JPH02166111A - Production of rigid foam having imide group in its molecule - Google Patents
Production of rigid foam having imide group in its moleculeInfo
- Publication number
- JPH02166111A JPH02166111A JP63318486A JP31848688A JPH02166111A JP H02166111 A JPH02166111 A JP H02166111A JP 63318486 A JP63318486 A JP 63318486A JP 31848688 A JP31848688 A JP 31848688A JP H02166111 A JPH02166111 A JP H02166111A
- Authority
- JP
- Japan
- Prior art keywords
- molecule
- catalyst
- acid anhydride
- foam
- rigid foam
- 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
- 239000006260 foam Substances 0.000 title claims abstract description 26
- 125000005462 imide group Chemical group 0.000 title claims description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 27
- 150000008065 acid anhydrides Chemical class 0.000 claims abstract description 15
- 239000003054 catalyst Substances 0.000 claims abstract description 15
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 9
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 9
- -1 amine compound Chemical class 0.000 claims abstract description 7
- 150000002902 organometallic compounds Chemical class 0.000 claims abstract description 5
- LGRFSURHDFAFJT-UHFFFAOYSA-N phthalic anhydride Chemical group C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 5
- 239000012752 auxiliary agent Substances 0.000 claims description 4
- 239000002994 raw material Substances 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 abstract description 8
- LKLLNYWECKEQIB-UHFFFAOYSA-N 1,3,5-triazinane Chemical compound C1NCNCN1 LKLLNYWECKEQIB-UHFFFAOYSA-N 0.000 abstract description 3
- 239000007983 Tris buffer Substances 0.000 abstract description 3
- 239000002671 adjuvant Substances 0.000 abstract 1
- JQZRVMZHTADUSY-UHFFFAOYSA-L di(octanoyloxy)tin Chemical compound [Sn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O JQZRVMZHTADUSY-UHFFFAOYSA-L 0.000 abstract 1
- 229920005862 polyol Polymers 0.000 description 4
- 150000003077 polyols Chemical class 0.000 description 4
- 239000000779 smoke Substances 0.000 description 4
- 239000011550 stock solution Substances 0.000 description 4
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000012973 diazabicyclooctane Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 3
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 3
- NFDXQGNDWIPXQL-UHFFFAOYSA-N 1-cyclooctyldiazocane Chemical compound C1CCCCCCC1N1NCCCCCC1 NFDXQGNDWIPXQL-UHFFFAOYSA-N 0.000 description 2
- 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 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 229920002323 Silicone foam Polymers 0.000 description 2
- HIFVAOIJYDXIJG-UHFFFAOYSA-N benzylbenzene;isocyanic acid Chemical class N=C=O.N=C=O.C=1C=CC=CC=1CC1=CC=CC=C1 HIFVAOIJYDXIJG-UHFFFAOYSA-N 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000013514 silicone foam Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- AHDSRXYHVZECER-UHFFFAOYSA-N 2,4,6-tris[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(CN(C)C)=C(O)C(CN(C)C)=C1 AHDSRXYHVZECER-UHFFFAOYSA-N 0.000 description 1
- FZQMJOOSLXFQSU-UHFFFAOYSA-N 3-[3,5-bis[3-(dimethylamino)propyl]-1,3,5-triazinan-1-yl]-n,n-dimethylpropan-1-amine Chemical compound CN(C)CCCN1CN(CCCN(C)C)CN(CCCN(C)C)C1 FZQMJOOSLXFQSU-UHFFFAOYSA-N 0.000 description 1
- VQVIHDPBMFABCQ-UHFFFAOYSA-N 5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione Chemical compound C1=C2C(=O)OC(=O)C2=CC(C(C=2C=C3C(=O)OC(=O)C3=CC=2)=O)=C1 VQVIHDPBMFABCQ-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical group CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 239000007809 chemical reaction catalyst Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 125000005628 tolylene group Chemical group 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Polyurethanes Or Polyureas (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は分子内にイミド基を含む硬質フオームの製造方
法に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a method for producing a rigid foam containing an imide group in its molecule.
