JPS62285971A - Sealant composition - Google Patents
Sealant compositionInfo
- Publication number
- JPS62285971A JPS62285971A JP61128833A JP12883386A JPS62285971A JP S62285971 A JPS62285971 A JP S62285971A JP 61128833 A JP61128833 A JP 61128833A JP 12883386 A JP12883386 A JP 12883386A JP S62285971 A JPS62285971 A JP S62285971A
- Authority
- JP
- Japan
- Prior art keywords
- lead
- catalyst
- tin
- based catalyst
- molar ratio
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 16
- 239000000565 sealant Substances 0.000 title claims abstract description 11
- 239000003054 catalyst Substances 0.000 claims abstract description 34
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229920002635 polyurethane Polymers 0.000 claims abstract description 5
- 239000004814 polyurethane Substances 0.000 claims abstract description 5
- 239000003566 sealing material Substances 0.000 claims abstract description 5
- 229920005862 polyol Polymers 0.000 abstract description 12
- 150000003077 polyols Chemical class 0.000 abstract description 9
- 229920001228 polyisocyanate Polymers 0.000 abstract description 4
- 239000005056 polyisocyanate Substances 0.000 abstract description 4
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 abstract description 3
- 239000012975 dibutyltin dilaurate Substances 0.000 abstract description 3
- 239000002202 Polyethylene glycol Substances 0.000 abstract description 2
- GIWKOZXJDKMGQC-UHFFFAOYSA-L lead(2+);naphthalene-2-carboxylate Chemical compound [Pb+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 GIWKOZXJDKMGQC-UHFFFAOYSA-L 0.000 abstract description 2
- 229920001223 polyethylene glycol Polymers 0.000 abstract description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 abstract description 2
- 239000012974 tin catalyst Substances 0.000 abstract 3
- 229920001730 Moisture cure polyurethane Polymers 0.000 abstract 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 abstract 1
- XZZXKVYTWCYOQX-UHFFFAOYSA-J octanoate;tin(4+) Chemical compound [Sn+4].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O.CCCCCCCC([O-])=O.CCCCCCCC([O-])=O XZZXKVYTWCYOQX-UHFFFAOYSA-J 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 6
- -1 polytetramethylene Polymers 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- 230000007613 environmental effect Effects 0.000 description 5
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 5
- 239000004014 plasticizer Substances 0.000 description 5
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 4
- 238000005187 foaming Methods 0.000 description 4
- 229920005749 polyurethane resin Polymers 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000004588 polyurethane sealant Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
- ICLCCFKUSALICQ-UHFFFAOYSA-N 1-isocyanato-4-(4-isocyanato-3-methylphenyl)-2-methylbenzene Chemical compound C1=C(N=C=O)C(C)=CC(C=2C=C(C)C(N=C=O)=CC=2)=C1 ICLCCFKUSALICQ-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- ZOJBYZNEUISWFT-UHFFFAOYSA-N allyl isothiocyanate Chemical compound C=CCN=C=S ZOJBYZNEUISWFT-UHFFFAOYSA-N 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 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 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- MIMDHDXOBDPUQW-UHFFFAOYSA-N dioctyl decanedioate Chemical compound CCCCCCCCOC(=O)CCCCCCCCC(=O)OCCCCCCCC MIMDHDXOBDPUQW-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000008164 mustard oil Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920005906 polyester polyol Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000011417 postcuring Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 238000007665 sagging Methods 0.000 description 1
- 230000002277 temperature effect Effects 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Abstract
Description
【発明の詳細な説明】
3、発明の詳細な説明
く技術分野〉
本発明はポリウレタン系シーラント組成物に関し、特に
硬化性において環境温度の影響を受けにくく、物性、作
業性の良好なシーラント組成物に関する。Detailed Description of the Invention 3. Technical Field of the Invention The present invention relates to a polyurethane sealant composition, particularly a sealant composition that is less susceptible to environmental temperature effects in curability and has good physical properties and workability. Regarding.
〈従来技術〉
シーラントは、水や空気の洩れ止め、あるいはほこり止
めの目的に用いられる材料をいう。<Prior Art> A sealant is a material used for the purpose of preventing leakage of water or air, or for preventing dust.
