic acid is 118
Because of its high temperatures (°C), it remains in products, significantly reducing its value, and its use in high-end products is particularly restricted.
酢酸ビニル系重合体の酢酸臭気の発生を防止する方法と
して、例えば有機アミン類又は有機アミン塩類を該重合
体に添加することが提案されているが、未だその脱臭効
果は十分でない。As a method for preventing the generation of acetic acid odor in vinyl acetate polymers, for example, adding organic amines or organic amine salts to the polymers has been proposed, but the deodorizing effect thereof is not yet sufficient.
本発明はかかる事態に鑑み酢酸ビニル系重合体中の酢酸
臭気を該酢酸ビニル重合体本来の性状を損なわずに簡単
にかつ効果的に除去する方法を提供しようとするもので
ある。In view of this situation, the present invention seeks to provide a method for simply and effectively removing the acetic acid odor in a vinyl acetate polymer without impairing the original properties of the vinyl acetate polymer.
く発明の構或〉
本発明者らは酢酸ビニルを使用した重合体に見られる前
記問題点を克服すべく鋭意検討した結果、リン酸、炭酸
、硼酸から選ばれた少なくとも一種の酸のアルカリ金属
塩を、該重合体に添加混合することで脱臭が速やかには
かれることを見い出し、本発明を完戒するに至ったので
ある。[Structure of the Invention] As a result of intensive studies in order to overcome the above-mentioned problems observed in polymers using vinyl acetate, the present inventors found that at least one alkali metal acid selected from phosphoric acid, carbonic acid, and boric acid They discovered that deodorization can be quickly removed by adding and mixing a salt to the polymer, and have completed the invention.
本発明は酢酸ビニル重合体に、リン酸、炭酸、硼酸から
選ばれた少なくとも１種の酸のアルカリ金属塩を添加す
ることを特徴とする酢酸臭気の脱臭法である。The present invention is a method for deodorizing acetic acid odor, which is characterized by adding an alkali metal salt of at least one acid selected from phosphoric acid, carbonic acid, and boric acid to a vinyl acetate polymer.
本発明でいう酢酸ビニル系重合体とは酢酸ピニルモノマ
ーを使用して乳化重合や溶液重合等をすることによって
得られる酢酸ビニル重合体、酢酸ビニル系共重合体であ
り、例えば酢酸ピニルホモ重合体、酢酸ビニルーエチレ
ンーアクリル酸エステル、酢酸ビニルー塩化ビニル、酢
酸ビニルーアクリル酸エステルー塩化ビニルの共重合体
等が挙げられる。また酢酸ビニルを使用した重合体の改
質を目的として、反応性ビニルモノマー（例えば反応性
基として、カルポキシル基、水酸基、アミン基、メチロ
ール基、グリシジル基等を含むモノマー）を共重合した
ものも広く知られている。The vinyl acetate polymer as used in the present invention refers to vinyl acetate polymers and vinyl acetate copolymers obtained by emulsion polymerization, solution polymerization, etc. using pinyl acetate monomers, such as pinyl acetate homopolymer, acetic acid homopolymer, etc. Examples include copolymers of vinyl-ethylene-acrylic ester, vinyl acetate-vinyl chloride, and vinyl acetate-acrylic ester-vinyl chloride. In addition, for the purpose of modifying polymers using vinyl acetate, there are also products copolymerized with reactive vinyl monomers (for example, monomers containing carpoxyl groups, hydroxyl groups, amine groups, methylol groups, glycidyl groups, etc. as reactive groups). widely known.
本発明に用いるアルカリ金属塩の具体例としては、例え
ば炭酸ナトリウム、炭酸水素ナトリウム、炭酸カリウム
、炭酸水素カリウム、リン酸ナトリウム、リン酸２ナト
リウム、リン酸１ナトリウム、リン酸カリウム、リン酸
２カリウム、リン酸ｌカリウム、硼酸ナトリウム、硼酸
カリウム等を挙げることができる。Specific examples of alkali metal salts used in the present invention include sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, sodium phosphate, disodium phosphate, monosodium phosphate, potassium phosphate, and dipotassium phosphate. , potassium phosphate, sodium borate, potassium borate, and the like.
アルカリ金属塩の使用量は酢酸ビニルを使用した重合体
固形分あたり０．５〜５重量％が適当である。０．５重
量％未満では脱臭効果に乏しく、また５重量％を越える
と該重合体が本来所有している諸性能、例えば接着力、
耐水性、耐変色性等に悪影響を及ぼす。The appropriate amount of the alkali metal salt to be used is 0.5 to 5% by weight based on the solid content of the vinyl acetate polymer. If it is less than 0.5% by weight, the deodorizing effect will be poor, and if it exceeds 5% by weight, the properties originally possessed by the polymer, such as adhesive strength, will be impaired.
It has a negative effect on water resistance, discoloration resistance, etc.
本発明のアルカリ金属塩は、酢酸ビニル系重合体製造工
程中又は製造後実際に使用する際のいずれの過程におい
ても添加することができ、場合によっては該重合体使用
後に該塩類を水で希釈してスプレー、ディッピング等で
塗布してもよい。The alkali metal salt of the present invention can be added either during the vinyl acetate polymer production process or during the actual use after production, and in some cases, the salts may be diluted with water after the polymer is used. It may also be applied by spraying, dipping, etc.
