SU336868A1 - - Google Patents
Info
- Publication number
- SU336868A1 SU336868A1 SU1357417A SU1357417A SU336868A1 SU 336868 A1 SU336868 A1 SU 336868A1 SU 1357417 A SU1357417 A SU 1357417A SU 1357417 A SU1357417 A SU 1357417A SU 336868 A1 SU336868 A1 SU 336868A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- isomer
- mixture
- aniline
- formaldehyde
- temperature
- Prior art date
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 26
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 18
- 239000011541 reaction mixture Substances 0.000 claims description 10
- OHKOAJUTRVTYSW-UHFFFAOYSA-N 2-[(2-aminophenyl)methyl]aniline Chemical compound NC1=CC=CC=C1CC1=CC=CC=C1N OHKOAJUTRVTYSW-UHFFFAOYSA-N 0.000 claims description 8
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 230000003197 catalytic Effects 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims description 2
- 239000012467 final product Substances 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 125000004435 hydrogen atoms Chemical class [H]* 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- 238000007792 addition Methods 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 229920000768 polyamine Polymers 0.000 description 9
- -1 diphenylmethane diamines Chemical class 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 6
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- MMCPOSDMTGQNKG-UHFFFAOYSA-N Anilinium chloride Chemical compound Cl.NC1=CC=CC=C1 MMCPOSDMTGQNKG-UHFFFAOYSA-N 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 238000001030 gas--liquid chromatography Methods 0.000 description 5
- MVPPADPHJFYWMZ-UHFFFAOYSA-N Chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- UPMLOUAZCHDJJD-UHFFFAOYSA-N Diphenylmethane p,p'-diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 4
- 229920001228 Polyisocyanate Polymers 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- 239000005056 polyisocyanate Substances 0.000 description 4
- OHQOKJPHNPUMLN-UHFFFAOYSA-N N,N'-diphenylmethanediamine Chemical class C=1C=CC=CC=1NCNC1=CC=CC=C1 OHQOKJPHNPUMLN-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 230000000875 corresponding Effects 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- 239000000284 extract Substances 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- YGYAWVDWMABLBF-UHFFFAOYSA-N phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000008098 formaldehyde solution Substances 0.000 description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N methylene dichloride Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L mgso4 Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- DGTNSSLYPYDJGL-UHFFFAOYSA-N Phenylisocyanate Chemical class O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N [N-]=C=O Chemical compound [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000012970 cakes Nutrition 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000005442 diisocyanate group Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- RTWNYYOXLSILQN-UHFFFAOYSA-N methanediamine Chemical compound NCN RTWNYYOXLSILQN-UHFFFAOYSA-N 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 230000001264 neutralization Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Publications (1)
Publication Number | Publication Date |
---|---|
SU336868A1 true SU336868A1 (de) |
Family
ID=
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5286760A (en) | Process for reducing impurity levels in methylene diphenyamines | |
US9701617B2 (en) | Process for producing diamines and polyamines of the diphenylmethane series | |
US3676497A (en) | Process for preparing di(aminophenyl)-methanes | |
TWI325856B (en) | Production of mixtures of diisocyanates and polyisocyanates from the diphenylmethane series with high contents of 4,4'-methylenediphenyl diisocyanate and 2,4'-methylenediphenyl diisocyanate | |
SU1036246A3 (ru) | Способ получени смеси ди-/аминофенил/-метанов и олигомерных полиметиленполифенилполиаминов | |
JP4722352B2 (ja) | 淡色のイソシアナート、これらの製造と使用 | |
US4792624A (en) | Process for polymeric MDA, recycle of finished polymeric MDA | |
RU2398760C2 (ru) | Способ получения диаминодифенилметанов | |
US4761498A (en) | Diisocyanates and diisocyanate mixtures based on diphenylmethane, processes for their production and their use as isocyanate component in the production of polyurethane plastics by the isocyanate polyaddition process | |
US20100185011A1 (en) | Process for preparing mixtures of diphenyl-methane diisocyanates and polyphenyl-polymethylene polyisocyanates | |
US3857890A (en) | Process for preparing methylene-di-anilines | |
KR20030074373A (ko) | 감소된 색상 값을 갖는 디페닐 메탄 계열의폴리이소시아네이트의 제조 방법 | |
US4924028A (en) | Process for the production of polynuclear aromatic polyamines | |
US4259526A (en) | Process for the preparation of mixtures of polyamines of the polyamino-polyaryl-polymethylene type | |
US4014914A (en) | Manufacture of 4,4'-diphenylmethane diisocyanate and a mixture of diisocyanates and polyisocyanates | |
US5386059A (en) | Process for preparing polyamines for lighter color polyisocyanate based foam | |
SU336868A1 (de) | ||
CA2038126A1 (en) | Method of improving the quality of crude diaminodiphenylmethanes | |
CN111630028B (zh) | 制备亚甲基二亚苯基二异氰酸酯和多亚甲基多亚苯基多异氰酸酯的方法 | |
US4587058A (en) | Diisocyanates of the diphenyl methane series and processes for the production thereof | |
US4720582A (en) | Diamines and a process for their production | |
US4675437A (en) | Cycloaliphatic triisocyanates | |
US5663424A (en) | Fractionation and purification of aromatic polyamine mixtures and the use thereof | |
US5679841A (en) | Fractionation and purification of aromatic polyamine mixtures and the use thereof | |
US4029705A (en) | Purification process for MDA |