ａ）有機ポリイソシアナートと酸無水物より、分子内に
イミド基を含む硬質フオームを製造する方法は従来より
報告されている。 例えば、Ｊｏｕｒｎａｌ ｏｆ Ａ
ｐｐｌｉｅｄ Ｐｏｌｙｍｅｒ ５ｃｉｅｒ＋ｃｅ、ν
ｏｌ１４゜ＰＰ１０９３−１１０１ （１９７０）、Ｊ
ｏｕｒｎａｌ ｏｒ Ｃｅ１ｌｕｒａｒ Ｐｌａｓｔｉ
ｃｓ 、 Ｖｏｌ、 （１９７６）等がある。a) A method for producing a hard foam containing an imide group in the molecule from an organic polyisocyanate and an acid anhydride has been reported. For example, Journal of A
pplied Polymer 5cier+ce, ν
ol14゜PP1093-1101 (1970), J
internal or Celural Plasti
cs, Vol. (1976), etc.
ｂ）酸無水物とイソシアナート基を反応させるためには
、酸無水物の融点以上に反応温度をあげるか、あるいは
ジメチルスルホキシド、ジメチルホルムアミド、Ｎ−メ
チルピロリドン等の極性溶媒に、酸無水物を熔解し、反
応温度を下げる方法がとられている。b) In order to react an acid anhydride with an isocyanate group, the reaction temperature must be raised above the melting point of the acid anhydride, or the acid anhydride must be placed in a polar solvent such as dimethyl sulfoxide, dimethylformamide, or N-methylpyrrolidone. A method of melting and lowering the reaction temperature is used.
Ｃ）又、反応触媒としては、ジアザビシクロオクタン（
ＤＡＢＣＯ）、Ｎ、Ｎ’、Ｎ”−）リス（３−ジメチル
アミノメチルプロピル）へキサヒドロ−Ｓ−トリアジン
（Ｐｏｌｙｃａｔ−４１）、トリスアミノメチルフェノ
ール（ＤＭＰ−３０）等に代表される第三級アミン化合
物が使用されている。C) Also, as a reaction catalyst, diazabicyclooctane (
DABCO), N,N',N"-)lis(3-dimethylaminomethylpropyl)hexahydro-S-triazine (Polycat-41), trisaminomethylphenol (DMP-30), etc. Amine compounds are used.
しかしながら、極性溶媒に酸無水物を溶解し、有機ポリ
イソシアナートと反応させ、硬質フオームを得る方法は
、脱溶媒工程に時間がかかり、極めて生産性が劣るとい
う問題点がある。However, the method of obtaining a hard foam by dissolving an acid anhydride in a polar solvent and reacting it with an organic polyisocyanate has the problem that the solvent removal step takes time and the productivity is extremely low.
又、酸無水物の融点は２００℃を超えるものが多く、反
応温度も２００℃以上となり、反応温度を維持するため
に、膨大な熱エネルギーを必要とする問題点がある。Furthermore, the melting point of acid anhydrides is often over 200°C, and the reaction temperature is also over 200°C, which poses the problem of requiring a huge amount of thermal energy to maintain the reaction temperature.
以上のことから、両方法とも、これまで実用的なもので
はなかった。For the above reasons, both methods have not been practical until now.
反応温度を低下させ、且つ生産性を向上させるため、本
発明者等は、長年の間、種々の検討を行った結果、触媒
として、第三級アミン化合物と有機金属化合物の混合物
、酸無水物としてグリセロールトリスアンヒドロトリメ
リテートを使用することにより、上記の問題点を解決で
き、漸く本発明に到達した。In order to lower the reaction temperature and improve productivity, the present inventors have conducted various studies over many years, and as a result, as a catalyst, a mixture of a tertiary amine compound and an organometallic compound, an acid anhydride, etc. By using glycerol trisanhydrotrimellitate as a solvent, the above problems can be solved, and the present invention has finally been achieved.
