JP7380259B2

JP7380259B2 - ポリカーボネートジオールの製造法

ポリカーボネートジオールの製造法 Download PDF

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Publication number: JP7380259B2
Authority: JP; Japan
Prior art keywords: polycarbonate diol; carbonate; catalyst; meth; reaction
Prior art date: 2019-02-01
Legal status : Active

Application number

JP2020011808A

Other languages

English (en)

Japanese (ja)

Other versions

JP2020125467A (ja

JP2020125467A5 (enrdf_load_stackoverflow

Inventor

泰子中嶋

優太日置

Current Assignee

Mitsubishi Chemical Corp

Original Assignee

Mitsubishi Chemical Corp

Priority date

2019-02-01

Filing date

2020-01-28

Publication date

2023-11-15

2020-01-28 Application filed by Mitsubishi Chemical Corp filed Critical Mitsubishi Chemical Corp

2020-08-20 Publication of JP2020125467A publication Critical patent/JP2020125467A/ja

2022-09-12 Publication of JP2020125467A5 publication Critical patent/JP2020125467A5/ja

2023-11-15 Application granted granted Critical

2023-11-15 Publication of JP7380259B2 publication Critical patent/JP7380259B2/ja

Status Active legal-status Critical Current

2040-01-28 Anticipated expiration legal-status Critical

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150000002009 diols Chemical class 0.000 title claims description 346
239000004417 polycarbonate Substances 0.000 title claims description 315
229920000515 polycarbonate Polymers 0.000 title claims description 315
238000004519 manufacturing process Methods 0.000 title claims description 153
150000001875 compounds Chemical class 0.000 claims description 212
239000003054 catalyst Substances 0.000 claims description 194
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 168
239000004814 polyurethane Substances 0.000 claims description 140
229920002635 polyurethane Polymers 0.000 claims description 140
-1 poly(oxyalkylene) Polymers 0.000 claims description 138
239000000203 mixture Substances 0.000 claims description 122
238000000034 method Methods 0.000 claims description 98
239000002994 raw material Substances 0.000 claims description 69
238000005809 transesterification reaction Methods 0.000 claims description 65
KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims description 63
229910052751 metal Inorganic materials 0.000 claims description 55
239000002184 metal Substances 0.000 claims description 55
239000000178 monomer Substances 0.000 claims description 50
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 30
239000011777 magnesium Substances 0.000 claims description 28
125000004432 carbon atom Chemical group C* 0.000 claims description 26
125000005843 halogen group Chemical group 0.000 claims description 26
150000004650 carbonic acid diesters Chemical class 0.000 claims description 22
239000011701 zinc Substances 0.000 claims description 21
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 20
125000004430 oxygen atom Chemical group O* 0.000 claims description 20
229910052749 magnesium Inorganic materials 0.000 claims description 19
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 18
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 18
229910052725 zinc Inorganic materials 0.000 claims description 18
125000001931 aliphatic group Chemical group 0.000 claims description 15
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 14
ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 claims description 13
OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 claims description 12
125000004122 cyclic group Chemical group 0.000 claims description 12
150000003839 salts Chemical class 0.000 claims description 10
125000002723 alicyclic group Chemical group 0.000 claims description 8
IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 7
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
230000000737 periodic effect Effects 0.000 claims description 5
YFHICDDUDORKJB-UHFFFAOYSA-N trimethylene carbonate Chemical compound O=C1OCCCO1 YFHICDDUDORKJB-UHFFFAOYSA-N 0.000 claims description 5
239000011575 calcium Substances 0.000 claims description 4
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
229910052788 barium Inorganic materials 0.000 claims description 3
DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 3
229910052791 calcium Inorganic materials 0.000 claims description 3
239000002243 precursor Substances 0.000 claims description 3
RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 3
125000001183 hydrocarbyl group Chemical group 0.000 claims 8
238000006243 chemical reaction Methods 0.000 description 184
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 122
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 88
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 53
239000002904 solvent Substances 0.000 description 49
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 45
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 43
239000010408 film Substances 0.000 description 38
125000002887 hydroxy group Chemical group [H]O* 0.000 description 38
230000000052 comparative effect Effects 0.000 description 36
239000006227 byproduct Substances 0.000 description 35
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 34
229920005862 polyol Polymers 0.000 description 34
150000003077 polyols Chemical class 0.000 description 34
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 33
238000004132 cross linking Methods 0.000 description 32
229920000642 polymer Polymers 0.000 description 31
238000006116 polymerization reaction Methods 0.000 description 31
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 28
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 27
239000000047 product Substances 0.000 description 27
238000004821 distillation Methods 0.000 description 26
239000004970 Chain extender Substances 0.000 description 25
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 25
239000005056 polyisocyanate Substances 0.000 description 25
229920001228 polyisocyanate Polymers 0.000 description 25
239000000243 solution Substances 0.000 description 25
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
238000012360 testing method Methods 0.000 description 22
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 20
239000000839 emulsion Substances 0.000 description 19
230000000694 effects Effects 0.000 description 18
150000002989 phenols Chemical class 0.000 description 18
239000000126 substance Substances 0.000 description 18
239000010409 thin film Substances 0.000 description 18
YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical class CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 17
AKTIAGQCYPCKFX-SYWGCQIGSA-L magnesium;(e)-4-oxopent-2-en-2-olate Chemical compound [Mg+2].C\C([O-])=C/C(C)=O.C\C([O-])=C/C(C)=O AKTIAGQCYPCKFX-SYWGCQIGSA-L 0.000 description 17
KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 17
VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 16
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 16
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 16
230000000704 physical effect Effects 0.000 description 16
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 15
239000003973 paint Substances 0.000 description 15
239000000654 additive Substances 0.000 description 14
150000002430 hydrocarbons Chemical group 0.000 description 14
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 14
238000012545 processing Methods 0.000 description 14
230000007423 decrease Effects 0.000 description 13
