BE1014990A5

BE1014990A5 - Procede de preparation d'ethers d'amine a empechement sterique, composes de cette classe et leur utilisation pour stabiliser une matiere organique.

Procede de preparation d'ethers d'amine a empechement sterique, composes de cette classe et leur utilisation pour stabiliser une matiere organique. Download PDF

Info

Publication number: BE1014990A5
Authority: BE; Belgium
Prior art keywords: group; formula; alkyl; substituted; independently
Prior art date: 1998-02-25

Application number

BE9900127A

Other languages

English (en)

French (fr)

Original Assignee

Ciba Sc Holding Ag

Priority date

1998-02-25

Filing date

1999-02-25

Publication date

2004-08-03

1998-02-25 Priority claimed from IT98MI000366A external-priority patent/ITMI980366A1/it

1999-02-25 Application filed by Ciba Sc Holding Ag filed Critical Ciba Sc Holding Ag

2004-08-03 Application granted granted Critical

2004-08-03 Publication of BE1014990A5 publication Critical patent/BE1014990A5/fr

Links

150000001875 compounds Chemical class 0.000 title claims abstract description 152
238000000034 method Methods 0.000 title claims abstract description 41
-1 amine ethers Chemical class 0.000 title claims description 213
239000005416 organic matter Substances 0.000 title claims description 10
230000002265 prevention Effects 0.000 title 1
229910052757 nitrogen Inorganic materials 0.000 claims abstract description 42
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 39
239000003381 stabilizer Substances 0.000 claims abstract description 36
125000004209 (C1-C8) alkyl group Chemical group 0.000 claims abstract description 28
230000008569 process Effects 0.000 claims abstract description 27
125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 20
238000002360 preparation method Methods 0.000 claims abstract description 18
125000005647 linker group Chemical group 0.000 claims abstract description 17
125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 13
238000007254 oxidation reaction Methods 0.000 claims abstract description 13
125000004122 cyclic group Chemical group 0.000 claims abstract description 12
230000003647 oxidation Effects 0.000 claims abstract description 12
239000003063 flame retardant Substances 0.000 claims abstract description 9
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims abstract description 7
239000000203 mixture Substances 0.000 claims description 104
229910052739 hydrogen Inorganic materials 0.000 claims description 84
239000001257 hydrogen Substances 0.000 claims description 80
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 57
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 53
229910052799 carbon Inorganic materials 0.000 claims description 47
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 43
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 41
125000001931 aliphatic group Chemical group 0.000 claims description 40
150000001721 carbon Chemical group 0.000 claims description 40
125000003118 aryl group Chemical group 0.000 claims description 39
125000000217 alkyl group Chemical group 0.000 claims description 34
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 34
229910052760 oxygen Inorganic materials 0.000 claims description 34
239000001301 oxygen Substances 0.000 claims description 34
239000002253 acid Substances 0.000 claims description 30
229910052736 halogen Inorganic materials 0.000 claims description 28
150000002367 halogens Chemical class 0.000 claims description 28
238000000576 coating method Methods 0.000 claims description 27
125000003342 alkenyl group Chemical group 0.000 claims description 26
125000002947 alkylene group Chemical group 0.000 claims description 26
125000000753 cycloalkyl group Chemical group 0.000 claims description 26
150000002431 hydrogen Chemical class 0.000 claims description 26
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 24
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 23
125000005843 halogen group Chemical group 0.000 claims description 20
229910052751 metal Inorganic materials 0.000 claims description 20
239000002184 metal Substances 0.000 claims description 20
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 19
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 19
229910052698 phosphorus Inorganic materials 0.000 claims description 19
239000011574 phosphorus Substances 0.000 claims description 19
239000011230 binding agent Substances 0.000 claims description 18
238000006243 chemical reaction Methods 0.000 claims description 17
125000005842 heteroatom Chemical group 0.000 claims description 16
239000002904 solvent Substances 0.000 claims description 16
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 15
125000003884 phenylalkyl group Chemical group 0.000 claims description 15
125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 14
239000000126 substance Substances 0.000 claims description 14
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 13
125000006702 (C1-C18) alkyl group Chemical group 0.000 claims description 12
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 12
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 12
239000003795 chemical substances by application Substances 0.000 claims description 12
150000002430 hydrocarbons Chemical class 0.000 claims description 12
239000000463 material Substances 0.000 claims description 12
125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 claims description 12
229910052717 sulfur Inorganic materials 0.000 claims description 12
239000011593 sulfur Substances 0.000 claims description 12
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 11
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 11
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
229920000620 organic polymer Polymers 0.000 claims description 11
230000015556 catabolic process Effects 0.000 claims description 10
239000011248 coating agent Substances 0.000 claims description 10
238000006731 degradation reaction Methods 0.000 claims description 10
OLRJXMHANKMLTD-UHFFFAOYSA-N silyl Chemical compound [SiH3] OLRJXMHANKMLTD-UHFFFAOYSA-N 0.000 claims description 10