すなわち本発明は、有機ポリイソシアナート、分子内に
少なくとも１つの無水フタル酸基を有する酸無水物、触
媒、その他の助剤を原料として、分子内にイミド基を含
む硬質フオームを製造する方法に於いて、
１）酸無水物としてグリセロールトリスアンヒドロトリ
メリテート、
２）触媒として第三級アミン化合物と有機金属化合物の
混合物
を使用することを特徴とする分子内にイミド基を含む硬
質フオームの製造方法に関する。That is, the present invention provides a method for producing a rigid foam containing an imide group in the molecule using an organic polyisocyanate, an acid anhydride having at least one phthalic anhydride group in the molecule, a catalyst, and other auxiliary agents. A hard foam containing an imide group in the molecule is characterized by using 1) glycerol trisanhydrotrimellitate as an acid anhydride and 2) a mixture of a tertiary amine compound and an organometallic compound as a catalyst. Regarding the manufacturing method.
本発明に於いて、分子内にイミド基を含む硬質フオーム
を製造するに当り、原料としての酸無水物は、従来公知
のものであり、分子内に、少な（とも１つの無水フタル
酸基を有する化合物（例えば、無水トリメリット酸、無
水ピロメリット酸、ベンゾフェノンテトラカルボン酸二
無水物、グリセロールアンヒドロトリメリテート等）が
使用される。その中でも好ましいものは、グリセロール
アンヒドロトリメリテートである。In the present invention, in producing the hard foam containing an imide group in the molecule, the acid anhydride used as the raw material is a conventionally known one, and the acid anhydride used as the raw material is one that contains a small number (at least one phthalic anhydride group) in the molecule. (e.g., trimellitic anhydride, pyromellitic anhydride, benzophenonetetracarboxylic dianhydride, glycerol anhydrotrimellitate, etc.).Among these, preferred is glycerol anhydrotrimellitate. .
本発明に於いて、使用する有機ポリイソシアナートとし
ては、従来公知のもので、時に限定はなく、芳香族、芳
香脂肪族、脂肪族、脂環式ポリイソシアナートおよびそ
れらの変性物が使用出来る。In the present invention, the organic polyisocyanates used are conventionally known ones, and there are no limitations, and aromatic, araliphatic, aliphatic, and cycloaliphatic polyisocyanates and modified products thereof can be used. .
このような化合物としては、例えばジフェニルメタンジ
イソシアナート、粗ジフェニルメタンジイソシアナート
、トリレンジイソシアナート、粗トリレンジイソシアナ
ート、キシリレンジイソシアナート、ヘキサメチレンジ
イソシアナート、イソホロンジイソシアナート、水添ジ
フェニルメタンジイソシアナート、水添トリレンジイソ
シアナート、トリフェニルメチレントリイソシアナート
、トリレントリイソシアナート、変性ジフェニルメタン
ジイソシアナート（カルボジイミド変性ｅ ｔｃ）等お
よびそれらの混合物、ならびにこれらのポリイソシアナ
ートの過剰量と、ポリオール（例えば低分子ポリオール
／またばポリマーポリオール）とを反応して得られる、
ＮＣＯ末端プレポリマー（ＮＧＯ含有例えば５〜３５％
）およびこれらの併用が挙げられる。Examples of such compounds include diphenylmethane diisocyanate, crude diphenylmethane diisocyanate, tolylene diisocyanate, crude tolylene diisocyanate, xylylene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, and hydrogenated diphenylmethane diisocyanate. Isocyanate, hydrogenated tolylene diisocyanate, triphenylmethylene triisocyanate, tolylene triisocyanate, modified diphenylmethane diisocyanate (carbodiimide modified ETC), etc., and mixtures thereof, as well as excess amounts of these polyisocyanates. , obtained by reacting with a polyol (e.g. low molecular polyol/or polymer polyol),
NCO-terminated prepolymer (e.g. 5-35% NGO content)
) and their combinations.
