CA1080400A - Vulcanisats et mousses de poly (phosphazene) - Google Patents

Vulcanisats et mousses de poly (phosphazene)

Info

Publication number: CA1080400A
Authority: CA; Canada
Prior art keywords: parts; weight; composition; carbon atoms; foams
Prior art date: 1974-12-09
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.): Expired

Application number

CA337,895A

Other languages

English (en)

Inventor

James E. Thompson

Richard W. Sicka

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Bridgestone Firestone Inc

Original Assignee

Firestone Tire and Rubber Co

Priority date (The priority date 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 date listed.)

1974-12-09

Filing date

1979-10-18

Publication date

1980-06-24

1974-12-09 Priority claimed from US05/530,654 external-priority patent/US3994838A/en

1979-10-18 Application filed by Firestone Tire and Rubber Co filed Critical Firestone Tire and Rubber Co

1979-10-18 Priority to CA337,895A priority Critical patent/CA1080400A/fr

1980-06-24 Application granted granted Critical

1980-06-24 Publication of CA1080400A publication Critical patent/CA1080400A/fr

Status Expired legal-status Critical Current

Links

239000006260 foam Substances 0.000 title claims abstract description 38
229920002627 poly(phosphazenes) Polymers 0.000 title claims abstract description 16
239000000203 mixture Substances 0.000 claims abstract description 30
229920000642 polymer Polymers 0.000 claims abstract description 13
238000002360 preparation method Methods 0.000 claims abstract description 10
238000000034 method Methods 0.000 claims abstract description 8
239000003063 flame retardant Substances 0.000 claims abstract description 7
239000000463 material Substances 0.000 claims abstract description 6
238000003801 milling Methods 0.000 claims abstract description 4
125000000217 alkyl group Chemical group 0.000 claims description 15
229920001577 copolymer Polymers 0.000 claims description 15
125000004432 carbon atom Chemical group C* 0.000 claims description 9
150000002978 peroxides Chemical class 0.000 claims description 7
-1 poly(phosphazene) Polymers 0.000 claims description 6
239000004342 Benzoyl peroxide Substances 0.000 claims description 5
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 5
235000019400 benzoyl peroxide Nutrition 0.000 claims description 5
125000003118 aryl group Chemical group 0.000 claims description 4
239000003795 chemical substances by application Substances 0.000 claims description 4
239000004014 plasticizer Substances 0.000 claims description 4
XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 claims description 4
DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical compound CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 claims description 3
239000004156 Azodicarbonamide Substances 0.000 claims description 3
239000004604 Blowing Agent Substances 0.000 claims description 3
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
239000006057 Non-nutritive feed additive Substances 0.000 claims description 3
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 3
XOZUGNYVDXMRKW-AATRIKPKSA-N azodicarbonamide Chemical group NC(=O)\N=N\C(N)=O XOZUGNYVDXMRKW-AATRIKPKSA-N 0.000 claims description 3
235000019399 azodicarbonamide Nutrition 0.000 claims description 3
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
229910052794 bromium Inorganic materials 0.000 claims description 3
238000003490 calendering Methods 0.000 claims description 3
239000000460 chlorine Chemical group 0.000 claims description 3
229910052801 chlorine Inorganic materials 0.000 claims description 3
229910052736 halogen Inorganic materials 0.000 claims description 3
150000002367 halogens Chemical class 0.000 claims description 3
239000001257 hydrogen Substances 0.000 claims description 3
229910052739 hydrogen Inorganic materials 0.000 claims description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
238000006116 polymerization reaction Methods 0.000 claims description 3
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 2
239000012190 activator Substances 0.000 claims description 2
125000003342 alkenyl group Chemical group 0.000 claims description 2
239000004202 carbamide Substances 0.000 claims description 2
239000002666 chemical blowing agent Substances 0.000 claims description 2
150000001875 compounds Chemical class 0.000 claims description 2
GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical compound CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 claims description 2
CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims 3
239000000395 magnesium oxide Substances 0.000 claims 2
150000001451 organic peroxides Chemical class 0.000 claims 2
XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 claims 1
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims 1
239000012764 mineral filler Substances 0.000 claims 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 1
238000011417 postcuring Methods 0.000 claims 1
238000000465 moulding Methods 0.000 abstract description 4
238000000576 coating method Methods 0.000 abstract description 3
230000009970 fire resistant effect Effects 0.000 abstract description 3
239000000779 smoke Substances 0.000 abstract description 3
239000011248 coating agent Substances 0.000 abstract description 2
238000005520 cutting process Methods 0.000 abstract description 2
230000000391 smoking effect Effects 0.000 abstract description 2
231100000331 toxic Toxicity 0.000 abstract description 2
230000002588 toxic effect Effects 0.000 abstract description 2
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
238000007906 compression Methods 0.000 description 4
230000006835 compression Effects 0.000 description 4
238000009472 formulation Methods 0.000 description 4
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
239000012763 reinforcing filler Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
JESXATFQYMPTNL-UHFFFAOYSA-N 2-ethenylphenol Chemical compound OC1=CC=CC=C1C=C JESXATFQYMPTNL-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
230000032683 aging Effects 0.000 description 2
RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 2
239000000945 filler Substances 0.000 description 2
238000009413 insulation Methods 0.000 description 2
238000002156 mixing Methods 0.000 description 2
239000011148 porous material Substances 0.000 description 2
229910000077 silane Inorganic materials 0.000 description 2
HGTUJZTUQFXBIH-UHFFFAOYSA-N (2,3-dimethyl-3-phenylbutan-2-yl)benzene Chemical group C=1C=CC=CC=1C(C)(C)C(C)(C)C1=CC=CC=C1 HGTUJZTUQFXBIH-UHFFFAOYSA-N 0.000 description 1
BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 description 1
QIRNGVVZBINFMX-UHFFFAOYSA-N 2-allylphenol Chemical compound OC1=CC=CC=C1CC=C QIRNGVVZBINFMX-UHFFFAOYSA-N 0.000 description 1
NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 1
239000005770 Eugenol Substances 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
BJIOGJUNALELMI-ONEGZZNKSA-N Isoeugenol Natural products COC1=CC(\C=C\C)=CC=C1O BJIOGJUNALELMI-ONEGZZNKSA-N 0.000 description 1
UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 1
OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 1
239000000654 additive Substances 0.000 description 1
125000003302 alkenyloxy group Chemical group 0.000 description 1
125000004104 aryloxy group Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
238000010533 azeotropic distillation Methods 0.000 description 1
229910000019 calcium carbonate Inorganic materials 0.000 description 1
BJIOGJUNALELMI-ARJAWSKDSA-N cis-isoeugenol Chemical compound COC1=CC(\C=C/C)=CC=C1O BJIOGJUNALELMI-ARJAWSKDSA-N 0.000 description 1
SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
238000004821 distillation Methods 0.000 description 1
239000012153 distilled water Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
229960002217 eugenol Drugs 0.000 description 1
239000006261 foam material Substances 0.000 description 1
UBIJTWDKTYCPMQ-UHFFFAOYSA-N hexachlorophosphazene Chemical compound ClP1(Cl)=NP(Cl)(Cl)=NP(Cl)(Cl)=N1 UBIJTWDKTYCPMQ-UHFFFAOYSA-N 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000000178 monomer Substances 0.000 description 1
229910017464 nitrogen compound Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
125000004437 phosphorous atom Chemical group 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000002904 solvent Substances 0.000 description 1
230000003068 static effect Effects 0.000 description 1
WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 description 1

