TW201114826A

TW201114826A - Phenylphosphonate flame retardant compositions

Phenylphosphonate flame retardant compositions Download PDF

Info

Publication number: TW201114826A
Authority: TW; Taiwan
Prior art keywords: group; bis; alkyl; substituent; hydroxy
Prior art date: 2009-07-06

Application number

TW099122048A

Other languages

English (en)

Chinese (zh)

Inventor

Rainer Xalter

Thomas Weiss

Michael Roth

Holger Hoppe

Original Assignee

Basf Se

Priority date

2009-07-06

Filing date

2010-07-05

Publication date

2011-05-01

2010-07-05 Application filed by Basf Se filed Critical Basf Se

2011-05-01 Publication of TW201114826A publication Critical patent/TW201114826A/zh

Links

239000000203 mixture Substances 0.000 title claims abstract description 102
239000003063 flame retardant Substances 0.000 title claims abstract description 45
RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 title claims abstract description 35
QLZHNIAADXEJJP-UHFFFAOYSA-L dioxido-oxo-phenyl-$l^{5}-phosphane Chemical compound [O-]P([O-])(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-L 0.000 title claims description 22
229920001169 thermoplastic Polymers 0.000 claims abstract description 17
229920000877 Melamine resin Polymers 0.000 claims abstract description 15
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims abstract description 15
-1 Cyclohexyloxy-2,2,6,6-tetramethyl-4-octadecylamine Chemical compound 0.000 claims description 112
125000000217 alkyl group Chemical group 0.000 claims description 87
239000001257 hydrogen Substances 0.000 claims description 59
229910052739 hydrogen Inorganic materials 0.000 claims description 59
229920001577 copolymer Polymers 0.000 claims description 57
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 35
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 34
150000001875 compounds Chemical class 0.000 claims description 33
FUSRYQFNOAIOLF-UHFFFAOYSA-N phenylphosphonic acid;1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(N)=N1.OP(O)(=O)C1=CC=CC=C1 FUSRYQFNOAIOLF-UHFFFAOYSA-N 0.000 claims description 27
OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine group Chemical group NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 25
125000001424 substituent group Chemical group 0.000 claims description 24
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 23
125000000753 cycloalkyl group Chemical group 0.000 claims description 21
125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 20
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 18
125000003396 thiol group Chemical group [H]S* 0.000 claims description 17
125000006309 butyl amino group Chemical group 0.000 claims description 16
239000000758 substrate Substances 0.000 claims description 16
229910052757 nitrogen Inorganic materials 0.000 claims description 15
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
238000000034 method Methods 0.000 claims description 14
229920000307 polymer substrate Polymers 0.000 claims description 12
125000003342 alkenyl group Chemical group 0.000 claims description 10
125000003545 alkoxy group Chemical group 0.000 claims description 10
229920001519 homopolymer Polymers 0.000 claims description 10
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
239000000178 monomer Substances 0.000 claims description 9
125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 8
229920002554 vinyl polymer Polymers 0.000 claims description 8
JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 7
150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 7
150000003053 piperidines Chemical class 0.000 claims description 7
229920000098 polyolefin Polymers 0.000 claims description 7
HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 claims description 6
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
229940116351 sebacate Drugs 0.000 claims description 6
CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 claims description 6
239000007859 condensation product Substances 0.000 claims description 5
239000000052 vinegar Substances 0.000 claims description 5
235000021419 vinegar Nutrition 0.000 claims description 5
RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-Tetramethylpiperidine Substances CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 claims description 4
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 4
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
239000007795 chemical reaction product Substances 0.000 claims description 4
BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims description 4
125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 3
WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 claims description 3