本発明に於いて使用される触媒としては、第三級アミン
化合物（例えばジアザビシクロオクタン、Ｎ、Ｎ’、Ｎ
″−トリス（３ジメチルアミノプロピル）へキサヒドロ
−ｓ−トリアジン、トリスアミノメチルフェノール等、
及び有機金属化合物（例えば、ジブチル錫ジラウレート
、オクタン酸第１錫等）の混合物であり、その中でも好
ましいものは、Ｎ、Ｎ“、Ｎ″°−トリス（３ジメチル
アミノプロピル）へキサヒドロ−ｓ−トリアジンとオク
タン酸第１錫の混合物である。Catalysts used in the present invention include tertiary amine compounds (e.g. diazabicyclooctane, N, N', N
″-tris(3dimethylaminopropyl)hexahydro-s-triazine, trisaminomethylphenol, etc.
and a mixture of organometallic compounds (e.g., dibutyltin dilaurate, stannous octoate, etc.), among which preferred are N,N",N"°-tris(3dimethylaminopropyl)hexahydro-s- It is a mixture of triazine and stannous octoate.
整泡剤は、従来より用いられるシリコン系整泡剤が使用
される。As the foam stabilizer, a conventionally used silicone foam stabilizer is used.
〔実施例］
以下、本発明を、更に具体的に説明するため、実施例及
び比較例をあげて説明するが、本発明はこれらの実施例
に限定されるものではない。[Examples] Hereinafter, in order to explain the present invention more specifically, Examples and Comparative Examples will be given and explained, but the present invention is not limited to these Examples.
実施例１
ボールミルで微粉砕した無水トリメリット酸２０ｇを、
常温ニテ、ＮＣ０Ｘ ３１．０ （７）ポリメリックＭ
ＤＩ（三井東圧化学■製Ｍ Ｄ Ｉ −ＣＲ２００）５
６ｇ中に十分、分散させた。Example 1 20g of trimellitic anhydride finely ground with a ball mill,
Room temperature Nite, NC0X 31.0 (7) Polymeric M
DI (MDI-CR200 manufactured by Mitsui Toatsu Chemical Co., Ltd.) 5
It was sufficiently dispersed in 6 g.
次に、シリコン系整泡剤（東しシリコン製５Ｈ１９３）
４ ｇと、触媒のＮ、Ｎ’、Ｎ″−トリス（３−ジメ
チルアミノメチル）へキサヒドロ−ｓ−トリアジン（サ
サンアブロ■製Ｐｏ１ｙｃｄｔ−４１） ４ ｇを添加
し、十分に攪拌混合した。その後、混合液を、内ｍ１８
０℃のオーブン中に放置した。Next, silicone foam stabilizer (5H193 manufactured by Toshi Silicone)
4 g of the catalyst and 4 g of N,N',N''-tris(3-dimethylaminomethyl)hexahydro-s-triazine (Polycdt-41 manufactured by Sasan Avro) were added, and the mixture was thoroughly stirred. Mixed liquid, inner m18
It was left in an oven at 0°C.
放置５分後から急激にガスが発生し始め、反応の進行を
示すものの、目的の硬質フオーム体を得ることは出来な
かった。After 5 minutes of standing, gas suddenly began to be generated, indicating the progress of the reaction, but the desired hard foam could not be obtained.
実施例２
ボールミルで微粉砕した無水トリメリット酸２０ｇを、
トリメチロールプロパンにプロピレンオキシドを付加し
た分子量３００のポリオール（三井東圧化学■製ＭＮＦ
３００） ２０ｇ中に十分に分散させた。Example 2 20g of trimellitic anhydride finely ground with a ball mill,
A polyol with a molecular weight of 300 made by adding propylene oxide to trimethylolpropane (MNF manufactured by Mitsui Toatsu Chemical Co., Ltd.)