229920002554 vinyl polymer Polymers 0.000 claims description 10
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 9
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 9
229920001169 thermoplastic Polymers 0.000 claims description 9
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 9
125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 8
125000003545 alkoxy group Chemical group 0.000 claims description 8
229930195733 hydrocarbon Natural products 0.000 claims description 8
238000005984 hydrogenation reaction Methods 0.000 claims description 8
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 7
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 7
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 7
125000002993 cycloalkylene group Chemical group 0.000 claims description 7
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
125000004430 oxygen atom Chemical group O* 0.000 claims description 7
229910052710 silicon Inorganic materials 0.000 claims description 7
239000010703 silicon Substances 0.000 claims description 7
125000003710 aryl alkyl group Chemical group 0.000 claims description 6
125000000732 arylene group Chemical group 0.000 claims description 6
125000001589 carboacyl group Chemical group 0.000 claims description 6
125000004093 cyano group Chemical group *C#N 0.000 claims description 6
239000000049 pigment Substances 0.000 claims description 6
125000001424 substituent group Chemical group 0.000 claims description 6
HWRLEEPNFJNTOP-UHFFFAOYSA-N 2-(1,3,5-triazin-2-yl)phenol Chemical class OC1=CC=CC=C1C1=NC=NC=N1 HWRLEEPNFJNTOP-UHFFFAOYSA-N 0.000 claims description 5
239000004215 Carbon black (E152) Substances 0.000 claims description 5
239000006096 absorbing agent Substances 0.000 claims description 5
230000026030 halogenation Effects 0.000 claims description 5
238000005658 halogenation reaction Methods 0.000 claims description 5
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 5
230000000087 stabilizing effect Effects 0.000 claims description 5
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 4
125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims description 4
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 4
239000007800 oxidant agent Substances 0.000 claims description 4
150000002978 peroxides Chemical class 0.000 claims description 4
AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims description 4
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical group NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 3
239000003963 antioxidant agent Substances 0.000 claims description 3
239000011368 organic material Substances 0.000 claims description 3
230000001590 oxidative effect Effects 0.000 claims description 3
XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 claims description 3
239000004014 plasticizer Substances 0.000 claims description 3
KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 claims description 3
125000006839 xylylene group Chemical group 0.000 claims description 3
125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims description 2
YHCGGLXPGFJNCO-UHFFFAOYSA-N 2-(2H-benzotriazol-4-yl)phenol Chemical class OC1=CC=CC=C1C1=CC=CC2=C1N=NN2 YHCGGLXPGFJNCO-UHFFFAOYSA-N 0.000 claims description 2
XTEGARKTQYYJKE-UHFFFAOYSA-M Chlorate Chemical class [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 claims description 2
125000004423 acyloxy group Chemical group 0.000 claims description 2
125000005037 alkyl phenyl group Chemical group 0.000 claims description 2
239000012965 benzophenone Substances 0.000 claims description 2
239000000975 dye Substances 0.000 claims description 2
150000002823 nitrates Chemical class 0.000 claims description 2
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
125000001183 hydrocarbyl group Chemical group 0.000 claims 3
150000001735 carboxylic acids Chemical class 0.000 claims 2
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 claims 1
125000003031 C5-C7 cycloalkylene group Chemical group 0.000 claims 1
150000008366 benzophenones Chemical class 0.000 claims 1
239000000243 solution Substances 0.000 description 55
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 50
239000000047 product Substances 0.000 description 50
150000003254 radicals Chemical class 0.000 description 41
229920001577 copolymer Polymers 0.000 description 40
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 36
229920000642 polymer Polymers 0.000 description 35
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 34
239000003054 catalyst Substances 0.000 description 33
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 32
238000003756 stirring Methods 0.000 description 31
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 27
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 23
229920001684 low density polyethylene Polymers 0.000 description 22
239000004702 low-density polyethylene Substances 0.000 description 22
239000008199 coating composition Substances 0.000 description 21
239000003973 paint Substances 0.000 description 21
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 20
150000001412 amines Chemical class 0.000 description 19
239000012074 organic phase Substances 0.000 description 18
229910000027 potassium carbonate Inorganic materials 0.000 description 18
235000011181 potassium carbonates Nutrition 0.000 description 16
239000004743 Polypropylene Substances 0.000 description 15
150000002148 esters Chemical class 0.000 description 15
229920001155 polypropylene Polymers 0.000 description 15
229920000178 Acrylic resin Polymers 0.000 description 14
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 14
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 14
239000000843 powder Substances 0.000 description 14
229920005989 resin Polymers 0.000 description 14
239000011347 resin Substances 0.000 description 14
239000007787 solid Substances 0.000 description 14
239000004925 Acrylic resin Substances 0.000 description 13
239000004952 Polyamide Substances 0.000 description 13
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 13