Landscapes

Compositions Of Macromolecular Compounds (AREA)
Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)

CA337,895A 1974-12-09 1979-10-18 Vulcanisats et mousses de poly (phosphazene) Expired CA1080400A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA337,895A CA1080400A (fr)	1974-12-09	1979-10-18	Vulcanisats et mousses de poly (phosphazene)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US05/530,654 US3994838A (en)	1974-12-09	1974-12-09	Poly(phosphazene) vulcanizates and foams
CA241,205A CA1088691A (fr)	1974-12-09	1975-12-08	Vulcanisats et mousses de poly(phosphazene)
CA337,895A CA1080400A (fr)	1974-12-09	1979-10-18	Vulcanisats et mousses de poly (phosphazene)

Publications (1)

Publication Number	Publication Date
CA1080400A true CA1080400A (fr)	1980-06-24

Family

ID=27164232

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA337,895A Expired CA1080400A (fr)	1974-12-09	1979-10-18	Vulcanisats et mousses de poly (phosphazene)

Country Status (1)

Country	Link
CA (1)	CA1080400A (fr)

1979
- 1979-10-18 CA CA337,895A patent/CA1080400A/fr not_active Expired

Legal Events

Date	Code	Title	Description
1997-06-24	MKEX	Expiry

Publication	Publication Date	Title
US3994838A (en)	1976-11-30	Poly(phosphazene) vulcanizates and foams
US4124557A (en)	1978-11-07	Polyphosphazene plasticized resins
US4055520A (en)	1977-10-25	Polyphosphazene blends
US4076658A (en)	1978-02-28	Poly(aryloxyphosphazene) copolymer foams
US4107146A (en)	1978-08-15	Curable aryloxyphosphazene polymers
US4061606A (en)	1977-12-06	Polyphosphazene polymer/organic polymer foams
US4055523A (en)	1977-10-25	Poly(dialkylaminoaryloxyphosphazene) polymers and foams
US4108805A (en)	1978-08-22	Structurally regulated polyphosphazene copolymers
CA1080400A (fr)	1980-06-24	Vulcanisats et mousses de poly (phosphazene)
US4179555A (en)	1979-12-18	Oil-free elastomeric poly(aryloxyphosphazene) copolymers
JPS61141740A (ja)	1986-06-28	発泡性ポリホスフアゼン組成物の製造法
US4083820A (en)	1978-04-11	Low smoke polyphosphazene compositions
Thompson et al.	1977	Poly (aryloxyphosphazenes) and a flame retardant foam
US4980383A (en)	1990-12-25	Foamed article of chlorinated vinyl chloride resin containing inorganic material
CA1279942C (fr)	1991-02-05	Plastifiants a base de derives naphtaleniques pour les polymeres de type polyphosphazene
US4870113A (en)	1989-09-26	Rigid polyphosphazene foam and process for making same
US4000166A (en)	1976-12-28	Addition of silicone gum rubber to phosphonitrilic fluoroelastomers to improve mill processing low temperature flexibility and volume swell in low aromatic content fluids
US4207403A (en)	1980-06-10	Oil-free elastomeric poly(aryloxyphosphazene) copolymer foam
KR101761708B1 (ko)	2017-07-31	난연성이 향상된 폴리에스테르 발포체 및 그 제조방법
KR20150134939A (ko)	2015-12-02	발포성 페놀수지 조성물 및 이로부터 제조된 페놀폼