150000001336 alkenes Chemical class 0.000 claims description 3
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
229910052760 oxygen Inorganic materials 0.000 claims description 3
239000001301 oxygen Substances 0.000 claims description 3
150000004885 piperazines Chemical class 0.000 claims description 3
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
239000000126 substance Substances 0.000 claims description 3
JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 claims description 2
VVISQEKWYPFFLK-UHFFFAOYSA-N 2-n,2-n,4-n,4-n-tetrabutyl-6-chloro-1,3,5-triazine-2,4-diamine Chemical compound CCCCN(CCCC)C1=NC(Cl)=NC(N(CCCC)CCCC)=N1 VVISQEKWYPFFLK-UHFFFAOYSA-N 0.000 claims description 2
229910052799 carbon Inorganic materials 0.000 claims description 2
125000004915 dibutylamino group Chemical group C(CCC)N(CCCC)* 0.000 claims description 2
125000004464 hydroxyphenyl group Chemical group 0.000 claims description 2
UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 2
150000002431 hydrogen Chemical class 0.000 claims 2
MALHMPVUZHQAKX-UHFFFAOYSA-N C(CCCCCCCCC)C1(NC(CCC1)(CCCCCCCCCC)CCCCCCCCCC)CCCCCCCCCC Chemical compound C(CCCCCCCCC)C1(NC(CCC1)(CCCCCCCCCC)CCCCCCCCCC)CCCCCCCCCC MALHMPVUZHQAKX-UHFFFAOYSA-N 0.000 claims 1
FTDULLYYIHRHRW-UHFFFAOYSA-N CCCCCCCCCCC1(CC(=O)CC(N1OCC(C)(C)O)(CCCCCCCCCC)CCCCCCCCCC)CCCCCCCCCC Chemical compound CCCCCCCCCCC1(CC(=O)CC(N1OCC(C)(C)O)(CCCCCCCCCC)CCCCCCCCCC)CCCCCCCCCC FTDULLYYIHRHRW-UHFFFAOYSA-N 0.000 claims 1
PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 claims 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
JLOAPAGFWFMZLD-UHFFFAOYSA-N bis(1-cyclohexyloxy-2,2,6,6-tetramethylpiperidin-4-yl) hexanedioate Chemical compound CC1(C)CC(OC(=O)CCCCC(=O)OC2CC(C)(C)N(OC3CCCCC3)C(C)(C)C2)CC(C)(C)N1OC1CCCCC1 JLOAPAGFWFMZLD-UHFFFAOYSA-N 0.000 claims 1
DTSDBGVDESRKKD-UHFFFAOYSA-N n'-(2-aminoethyl)propane-1,3-diamine Chemical compound NCCCNCCN DTSDBGVDESRKKD-UHFFFAOYSA-N 0.000 claims 1
125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 1
238000005096 rolling process Methods 0.000 claims 1
PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 claims 1
235000021286 stilbenes Nutrition 0.000 claims 1
229920000642 polymer Polymers 0.000 abstract description 50
238000004519 manufacturing process Methods 0.000 abstract description 4
DZTVZTIWIQLJRV-UHFFFAOYSA-N NC(N)=N.OP(=O)c1ccccc1 Chemical class NC(N)=N.OP(=O)c1ccccc1 DZTVZTIWIQLJRV-UHFFFAOYSA-N 0.000 abstract 1
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 43
239000000654 additive Substances 0.000 description 32
238000012360 testing method Methods 0.000 description 29
125000003118 aryl group Chemical group 0.000 description 27
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 24
239000005977 Ethylene Substances 0.000 description 24
239000002253 acid Substances 0.000 description 22
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 18
150000001412 amines Chemical class 0.000 description 17
125000004432 carbon atom Chemical group C* 0.000 description 17
239000004417 polycarbonate Substances 0.000 description 17
239000003381 stabilizer Substances 0.000 description 17
230000000996 additive effect Effects 0.000 description 16
239000004743 Polypropylene Substances 0.000 description 15
229920001155 polypropylene Polymers 0.000 description 15
229920000515 polycarbonate Polymers 0.000 description 14
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 13
125000001931 aliphatic group Chemical group 0.000 description 13
229920000768 polyamine Polymers 0.000 description 13
239000004721 Polyphenylene oxide Substances 0.000 description 12
238000007792 addition Methods 0.000 description 12
HCUOEKSZWPGJIM-IYNMRSRQSA-N (e,2z)-2-hydroxyimino-6-methoxy-4-methyl-5-nitrohex-3-enamide Chemical compound COCC([N+]([O-])=O)\C(C)=C\C(=N\O)\C(N)=O HCUOEKSZWPGJIM-IYNMRSRQSA-N 0.000 description 11
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
239000004698 Polyethylene Substances 0.000 description 10
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 10
238000002485 combustion reaction Methods 0.000 description 10
229920000573 polyethylene Polymers 0.000 description 10
150000003839 salts Chemical class 0.000 description 10
239000005062 Polybutadiene Substances 0.000 description 9
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 9
229920002857 polybutadiene Polymers 0.000 description 9
KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 9
229920001684 low density polyethylene Polymers 0.000 description 8
239000004702 low-density polyethylene Substances 0.000 description 8
238000012545 processing Methods 0.000 description 8
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 8
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 7