229920002647 polyamide Polymers 0.000 description 13
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 12
KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 12
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 12
229920000515 polycarbonate Polymers 0.000 description 12
239000004417 polycarbonate Substances 0.000 description 12
239000008096 xylene Substances 0.000 description 12
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 11
239000007983 Tris buffer Substances 0.000 description 11
230000006641 stabilisation Effects 0.000 description 11
238000011105 stabilization Methods 0.000 description 11
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 10
239000005977 Ethylene Substances 0.000 description 10
229920000877 Melamine resin Polymers 0.000 description 10
239000007859 condensation product Substances 0.000 description 10
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 10
239000011572 manganese Substances 0.000 description 10
229910052938 sodium sulfate Inorganic materials 0.000 description 10
235000011152 sodium sulphate Nutrition 0.000 description 10
101150041968 CDC13 gene Proteins 0.000 description 9
239000004594 Masterbatch (MB) Substances 0.000 description 9
238000005481 NMR spectroscopy Methods 0.000 description 9
239000000654 additive Substances 0.000 description 9
238000001914 filtration Methods 0.000 description 9
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 9
229920002857 polybutadiene Polymers 0.000 description 9
229920000647 polyepoxide Polymers 0.000 description 9
229920000728 polyester Polymers 0.000 description 9
239000004814 polyurethane Substances 0.000 description 9
239000000758 substrate Substances 0.000 description 9
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 8
239000005062 Polybutadiene Substances 0.000 description 8
239000004698 Polyethylene Substances 0.000 description 8
229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 8
229910052794 bromium Inorganic materials 0.000 description 8
KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 8
238000001723 curing Methods 0.000 description 8
PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 8
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 8
239000003921 oil Substances 0.000 description 8
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 8
229920000573 polyethylene Polymers 0.000 description 8
229910001220 stainless steel Inorganic materials 0.000 description 8
239000010935 stainless steel Substances 0.000 description 8
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 7
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 7
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 7
150000008064 anhydrides Chemical class 0.000 description 7
239000007864 aqueous solution Substances 0.000 description 7
239000012298 atmosphere Substances 0.000 description 7
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
150000001732 carboxylic acid derivatives Chemical class 0.000 description 7
150000001993 dienes Chemical class 0.000 description 7
239000000575 pesticide Substances 0.000 description 7
229920000570 polyether Polymers 0.000 description 7
238000006116 polymerization reaction Methods 0.000 description 7
229920006324 polyoxymethylene Polymers 0.000 description 7
229920002635 polyurethane Polymers 0.000 description 7
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 7
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 6
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 6
239000000460 chlorine Substances 0.000 description 6
239000003431 cross linking reagent Substances 0.000 description 6
DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 6
229920001971 elastomer Polymers 0.000 description 6
229940093476 ethylene glycol Drugs 0.000 description 6
239000004611 light stabiliser Substances 0.000 description 6
239000007788 liquid Substances 0.000 description 6
150000002739 metals Chemical class 0.000 description 6
AFCCDDWKHLHPDF-UHFFFAOYSA-M metam-sodium Chemical compound [Na+].CNC([S-])=S AFCCDDWKHLHPDF-UHFFFAOYSA-M 0.000 description 6
229920000058 polyacrylate Polymers 0.000 description 6
239000005056 polyisocyanate Substances 0.000 description 6
229920001228 polyisocyanate Polymers 0.000 description 6
229920000915 polyvinyl chloride Polymers 0.000 description 6
239000004800 polyvinyl chloride Substances 0.000 description 6
239000002966 varnish Substances 0.000 description 6
239000004593 Epoxy Substances 0.000 description 5
239000004721 Polyphenylene oxide Substances 0.000 description 5
150000001252 acrylic acid derivatives Chemical class 0.000 description 5
229920000180 alkyd Polymers 0.000 description 5
125000003277 amino group Chemical group 0.000 description 5
QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 5
239000012964 benzotriazole Substances 0.000 description 5
229910052801 chlorine Inorganic materials 0.000 description 5
238000001035 drying Methods 0.000 description 5
239000003822 epoxy resin Substances 0.000 description 5
239000008187 granular material Substances 0.000 description 5
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 5
230000009931 harmful effect Effects 0.000 description 5
229920001903 high density polyethylene Polymers 0.000 description 5
239000004700 high-density polyethylene Substances 0.000 description 5
239000012948 isocyanate Substances 0.000 description 5
229910052748 manganese Inorganic materials 0.000 description 5
238000002844 melting Methods 0.000 description 5
230000008018 melting Effects 0.000 description 5
239000000178 monomer Substances 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
125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 5
SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 5
229940117969 neopentyl glycol Drugs 0.000 description 5
229920000098 polyolefin Polymers 0.000 description 5
239000011541 reaction mixture Substances 0.000 description 5
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 5
150000005846 sugar alcohols Polymers 0.000 description 5
239000004416 thermosoftening plastic Substances 0.000 description 5
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