300) Thoroughly dispersed in 20g.
次にＭＤ ｉ −ＣＲ２００９６ｇを加え、十分攪拌混
合した。 そして整泡剤 ＳＨ１９３４ｇ、触媒Ｐｏ１
ｙｃａｔ ４１４ ｇを、前記の混合液に添加した。Next, 20096 g of MD i -CR was added and thoroughly stirred and mixed. And foam stabilizer SH1934g, catalyst Po1
414 g of ycat was added to the above mixture.
その後、助剤を添加した原液を、内温１８０″Ｃのオー
ブン中に放置した。放置後３０分で、密度２７．０ｋｇ
／イ、圧縮強度１ 、５ ｋｇ ／ ｃ−の硬質フオー
ムを得た。Thereafter, the stock solution to which the auxiliary agent had been added was left in an oven with an internal temperature of 180"C. After 30 minutes, the density was 27.0 kg.
A hard foam with a compressive strength of 1.5 kg/c was obtained.
又、得られた硬質フオームは低発煙性で難燃性に優れた
ものであった。Moreover, the obtained hard foam had low smoke emission and excellent flame retardancy.
実施例３
ボールミルで微粉砕した無水トリメリット酸２０ｇを、
ＭＮＦ３００２ｏｇ中に十分分散させた。Example 3 20g of trimellitic anhydride finely ground with a ball mill,
It was sufficiently dispersed in MNF3002og.
次に、ＭＤ ｌ−ＣＲ２００９６ｇを加え、十分攪拌混
合した。 モして整泡剤Ｓ Ｈ−１９３４ｇ、触媒Ｐｏ
１ｙｃａＬ ４１２ ｇ 、触媒オクタン第一錫２ｇを
、前記の混合液に添加した。Next, 20096 g of MD l-CR was added and thoroughly stirred and mixed. Foam stabilizer S H-1934g, catalyst Po
412 g of 1ycaL and 2 g of stannous octane catalyst were added to the above mixture.
その後、助剤を添加した原液を、内温１８０°Ｃのオー
ブン中に放置した。放置後１０分で、密度２８３０ｋｇ
／ｎｆ、圧縮強度１．７ｋｇ／Ｃ４の硬質フオームを得
た。Thereafter, the stock solution to which the auxiliary agent had been added was left in an oven at an internal temperature of 180°C. Density 2830 kg after 10 minutes of standing
/nf, a hard foam with a compressive strength of 1.7 kg/C4 was obtained.
得られたフオームは低発煙性で難燃性に優れたものであ
った。The obtained foam had low smoke emission and excellent flame retardancy.
実施例４
ボールミルで微粉砕したグリセロールアンヒドロトリメ
リテート２０ｇを、ＭＤ Ｉ −ＣＲ２００５０ｇに十
分分散させた。Example 4 20 g of glycerol anhydrotrimellitate finely ground in a ball mill was sufficiently dispersed in 50 g of MD I-CR200.
次に、整泡剤 Ｓ Ｈ−１９３０，２ｇ 、触媒Ｐｏ１
ｙｃａ！４１２ ｇを添加し、十分撹拌混合した。Next, foam stabilizer S H-1930, 2g, catalyst Po1
yca! 412 g was added and thoroughly stirred and mixed.
混合原液を、内温１２０°Ｃのオーブンに放置した。The mixed stock solution was left in an oven with an internal temperature of 120°C.
放置後２０分で、密度２５ｋｇ／ｎ？、圧縮強度１ 、
２ ｋｇ ／Ｃ−の硬質フオームを得た。After 20 minutes, the density is 25 kg/n? , compressive strength 1,
A rigid foam of 2 kg/C- was obtained.
得られたフオームは、低発煙性で難燃性に優れたもので
あった。The obtained foam had low smoke emission and excellent flame retardancy.