ポリウレタン系樹脂を用いた二液型ポリウレタン系シー
リング材の基本組成は、主剤としてのウレタンプレポリ
マー、l−証イヒδむ1.てポリオール、可塑剤、充填
剤、触媒、老化防止剤等の混合−′物とから成っている
。従来このような硬化剤組成原料の中で、触媒としては
、オクチル酸鉛に代表される鉛系触媒か単独で使用され
ていた。The basic composition of a two-component polyurethane sealing material using a polyurethane resin is a urethane prepolymer as the main ingredient, a 1. It consists of a mixture of polyols, plasticizers, fillers, catalysts, anti-aging agents, etc. Conventionally, among such raw materials for curing agent compositions, lead-based catalysts such as lead octylate have been used alone as catalysts.
しかし、オクチル酸鉛系に代表される鉛系触媒を使用す
ると、硬化性において環境温度の影響をうけやすく、環
境温度により物性、作業性に著しい差か発生するという
問題点がある。However, the use of lead-based catalysts such as lead octylate-based catalysts has the problem that curing properties are easily affected by environmental temperature, and significant differences in physical properties and workability occur depending on the environmental temperature.
また、ジブチルチンジラウレートに代表されるスズ系触
媒は、単独で使用すると硬化性が悪い。Furthermore, tin-based catalysts such as dibutyltin dilaurate have poor curability when used alone.
また表面タック、スランプ、発泡の点で問題か残り、使
用不可能である。Also, problems remain in terms of surface tack, slump, and foaming, making it unusable.
〈発明の目的〉
本発明の目的は、従来技術における前述の問題点を解決
し、硬化性が環境温度によって影響を受けにくく、可使
時間の長い、接着性の良いポリウレタン系シーラント組
成物を提供することにある。<Object of the Invention> The object of the present invention is to solve the above-mentioned problems in the prior art, and to provide a polyurethane sealant composition whose curability is less affected by environmental temperature, has a long pot life, and has good adhesive properties. It's about doing.
〈発明の構成〉
本発明はl液型以外のポリウレタン系シーリング材であ
って、触媒として、鉛系触媒と錫系触媒とを、鉛対錫の
モル比で、30:1〜1.2 : 1で有してなるこ
とを特徴とするシーラント組成物を提供する。<Structure of the Invention> The present invention is a polyurethane sealing material other than a l-liquid type, in which a lead-based catalyst and a tin-based catalyst are used as catalysts in a molar ratio of lead to tin of 30:1 to 1.2: Provided is a sealant composition comprising: 1.
以下に本発明の詳細な説明する。The present invention will be explained in detail below.
本発明は二液型に代表される、−成型以外のポリウレタ
ン系樹脂であり、使用する触媒に特徴がある。The present invention is a polyurethane resin other than molding, typically a two-component type, and is characterized by the catalyst used.
本発明の鉛系触媒としては、オクチル酸鉛、ナフテン酸
鉛等を代表的に挙げることができる。また錫系触媒とし
ては、ジブチルチンジラウレート、オクチル酸錫等を代
表的にあげることができる。Typical examples of the lead-based catalyst of the present invention include lead octylate and lead naphthenate. Typical examples of the tin-based catalyst include dibutyltin dilaurate and tin octylate.
本発明の特徴は、従来単独で使用されていた鉛系触媒に
錫系触媒を併用し、しかも鉛系触媒と錫系触媒の比を、
鉛対錫のモル比で30:l〜1.2 : 1とするこ
とにある。1.2:1未満であると、発泡したり、スラ
ンプを発生し、30:1超であると、錫系触媒の効果が
少なくなるからである。The feature of the present invention is that a tin-based catalyst is used in combination with a lead-based catalyst that was conventionally used alone, and the ratio of the lead-based catalyst and the tin-based catalyst is
The molar ratio of lead to tin is 30:1 to 1.2:1. If it is less than 1.2:1, foaming or slump will occur, and if it exceeds 30:1, the effect of the tin-based catalyst will be reduced.
本発明に用いるポリウレタン系樹脂の構成はウレタンポ
リプレマーと硬化剤とからなり、必要に応じ、カラー、
添加剤(たれ防止剤、増量剤、可塑剤、光安定剤等)等
を配合するのが好ましい。The composition of the polyurethane resin used in the present invention consists of a urethane polypremer and a curing agent.
It is preferable to include additives (anti-sagging agents, fillers, plasticizers, light stabilizers, etc.).
ウレタンプレポリマーの主成分は、ポリオールとポリイ
ソシアネートとからなる。The main components of the urethane prepolymer are polyol and polyisocyanate.