239000002649 leather substitute Substances 0.000 description 13
239000000463 material Substances 0.000 description 13
239000003505 polymerization initiator Substances 0.000 description 13
230000015572 biosynthetic process Effects 0.000 description 12
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 12
239000011521 glass Substances 0.000 description 12
238000000691 measurement method Methods 0.000 description 12
230000009257 reactivity Effects 0.000 description 12
ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 11
239000002585 base Substances 0.000 description 11
238000009835 boiling Methods 0.000 description 11
238000000576 coating method Methods 0.000 description 11
238000007654 immersion Methods 0.000 description 11
SXAMGRAIZSSWIH-UHFFFAOYSA-N 2-[3-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,2,4-oxadiazol-5-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1=NOC(=N1)CC(=O)N1CC2=C(CC1)NN=N2 SXAMGRAIZSSWIH-UHFFFAOYSA-N 0.000 description 10
125000003545 alkoxy group Chemical group 0.000 description 10
125000004104 aryloxy group Chemical group 0.000 description 10
230000008859 change Effects 0.000 description 10
239000003795 chemical substances by application Substances 0.000 description 10
239000000835 fiber Substances 0.000 description 10
239000012948 isocyanate Substances 0.000 description 10
150000002513 isocyanates Chemical class 0.000 description 10
238000005160 1H NMR spectroscopy Methods 0.000 description 9
RVDLHGSZWAELAU-UHFFFAOYSA-N 5-tert-butylthiophene-2-carbonyl chloride Chemical compound CC(C)(C)C1=CC=C(C(Cl)=O)S1 RVDLHGSZWAELAU-UHFFFAOYSA-N 0.000 description 9
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical group CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
239000011248 coating agent Substances 0.000 description 9
125000000524 functional group Chemical group 0.000 description 9
238000005259 measurement Methods 0.000 description 9
235000011007 phosphoric acid Nutrition 0.000 description 9
239000003504 photosensitizing agent Substances 0.000 description 9
229920000166 polytrimethylene carbonate Polymers 0.000 description 9
230000008569 process Effects 0.000 description 9
230000035484 reaction time Effects 0.000 description 9
239000007787 solid Substances 0.000 description 9
YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 8
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 8
CUJRVFIICFDLGR-UHFFFAOYSA-N acetylacetonate Chemical compound CC(=O)[CH-]C(C)=O CUJRVFIICFDLGR-UHFFFAOYSA-N 0.000 description 8
239000000853 adhesive Substances 0.000 description 8
230000001070 adhesive effect Effects 0.000 description 8
229910000147 aluminium phosphate Inorganic materials 0.000 description 8
150000001412 amines Chemical class 0.000 description 8
PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 8
230000003197 catalytic effect Effects 0.000 description 8
230000006866 deterioration Effects 0.000 description 8
229920001971 elastomer Polymers 0.000 description 8
238000005755 formation reaction Methods 0.000 description 8
230000001771 impaired effect Effects 0.000 description 8
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238000007086 side reaction Methods 0.000 description 8
238000004448 titration Methods 0.000 description 8
229940035437 1,3-propanediol Drugs 0.000 description 7
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210000004177 elastic tissue Anatomy 0.000 description 7
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
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238000003756 stirring Methods 0.000 description 7
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239000010936 titanium Substances 0.000 description 7
TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 6
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241001550224 Apha Species 0.000 description 6
239000004593 Epoxy Substances 0.000 description 6
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238000007259 addition reaction Methods 0.000 description 6
239000007864 aqueous solution Substances 0.000 description 6
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239000003153 chemical reaction reagent Substances 0.000 description 6
238000004040 coloring Methods 0.000 description 6
150000005676 cyclic carbonates Chemical class 0.000 description 6
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
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239000000806 elastomer Substances 0.000 description 6
238000010894 electron beam technology Methods 0.000 description 6
150000002148 esters Chemical class 0.000 description 6
125000001033 ether group Chemical group 0.000 description 6
238000002474 experimental method Methods 0.000 description 6
238000005227 gel permeation chromatography Methods 0.000 description 6
230000007062 hydrolysis Effects 0.000 description 6
238000006460 hydrolysis reaction Methods 0.000 description 6
239000012535 impurity Substances 0.000 description 6
239000003112 inhibitor Substances 0.000 description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
230000037048 polymerization activity Effects 0.000 description 6
DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 5
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 5
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ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 5
QWGRWMMWNDWRQN-UHFFFAOYSA-N 2-methylpropane-1,3-diol Chemical compound OCC(C)CO QWGRWMMWNDWRQN-UHFFFAOYSA-N 0.000 description 5
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RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 5
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 5
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 5
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
239000005642 Oleic acid Substances 0.000 description 5
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 5
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ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 5
YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 5
150000001252 acrylic acid derivatives Chemical class 0.000 description 5
230000000996 additive effect Effects 0.000 description 5
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 5
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239000011572 manganese Substances 0.000 description 5
238000002844 melting Methods 0.000 description 5
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QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 5
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238000012986 modification Methods 0.000 description 5
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
239000003921 oil Substances 0.000 description 5
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 5
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WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
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239000000565 sealant Substances 0.000 description 5
238000003786 synthesis reaction Methods 0.000 description 5
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
WZFUQSJFWNHZHM-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 WZFUQSJFWNHZHM-UHFFFAOYSA-N 0.000 description 4
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
239000004721 Polyphenylene oxide Substances 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 4
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
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