実施例５
ボールミルで微粉砕したグリセロールアンヒドロトリメ
リテート２０ｇを、ＭＤ ｌ−ＣＲ２００５０ｇに十分
に分散させた。Example 5 20 g of glycerol anhydrotrimellitate finely ground in a ball mill was sufficiently dispersed in 50 g of MD l-CR200.
次に、整泡剤 Ｓ Ｈ−１９３０，２ｇ 、触媒Ｐｏ１
ｙｃａｔ４１１ ｇオクタン酸第１錫１ｇを添加し、十
分攪拌混合した。Next, foam stabilizer S H-1930, 2g, catalyst Po1
411 g of ycat and 1 g of stannous octoate were added, and the mixture was sufficiently stirred and mixed.
その混合原液を、内１１２０℃のオーブン中に放置した
。放置後１０分で、密度２１．０ｋｇ／ポ、圧縮強度１
．０ｋｇ／ｃ−の硬質フオームを得た。The mixed stock solution was left in an oven at 1120°C. 10 minutes after leaving, density 21.0 kg/po, compressive strength 1
．． A rigid foam of 0 kg/c- was obtained.
得られた硬質フオームは低発煙性で難燃性の優れたもの
であった。The obtained hard foam had low smoke emission and excellent flame retardancy.
本発明の方法によれば、フオーム製造時の反応温度を低
下させ、且つ反応時間を短くすることができることは、
実施例から明らかである。According to the method of the present invention, it is possible to lower the reaction temperature and shorten the reaction time during foam production.
This is clear from the examples.
特許出願 三井東圧化学株式会社Patent application Mitsui Toatsu Chemical Co., Ltd.
Claims (1)
の無水フタル酸基を有する酸無水物、触媒、その他の助
剤を原料として、分子内にイミド基を含む硬質フォーム
を製造する方法に於いて、 １）酸無水物としてグリセロールトリスアンヒドロトリ
メリテート、 ２）触媒として第三級アミン化合物と有機金属化合物の
混合物 を使用することを特徴とする分子内にイミド基を含む硬
質フォームの製造方法。[Claims] 1. Producing a rigid foam containing an imide group in the molecule using organic polyisocyanate, an acid anhydride having at least one phthalic anhydride group in the molecule, a catalyst, and other auxiliary agents as raw materials. The method comprises: 1) glycerol trisanhydrotrimellitate as the acid anhydride; 2) a mixture of a tertiary amine compound and an organometallic compound as the catalyst; Method of manufacturing rigid foam.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63318486A JPH02166111A (en) | 1988-12-19 | 1988-12-19 | Production of rigid foam having imide group in its molecule |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63318486A JPH02166111A (en) | 1988-12-19 | 1988-12-19 | Production of rigid foam having imide group in its molecule |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH02166111A true JPH02166111A (en) | 1990-06-26 |
Family
ID=18099657
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63318486A Pending JPH02166111A (en) | 1988-12-19 | 1988-12-19 | Production of rigid foam having imide group in its molecule |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH02166111A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03103419A (en) * | 1989-07-13 | 1991-04-30 | Manville Service Corp | Light-weight flexible imide foam and its manufacture |
| JP2013036031A (en) * | 2011-07-08 | 2013-02-21 | Sanyo Chem Ind Ltd | Strength improver for polyurethane foam production |
| JP2013040330A (en) * | 2011-07-20 | 2013-02-28 | Sanyo Chem Ind Ltd | Additive for strength improvement for producing polyurethane foam |
-
1988
- 1988-12-19 JP JP63318486A patent/JPH02166111A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03103419A (en) * | 1989-07-13 | 1991-04-30 | Manville Service Corp | Light-weight flexible imide foam and its manufacture |
| JP2013036031A (en) * | 2011-07-08 | 2013-02-21 | Sanyo Chem Ind Ltd | Strength improver for polyurethane foam production |
| JP2013040330A (en) * | 2011-07-20 | 2013-02-28 | Sanyo Chem Ind Ltd | Additive for strength improvement for producing polyurethane foam |
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