JPH04100806A - Production of acrylic resin emulsion - Google Patents
Production of acrylic resin emulsionInfo
- Publication number
- JPH04100806A JPH04100806A JP22045190A JP22045190A JPH04100806A JP H04100806 A JPH04100806 A JP H04100806A JP 22045190 A JP22045190 A JP 22045190A JP 22045190 A JP22045190 A JP 22045190A JP H04100806 A JPH04100806 A JP H04100806A
- Authority
- JP
- Japan
- Prior art keywords
- acrylic resin
- resin emulsion
- emulsion
- coarse particles
- residual monomer
- 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
- 239000000839 emulsion Substances 0.000 title claims abstract description 36
- 239000004925 Acrylic resin Substances 0.000 title claims abstract description 27
- 229920000178 Acrylic resin Polymers 0.000 title claims abstract description 27
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- 239000000203 mixture Substances 0.000 claims abstract description 4
- 238000010438 heat treatment Methods 0.000 claims abstract description 3
- 239000007864 aqueous solution Substances 0.000 claims description 13
- 150000002443 hydroxylamines Chemical class 0.000 claims description 4
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract description 15
- 239000011362 coarse particle Substances 0.000 abstract description 12
- 239000000178 monomer Substances 0.000 abstract description 10
- 238000000034 method Methods 0.000 abstract description 6
- 238000001914 filtration Methods 0.000 abstract description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract description 3
- 239000002245 particle Substances 0.000 abstract description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 abstract description 2
- -1 acrylic ester Chemical class 0.000 abstract description 2
- 230000009965 odorless effect Effects 0.000 abstract 1
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 125000005395 methacrylic acid group Chemical group 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000011550 stock solution Substances 0.000 description 2
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
この発明は、臭気の少ないアクリル系樹脂エマルジョン
の製造方法に関する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] This invention relates to a method for producing an acrylic resin emulsion with little odor.
アクリル酸エステル、メタクリル酸エステルなどのモノ
マーを乳化重合して得られるアクリル系樹脂エマルシコ
ンは、塗料、接着剤、コーティング剤等の用途に用いら
れるが、原料モノマーの完全反応或いは完全除去は難し
く、残存上ツマ−の悪臭による商品価値の減少、製造現
場の作業環境の低下、製造現場付近の悪臭公害などの諸
問題があった。Acrylic resin emulsicone obtained by emulsion polymerization of monomers such as acrylic esters and methacrylic esters is used for applications such as paints, adhesives, and coating agents, but it is difficult to completely react or completely remove the raw material monomers, and residual There have been various problems such as a decrease in product value due to the foul odor of the upper knob, deterioration of the working environment at the manufacturing site, and foul odor pollution near the manufacturing site.
ところで、アクリル系樹脂エマルジョンの悪臭を踪去す
る方法として、ヒドラジン又はアルキルヒドラジンを３
０〜１００℃に加熱したエマルジョンに添加する方法が
提案されている（特開昭５８−１９６２０７号公報）。By the way, as a method to eliminate the bad odor of acrylic resin emulsion, hydrazine or alkyl hydrazine is added to
A method has been proposed in which it is added to an emulsion heated to 0 to 100°C (Japanese Patent Application Laid-Open No. 196207/1983).
この方法で用いられるヒドラジン又はアルキルヒドラジ
ンは毒性が強いため、作業上又は公害上安全性面から問
題があり、その上、使用量が多くなると着色してエマル
ジョンに好ましくない色が付着する。ため、実用的でな
かった。The hydrazine or alkylhydrazine used in this method is highly toxic and poses safety problems in terms of work and pollution.Moreover, if the amount used is large, the emulsion will become colored and have an undesirable color. Therefore, it was not practical.
そこで、ヒドラジン又はアルキルヒドラジンに代えてヒ
ドロキシルアミンまたはその塩類を添加することにより
、アクリル系樹脂エマルジョンの悪臭を除去することが
提案されている（特開昭５９−１４５２０８号公報）。Therefore, it has been proposed to remove the bad odor from acrylic resin emulsions by adding hydroxylamine or its salts instead of hydrazine or alkylhydrazine (Japanese Patent Application Laid-Open No. 145208/1983).
［発明が解決しようとする課題］
上記特開昭５９−１４５２０８号公報においては、添加
するヒドロキシルアミンまたはその塩類は１００％品か
、ヒドロキシルアミンに換算して１０％以上の水溶液が
用いられている。[Problems to be Solved by the Invention] In the above-mentioned Japanese Patent Application Laid-Open No. 145208/1982, the hydroxylamine or its salts to be added are either 100% products or an aqueous solution containing 10% or more in terms of hydroxylamine is used. .