本発明に使われるポリオールにはポリテトラメチレング
リコール、ポリエチレングリコール、ポリプロピレング
リコール等のポリエーテル系ポリオール、ポリブタジェ
ンポリオール、ポリイソプレンポリオール等のオレフィ
ン系ポリオール、アジペート系ポリオール、ラクトン系
ポリオール、とマシ油等のポリエステル系ポリオールが
使用できる。また、必要に応じこれらのポリオールを数
種組合わせることもできる。Polyols used in the present invention include polyether polyols such as polytetramethylene glycol, polyethylene glycol, and polypropylene glycol, olefin polyols such as polybutadiene polyol and polyisoprene polyol, adipate polyols, lactone polyols, and mustard oil. Polyester polyols such as can be used. Moreover, several kinds of these polyols can be combined as necessary.
ポリイソシアネートには、トリレンジイソシアネート、
ジフェニルメタン4.4′−ジイソシアネートおよびこ
の変性品、1,5−ナフチレンジイソシアネート、ビト
リレンジイソシアネート、インフォロンノインシアネー
ト、キシレンジイソシアネート等が使用できる。Polyisocyanates include tolylene diisocyanate,
Diphenylmethane 4,4'-diisocyanate and its modified products, 1,5-naphthylene diisocyanate, bitolylene diisocyanate, infronnoincyanate, xylene diisocyanate, etc. can be used.
通常、ウレタンポリマーは当量比で(ポリイソシアネー
ト)/(ポリオール)=]、4/l〜2.5/1、好ま
しくは1.871〜2.2/1で反応させてえられる。Usually, the urethane polymer is obtained by reacting the polyisocyanate/(polyol) in an equivalent ratio of 4/l to 2.5/1, preferably 1.871 to 2.2/1.
可塑剤としては、ジオクチルフタレート、ジブチルフタ
レート等のフタル酸エステル系可塑剤、ジオクチルアジ
ペート、ジオクチルセバケート等の脂肪酸エステル系可
塑剤が好ましい。Preferred examples of the plasticizer include phthalate ester plasticizers such as dioctyl phthalate and dibutyl phthalate, and fatty acid ester plasticizers such as dioctyl adipate and dioctyl sebacate.
〈実施例〉 以下に実施例を用いて具体的に説明する。<Example> This will be specifically explained below using examples.
実施例1
第1表に記載の配合で硬化剤コンパウンド丁、■、■、
■を作成した。Example 1 Hardening agent compounds were prepared using the formulations listed in Table 1.
■Created.
■は触媒として、オクチル酸鉛とジブチルチンシラクレ
ートを用い本発明例とした。Example (2) is an example of the present invention using lead octylate and dibutyltin silacrate as catalysts.
■および■は触媒としてそれぞれ鉛系単独、錫系単独で
用い比較例とした。(2) and (2) are comparative examples in which lead-based catalysts and tin-based catalysts were used alone as catalysts, respectively.
■は鉛系触媒:錫系触媒の比率を範囲外としてa較例と
した7
次に、トリレンジイソシアネート(TDI)とポリプロ
ピレンクリコール(NCO6度2.9〜3.3%)より
なるクレタンブレボリマー100部と第1表に示す硬化
剤コンパウンド■〜■300部を20℃で混合し、シー
ラント組成物として硬化した。(2) was used as a comparative example with the ratio of lead-based catalyst: tin-based catalyst outside the range. 100 parts of polymer and 300 parts of curing agent compounds (1) to (2) shown in Table 1 were mixed at 20°C and cured as a sealant composition.
以下の試論を行い結果を第2表に示す。The following trial was conducted and the results are shown in Table 2.
(+)スランプ試験
JIS A3758 5.3項によるシーラントの温度
環境下(50℃)でのたれ試験、たれ長さで示す。(+) Slump test A sag test in a sealant temperature environment (50°C) according to JIS A3758 Section 5.3, expressed as sag length.
(2)表面タック試験 20℃、71後指触により調べる。(2) Surface tack test Test by finger touch after 71 days at 20°C.
(3)硬化性試論 20℃、7日後硬化状態を指触により調べる。(3) Curability test After 7 days at 20°C, check the cured state by touch.
(1)発泡試験
直径10m/+++長さ50m/Inの塩ビ製円筒にシ
ーラントを充てんし、硬化後円筒よりはみたした程度を
調べた。(1) Foaming test A vinyl chloride cylinder with a diameter of 10 m/+++ length of 50 m/In was filled with sealant, and the extent to which it filled the cylinder after curing was examined.