QLZHNIAADXEJJP-UHFFFAOYSA-N Phenylphosphonic acid Chemical compound OP(O)(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-N 0.000 description 7
125000003710 aryl alkyl group Chemical group 0.000 description 7
ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 7
238000002386 leaching Methods 0.000 description 7
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
229920000570 polyether Polymers 0.000 description 7
229920006324 polyoxymethylene Polymers 0.000 description 7
239000004800 polyvinyl chloride Substances 0.000 description 7
229920000915 polyvinyl chloride Polymers 0.000 description 7
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 7
KSSJBGNOJJETTC-UHFFFAOYSA-N COC1=C(C=CC=C1)N(C1=CC=2C3(C4=CC(=CC=C4C=2C=C1)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC(=CC=C1C=1C=CC(=CC=13)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC=C(C=C1)OC Chemical compound COC1=C(C=CC=C1)N(C1=CC=2C3(C4=CC(=CC=C4C=2C=C1)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC(=CC=C1C=1C=CC(=CC=13)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)N(C1=CC=C(C=C1)OC)C1=C(C=CC=C1)OC)C1=CC=C(C=C1)OC KSSJBGNOJJETTC-UHFFFAOYSA-N 0.000 description 6
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
239000003054 catalyst Substances 0.000 description 6
239000003795 chemical substances by application Substances 0.000 description 6
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 6
229910052751 metal Inorganic materials 0.000 description 6
239000002184 metal Substances 0.000 description 6
XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 6
238000006116 polymerization reaction Methods 0.000 description 6
238000002360 preparation method Methods 0.000 description 6
229920000742 Cotton Polymers 0.000 description 5
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
239000004676 acrylonitrile butadiene styrene Substances 0.000 description 5
239000001361 adipic acid Substances 0.000 description 5
235000011037 adipic acid Nutrition 0.000 description 5
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 5
150000001993 dienes Chemical class 0.000 description 5
239000000463 material Substances 0.000 description 5
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 5
229920000728 polyester Polymers 0.000 description 5
229920006380 polyphenylene oxide Polymers 0.000 description 5
239000000047 product Substances 0.000 description 5
239000004416 thermosoftening plastic Substances 0.000 description 5
AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 4
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
150000007513 acids Chemical class 0.000 description 4
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
229920002877 acrylic styrene acrylonitrile Polymers 0.000 description 4
XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 4
229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 4
229920001400 block copolymer Polymers 0.000 description 4
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 4
238000000354 decomposition reaction Methods 0.000 description 4
239000006185 dispersion Substances 0.000 description 4
229920001971 elastomer Polymers 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
239000007789 gas Substances 0.000 description 4
NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
238000002156 mixing Methods 0.000 description 4
MSVORCUEJCHPKS-UHFFFAOYSA-N phenoxy(phenyl)phosphinic acid Chemical compound C=1C=CC=CC=1P(=O)(O)OC1=CC=CC=C1 MSVORCUEJCHPKS-UHFFFAOYSA-N 0.000 description 4
229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 4
229920001707 polybutylene terephthalate Polymers 0.000 description 4
239000000843 powder Substances 0.000 description 4
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
239000000243 solution Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
125000004178 (C1-C4) alkyl group Chemical group 0.000 description 3
MZAGXDHQGXUDDX-JSRXJHBZSA-N (e,2z)-4-ethyl-2-hydroxyimino-5-nitrohex-3-enamide Chemical compound [O-][N+](=O)C(C)C(/CC)=C/C(=N/O)/C(N)=O MZAGXDHQGXUDDX-JSRXJHBZSA-N 0.000 description 3
WJFOLPVOHYPWPQ-UHFFFAOYSA-N C1(=CC=CC=C1)P(O)(O)=O.NN Chemical compound C1(=CC=CC=C1)P(O)(O)=O.NN WJFOLPVOHYPWPQ-UHFFFAOYSA-N 0.000 description 3
OIFBSDVPJOWBCH-UHFFFAOYSA-N Diethyl carbonate Chemical compound CCOC(=O)OCC OIFBSDVPJOWBCH-UHFFFAOYSA-N 0.000 description 3
229920002943 EPDM rubber Polymers 0.000 description 3
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KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 3
239000004433 Thermoplastic polyurethane Substances 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
239000007983 Tris buffer Substances 0.000 description 3
125000002947 alkylene group Chemical group 0.000 description 3