ところが、ヒドロキシルアミンに換算して１０％以上の
水溶液をアクリル系樹脂エマルジョンに添加すると、エ
マルジョンの粒子が凝集して粗粒子が多数発生し易い。However, when an aqueous solution containing 10% or more in terms of hydroxylamine is added to an acrylic resin emulsion, particles of the emulsion tend to aggregate and a large number of coarse particles are generated.
この粗粒子が残ったまま塗料、感圧性接着剤として用い
るとスジ塗工となるので、このような異物を濾過により
除去するが、粗粒子の発生が多いので濾過工程において
負荷がかかり過ぎるという問題があった。If these coarse particles remain and are used in paints or pressure-sensitive adhesives, it will result in streaky coatings, so these foreign substances are removed by filtration, but the problem is that too much load is placed on the filtration process due to the large number of coarse particles generated. was there.
この発明は、上記の点に鑑み、アクリル系樹脂エマルジ
ョンの悪臭が除去されるとともに、粗粒子の発生が抑制
されたアクリル系樹脂エマルジョンの製造方法を提供す
ることを目的とする。In view of the above points, it is an object of the present invention to provide a method for producing an acrylic resin emulsion in which the bad odor of the acrylic resin emulsion is removed and the generation of coarse particles is suppressed.
〔課題を解決するための手段］
この発明のアクリル系樹脂エマルジョンの製造方法は、
濃度６％以下のヒドロキシルアミン類の水溶液をアクリ
ル系樹脂エマルジョンに添加し３５〜８０″Ｃに加熱す
ることを特徴とするものであり、このことにより上記目
的が達成される。[Means for solving the problem] The method for producing an acrylic resin emulsion of the present invention includes:
The method is characterized in that an aqueous solution of hydroxylamines having a concentration of 6% or less is added to an acrylic resin emulsion and heated to 35 to 80''C, thereby achieving the above object.
この発明において、アクリル系樹脂エマルジョンは、ア
クリル酸エステル、メタクリル酸エステルなどの七ツマ
−を主体とする重合体、共重合体のエマルジョンである
。In the present invention, the acrylic resin emulsion is an emulsion of a polymer or copolymer mainly composed of heptamers such as acrylic esters and methacrylic esters.
また、この発明において、ヒドロキシルアミン類とは、
ヒドロキシルアミン、モノアルキルヒドロキシルアミン
、又はこれらの炭酸塩、硫酸塩、硝酸塩、塩酸塩等の塩
類を意味するものであり、その二種以上が混合されてい
てもよい。そして、その水溶液の濃度はヒドロキシルア
ミンに換算して６％以下であることが必要である。その
水溶液の添加量は、ヒドロキシルアミン量に換算してエ
マルジョンに対しＯ，ＯＯ１〜５重量％の範囲とされる
のが普通である。ヒドロキシルアミン類の水溶液の濃度
が６％を超えるとエマルジョンに粗粒子が発生し易くな
り好ましくない。In addition, in this invention, hydroxylamines are
It means hydroxylamine, monoalkylhydroxylamine, or salts thereof such as carbonates, sulfates, nitrates, and hydrochlorides, and two or more thereof may be mixed. The concentration of the aqueous solution needs to be 6% or less in terms of hydroxylamine. The amount of the aqueous solution added is usually in the range of 1 to 5% by weight of O, OO based on the emulsion in terms of the amount of hydroxylamine. If the concentration of the hydroxylamine aqueous solution exceeds 6%, coarse particles tend to be generated in the emulsion, which is not preferable.
なお、この発明においては、予めアクリル系樹脂エマル
ジョンを３５〜８０℃に加熱しておき、これにヒドロキ
シルアミン類の水溶液を添加してもよいことは勿論であ
る。In the present invention, it is of course possible to heat the acrylic resin emulsion to 35 to 80°C in advance and then add the aqueous solution of hydroxylamines thereto.
この発明は、上記のとおりの構成であって、濃度６％以
下のヒドロキシルアミン類の水溶液をアクリル系樹脂エ
マルジョンに添加し、３５〜８０℃に加熱することによ
り、エマルジョン粒子の凝集が抑制されて粗粒子の発生
が抑えられるため、異物除去等のための濾過工程で負担
がかかり過ぎることがない。This invention has the above-mentioned structure, and by adding an aqueous solution of hydroxylamine with a concentration of 6% or less to an acrylic resin emulsion and heating it to 35 to 80°C, aggregation of emulsion particles is suppressed. Since the generation of coarse particles is suppressed, the filtration process for removing foreign substances is not too burdensome.
以下、この発明について、実施例および比較例をあげて
具体的に説明する。Hereinafter, this invention will be specifically explained by giving Examples and Comparative Examples.
なお、以下特に断らない限り、部は重量部を意味する。Hereinafter, parts mean parts by weight unless otherwise specified.