〈本発明の効果〉
本発明によれば、酢酸ビニルを使用した重合体が本来所
有している接着力、耐水性、耐変色性等を阻害すること
なく、著しく酢酸臭気の低減化がもたらされる。<Effects of the present invention> According to the present invention, the odor of acetic acid is significantly reduced without impairing the adhesive strength, water resistance, discoloration resistance, etc. originally possessed by a polymer using vinyl acetate. .
又、本発明の方法は、酢酸ビニル系重合体に上記アルカ
リ金属塩を併用するだけで目的が達せられ、使用法が極
めて簡単である。Furthermore, the method of the present invention can achieve its purpose simply by using the vinyl acetate polymer in combination with the above alkali metal salt, and is extremely simple to use.
以下に実施例をあげて本発明を具体的に説明するが、本
発明はこれらの実施例のみに限定されるものではない。EXAMPLES The present invention will be specifically described below with reference to Examples, but the present invention is not limited to these Examples.
く実施例１〉
酢酸ピニルホモ重合体、酢酸ビニルーエチレン共重合体
、酢酸ビニルーエチレンーアクリル酸エステル共重合体
、及び酢酸ビニルーエチレンー塩化ビニル共重合体のそ
れぞれに対して炭酸水素ナトリウムを種々の混合割合で
添加してフィルムを作或し、その時の脱臭効果とフィル
ムの物性への影響、及び４０℃、１ケ月の経時安定性を
テストした。結果を第一表に示す。Example 1 Sodium hydrogen carbonate was added to each of pinyl acetate homopolymer, vinyl acetate-ethylene copolymer, vinyl acetate-ethylene-acrylic acid ester copolymer, and vinyl acetate-ethylene-vinyl chloride copolymer. Films were prepared by adding them at various mixing ratios, and the deodorizing effect and influence on the physical properties of the film were tested, as well as the stability over time at 40° C. for one month. The results are shown in Table 1.
（以下余白）
第一表
〈実施例２〉
酢酸ピニルホモ重合体、酢酸ビニルーエチレン共重合体
、酢酸ビニルーエチレンーアクリル酸エステル共重合体
、及び酢酸ビニルーエチレンー塩化ビニル共重合体のそ
れぞれに対して第２表に示す塩類を添加し、東洋濾紙Ｎ
Ｏ．２にそれ（重合体＋塩類）を濾紙に対して５０重量
％含浸加工して脱臭効果及び強度に及ぼす影響をみた。(Leaving space below) Table 1 <Example 2> Pynyl acetate homopolymer, vinyl acetate-ethylene copolymer, vinyl acetate-ethylene-acrylic acid ester copolymer, and vinyl acetate-ethylene-vinyl chloride copolymer, respectively. Toyo Roshi N
O. 2, filter paper was impregnated with 50% by weight of the same (polymer + salts) to examine the effect on deodorizing effect and strength.
その結果を、第２表に示す。The results are shown in Table 2.
ＮａＯＨを添加して酢酸を中和しても酢酸臭は減るが、
濾紙の強度低下及び異臭気発生と共に着色が認められる
。これに対し、本発明のアルカリ金属塩を用いた場合は
これらの欠点を伴わずに酢酸臭気を脱臭することができ
る。Neutralizing acetic acid by adding NaOH will reduce the acetic acid odor, but
A decrease in the strength of the filter paper and the generation of a strange odor as well as discoloration were observed. On the other hand, when the alkali metal salt of the present invention is used, the odor of acetic acid can be deodorized without these drawbacks.
（以下余白）(Margin below)
Claims (1)
た少なくとも一種の酸のアルカリ金属塩を添加すること
を特徴とする酢酸臭気の脱臭法。A method for deodorizing acetic acid odor, which comprises adding to a vinyl acetate polymer an alkali metal salt of at least one acid selected from phosphoric acid, carbonic acid, and boric acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16293489A JPH0328253A (en) | 1989-06-26 | 1989-06-26 | Method for removing odor of acetic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16293489A JPH0328253A (en) | 1989-06-26 | 1989-06-26 | Method for removing odor of acetic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0328253A true JPH0328253A (en) | 1991-02-06 |
Family
ID=15764021
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16293489A Pending JPH0328253A (en) | 1989-06-26 | 1989-06-26 | Method for removing odor of acetic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0328253A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109401151A (en) * | 2017-08-16 | 2019-03-01 | 中国石油化工股份有限公司 | High-quality polyvinyl alcohol casting films and its preparation method and application |
| US11274208B2 (en) | 2016-10-12 | 2022-03-15 | Shell Oil Company | Reducing crumb rubber modified bitumen odors |
-
1989
- 1989-06-26 JP JP16293489A patent/JPH0328253A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11274208B2 (en) | 2016-10-12 | 2022-03-15 | Shell Oil Company | Reducing crumb rubber modified bitumen odors |
| CN109401151A (en) * | 2017-08-16 | 2019-03-01 | 中国石油化工股份有限公司 | High-quality polyvinyl alcohol casting films and its preparation method and application |
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