125000004429 atom Chemical group 0.000 description 3
150000004649 carbonic acid derivatives Chemical class 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
239000013078 crystal Substances 0.000 description 3
239000008367 deionised water Substances 0.000 description 3
229910021641 deionized water Inorganic materials 0.000 description 3
150000001991 dicarboxylic acids Chemical class 0.000 description 3
239000000806 elastomer Substances 0.000 description 3
239000005038 ethylene vinyl acetate Substances 0.000 description 3
229920005669 high impact polystyrene Polymers 0.000 description 3
239000004797 high-impact polystyrene Substances 0.000 description 3
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 3
229920000092 linear low density polyethylene Polymers 0.000 description 3
239000004707 linear low-density polyethylene Substances 0.000 description 3
239000000155 melt Substances 0.000 description 3
150000002739 metals Chemical class 0.000 description 3
150000005673 monoalkenes Chemical class 0.000 description 3
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
125000001624 naphthyl group Chemical group 0.000 description 3
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 3
229920002239 polyacrylonitrile Polymers 0.000 description 3
229920005629 polypropylene homopolymer Polymers 0.000 description 3
229920001343 polytetrafluoroethylene Polymers 0.000 description 3
239000004810 polytetrafluoroethylene Substances 0.000 description 3
230000008569 process Effects 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
239000007787 solid Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
230000001360 synchronised effect Effects 0.000 description 3
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
229920002803 thermoplastic polyurethane Polymers 0.000 description 3
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IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
238000010526 radical polymerization reaction Methods 0.000 description 1
230000002441 reversible effect Effects 0.000 description 1
239000005060 rubber Substances 0.000 description 1
239000011833 salt mixture Substances 0.000 description 1
238000007493 shaping process Methods 0.000 description 1
125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 1
239000000779 smoke Substances 0.000 description 1
239000002689 soil Substances 0.000 description 1
239000007790 solid phase Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000009987 spinning Methods 0.000 description 1
238000011105 stabilization Methods 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
239000004575 stone Substances 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
SEEPANYCNGTZFQ-UHFFFAOYSA-N sulfadiazine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=NC=CC=N1 SEEPANYCNGTZFQ-UHFFFAOYSA-N 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
125000004434 sulfur atom Chemical group 0.000 description 1
LTURHSAEWJPFAA-UHFFFAOYSA-N sulfuric acid;1,3,5-triazine-2,4,6-triamine Chemical compound OS(O)(=O)=O.NC1=NC(N)=NC(N)=N1 LTURHSAEWJPFAA-UHFFFAOYSA-N 0.000 description 1
229920001059 synthetic polymer Polymers 0.000 description 1
229920006027 ternary co-polymer Polymers 0.000 description 1
AVIZTSRRMBGYCJ-UHFFFAOYSA-N tetraazanium phosphonato phosphate 1,3,5-triazine-2,4,6-triamine Chemical compound [NH4+].[NH4+].[NH4+].[NH4+].NC1=NC(N)=NC(N)=N1.[O-]P([O-])(=O)OP([O-])([O-])=O AVIZTSRRMBGYCJ-UHFFFAOYSA-N 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
125000004149 thio group Chemical group *S* 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
229930192474 thiophene Natural products 0.000 description 1
239000013008 thixotropic agent Substances 0.000 description 1
YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 1
238000005809 transesterification reaction Methods 0.000 description 1
XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
JZZBTMVTLBHJHL-UHFFFAOYSA-N tris(2,3-dichloropropyl) phosphate Chemical compound ClCC(Cl)COP(=O)(OCC(Cl)CCl)OCC(Cl)CCl JZZBTMVTLBHJHL-UHFFFAOYSA-N 0.000 description 1
229920001862 ultra low molecular weight polyethylene Polymers 0.000 description 1
229940116269 uric acid Drugs 0.000 description 1
238000001291 vacuum drying Methods 0.000 description 1
229920001866 very low density polyethylene Polymers 0.000 description 1
238000005303 weighing Methods 0.000 description 1
239000013585 weight reducing agent Substances 0.000 description 1
125000005023 xylyl group Chemical group 0.000 description 1
229910052727 yttrium Inorganic materials 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1
DXZMANYCMVCPIM-UHFFFAOYSA-L zinc;diethylphosphinate Chemical compound [Zn+2].CCP([O-])(=O)CC.CCP([O-])(=O)CC DXZMANYCMVCPIM-UHFFFAOYSA-L 0.000 description 1