この実施例及び比較例においては、アクリル系樹脂エマ
ルジョンとして、２−エチルへキシルアクリレート７０
：ｎ−ブチルアクリレート３０を主成分とするアクリル
系樹脂エマルジョン（固形ＯＡ（日本テルペン社製、ヒ
ドロキシルアミンの３０％水溶液）を原液とし、これを
水で各濃度に希釈して用いた。In these Examples and Comparative Examples, 2-ethylhexyl acrylate 70 was used as the acrylic resin emulsion.
: An acrylic resin emulsion (solid OA (manufactured by Nippon Terpen Co., Ltd., 30% aqueous solution of hydroxylamine) containing n-butyl acrylate 30 as a main component) was used as a stock solution, which was diluted with water to various concentrations.
上記アクリル系樹脂エマルジョン１００部に対し、ヒド
ロキシルアミンの上記原液１部に相当する量の各水溶液
を添加し、第１表に示す温度下、２時間加熱処理してア
クリル系樹脂エマルジョンを得た。To 100 parts of the above acrylic resin emulsion, an amount of each aqueous solution corresponding to 1 part of the above stock solution of hydroxylamine was added, and the mixture was heated at the temperature shown in Table 1 for 2 hours to obtain an acrylic resin emulsion.
このアクリル系樹脂エマルジョンの残存モノマー分（％
）は、モルホリン法により測定し、アクリル系樹脂エマ
ルジョン中の粗粒子量は、エマルジョン１００ｇ中の１
００メツシユ金網残渣量（■／１００ ｇ ）によるも
のとした。なお、１００メツシユ金網に残る粗粒子は約
３００ 、ｌ／１ｍ以上の径のものである。測定結果は
第１表に示した。Residual monomer content (%) of this acrylic resin emulsion
) is measured by the morpholine method, and the amount of coarse particles in the acrylic resin emulsion is 1% in 100g of the emulsion.
00 mesh wire mesh residue amount (■/100 g). Incidentally, the coarse particles remaining on the 100-mesh wire gauze have a diameter of about 300 l/1m or more. The measurement results are shown in Table 1.
なお、ヒドロキシルアミンを全く添加しないアクリル系
樹脂エマルジョンの残存モノマー分は０゜２８％であっ
た。The residual monomer content of the acrylic resin emulsion to which no hydroxylamine was added was 0.28%.
第１表の結果から、ヒドロキシルアミン水溶液ノ濃度が
６％以下であり、かつ、３５〜８０”Ｃで加熱されると
きにおいて、残存モノマー量が極めて少なく悪臭がなく
なると共に、粗粒子の発生が抑制されていることが判明
した。From the results in Table 1, it can be seen that when the concentration of the hydroxylamine aqueous solution is 6% or less and it is heated at 35 to 80"C, the amount of residual monomer is extremely small, there is no bad odor, and the generation of coarse particles is suppressed. It turned out that it was.
第１表
ジルアミン類の水溶液をアクリル系樹脂エマルジョンに
添加して特定温度に加熱するものであるから、残存モノ
マー量が減少して悪臭がなくなると共に、粗粒子の発生
が抑えられるので異物除去のための濾過工程において負
荷がかかり過ぎるということがない。Table 1 Since the aqueous solution of dilamines is added to an acrylic resin emulsion and heated to a specific temperature, the amount of residual monomer is reduced and odor is eliminated, and the generation of coarse particles is suppressed, so it can be used to remove foreign substances. There is no need to overload the filtration process.
Claims (1)
アクリル系樹脂エマルジョンに添加して３５〜８０℃に
加熱することを特徴とするアクリル系樹脂エマルジョン
の製造方法。(1) A method for producing an acrylic resin emulsion, which comprises adding an aqueous solution of hydroxylamines having a concentration of 6% or less to an acrylic resin emulsion and heating the mixture to 35 to 80°C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22045190A JPH04100806A (en) | 1990-08-21 | 1990-08-21 | Production of acrylic resin emulsion |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22045190A JPH04100806A (en) | 1990-08-21 | 1990-08-21 | Production of acrylic resin emulsion |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04100806A true JPH04100806A (en) | 1992-04-02 |
Family
ID=16751324
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP22045190A Pending JPH04100806A (en) | 1990-08-21 | 1990-08-21 | Production of acrylic resin emulsion |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04100806A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006079607A1 (en) * | 2005-01-29 | 2006-08-03 | Symrise Gmbh & Co. Kg | Neutralisation agent for gas odorants |
-
1990
- 1990-08-21 JP JP22045190A patent/JPH04100806A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006079607A1 (en) * | 2005-01-29 | 2006-08-03 | Symrise Gmbh & Co. Kg | Neutralisation agent for gas odorants |
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