第1表
* 鉛分として201% 単
位重量部材 錫分として18wt%
第 2 表
組成単位重量部
i2表に示す如く、硬化剤コンパウンドm、■を使用す
るとスランプ、表面タック、硬化性及び発泡性に問題が
あるが硬化剤コンパウンドエ、■では問題は何ら見られ
ない。Table 1 * 201% as lead content Unit weight component 18wt% as tin content Table 2 Composition Unit weight part i As shown in Table 2, when hardener compounds m and ■ are used, slump, surface tack, hardenability and foaming properties are reduced. There is a problem, but no problem is seen with curing agent compound (2).
実施例2
第2表に示したシーラント組成物を使用し、接着試験を
実施した。接着試験はJIS 八5758に従い実施し
た。Example 2 An adhesion test was conducted using the sealant composition shown in Table 2. The adhesion test was conducted according to JIS 85758.
被 着 体:モルタル板 プライマーコブライマーNo30(横浜ゴム■製) 養生条件:前養生 標準状態 7日間 後養生 50±3℃7日間 試験条件:(1)標準状態7日+50±3℃7日後試験 (2) (1) + 20±3℃水浸漬7日?麦試験 (3) (1) +80±3℃14日t&試験 結果を第3表に示す。Covering body: mortar board Primer Coprimer No. 30 (manufactured by Yokohama Rubber) Curing conditions: Pre-curing standard condition 7 days Post-curing: 50±3℃ for 7 days Test conditions: (1) Standard condition 7 days + 50 ± 3°C 7 days later test (2) (1) + 20±3℃ water immersion for 7 days? wheat test (3) (1) +80±3℃ 14 days T & test The results are shown in Table 3.
第 3 表
】
第3表に示す如く、硬化剤コンパウンドm、■を使用し
た比較例は硬化性が悪い為に引張不能であった。Table 3] As shown in Table 3, the comparative examples using curing agent compounds m and 2 had poor curing properties and could not be stretched.
硬化剤コンパウンド■を使用した本発明例は、Tを使用
した比較例に比べて、接着性の上昇がみられた。The inventive example using curing agent compound (■) showed an increase in adhesion compared to the comparative example using T.
また本発明例は可使時間(ポットライフ)が比較例■よ
り2時間長く、約6時間であった。In addition, the pot life of the inventive example was about 6 hours, which was 2 hours longer than that of the comparative example (1).
〈発明の効果〉
本発明のシーラント組成物は、ポリウレタン系樹脂の触
媒として、鉛系触媒と錫系触媒を特定の比率で併用した
もので、以下の効果を有する。<Effects of the Invention> The sealant composition of the present invention uses a lead-based catalyst and a tin-based catalyst in a specific ratio as catalysts for polyurethane resin, and has the following effects.
■ 硬化性が環境温度の影響をうけにくい。■ Curability is less affected by environmental temperature.
■ 表面タックが減少する。■ Surface tack is reduced.
■ 可使時間か長くとれる。■ Longer pot life.
■ 接着性が改良される。■ Adhesion is improved.
Claims (1)
て、触媒として、鉛系触媒と錫系触媒とを、鉛対錫のモ
ル比で、30:1〜1.2:1で有してなることを特徴
とするシーラント組成物。(1) A polyurethane sealing material other than a one-component type, which contains a lead-based catalyst and a tin-based catalyst as catalysts at a molar ratio of lead to tin of 30:1 to 1.2:1. A sealant composition characterized by:
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61128833A JPS62285971A (en) | 1986-06-03 | 1986-06-03 | Sealant composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61128833A JPS62285971A (en) | 1986-06-03 | 1986-06-03 | Sealant composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS62285971A true JPS62285971A (en) | 1987-12-11 |
Family
ID=14994530
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP61128833A Pending JPS62285971A (en) | 1986-06-03 | 1986-06-03 | Sealant composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS62285971A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1860131A1 (en) * | 2006-05-24 | 2007-11-28 | Sika Technology AG | Catalyst system |
-
1986
- 1986-06-03 JP JP61128833A patent/JPS62285971A/en active Pending
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1860131A1 (en) * | 2006-05-24 | 2007-11-28 | Sika Technology AG | Catalyst system |
WO2007135187A1 (en) * | 2006-05-24 | 2007-11-29 | Sika Technology Ag | Catalysis system |
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