CS214768B2 - Method of preparation of copolyester resins - Google Patents

Method of preparation of copolyester resins Download PDF

Info

Publication number: CS214768B2
Authority: CS; Czechoslovakia
Prior art keywords: acid; group; diol; copolyester; polycondensation
Prior art date: 1977-02-15

Application number

CS78921A

Other languages

Czech (cs)

English (en)

Inventor

Aldemaro Ciaperoni

Giuseppe Quaglia

Asta Gino Dall

Original Assignee

Snia Viscosa

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.)

1977-02-15

Filing date

1978-02-13

Publication date

1982-05-28

1978-02-13 Application filed by Snia Viscosa filed Critical Snia Viscosa

1982-05-28 Publication of CS214768B2 publication Critical patent/CS214768B2/cs

Links

229920001634 Copolyester Polymers 0.000 title claims abstract description 28
238000000034 method Methods 0.000 title claims description 23
238000002360 preparation method Methods 0.000 title claims description 15
229920005989 resin Polymers 0.000 title claims description 14
239000011347 resin Substances 0.000 title claims description 14
KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims abstract description 20
239000000203 mixture Substances 0.000 claims abstract description 20
239000002253 acid Substances 0.000 claims abstract description 11
PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical class CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims abstract description 10
150000002009 diols Chemical class 0.000 claims abstract description 6
230000000536 complexating effect Effects 0.000 claims abstract description 3
239000008139 complexing agent Substances 0.000 claims abstract description 3
150000005690 diesters Chemical class 0.000 claims abstract description 3
239000003381 stabilizer Substances 0.000 claims abstract description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 35
239000003063 flame retardant Substances 0.000 claims description 25
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 description 23
150000001875 compounds Chemical class 0.000 claims description 13
239000000835 fiber Substances 0.000 claims description 13
238000006068 polycondensation reaction Methods 0.000 claims description 13
QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims description 10
ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 claims description 8
238000004519 manufacturing process Methods 0.000 claims description 7
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 6
239000003054 catalyst Substances 0.000 claims description 5
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
229910052783 alkali metal Inorganic materials 0.000 claims description 4
150000001340 alkali metals Chemical group 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 4
125000005429 oxyalkyl group Chemical group 0.000 claims description 4
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 claims description 3
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
125000000217 alkyl group Chemical group 0.000 claims description 3
125000003118 aryl group Chemical group 0.000 claims description 3
229910052700 potassium Inorganic materials 0.000 claims description 3
239000011591 potassium Substances 0.000 claims description 3
229910052708 sodium Inorganic materials 0.000 claims description 3
239000011734 sodium Substances 0.000 claims description 3
125000001424 substituent group Chemical group 0.000 claims description 3
ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 claims description 3
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 2
150000007513 acids Chemical class 0.000 claims description 2
125000001931 aliphatic group Chemical group 0.000 claims description 2
229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
229910052739 hydrogen Inorganic materials 0.000 claims description 2
239000001257 hydrogen Substances 0.000 claims description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
150000003839 salts Chemical class 0.000 claims description 2
YBMRDBCBODYGJE-UHFFFAOYSA-N germanium dioxide Chemical compound O=[Ge]=O YBMRDBCBODYGJE-UHFFFAOYSA-N 0.000 claims 2
229940119177 germanium dioxide Drugs 0.000 claims 1
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract description 18
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract description 18
229910052794 bromium Inorganic materials 0.000 abstract description 18
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract description 17
238000002485 combustion reaction Methods 0.000 abstract description 7
230000002195 synergetic effect Effects 0.000 abstract description 6
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical class [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 2
239000005864 Sulphur Substances 0.000 abstract 2
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
239000005977 Ethylene Substances 0.000 abstract 1
150000001491 aromatic compounds Chemical class 0.000 abstract 1
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
229920006395 saturated elastomer Polymers 0.000 abstract 1
229910052717 sulfur Inorganic materials 0.000 description 16
239000011593 sulfur Substances 0.000 description 16
WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 14
-1 thermally stable Chemical compound 0.000 description 12
239000004744 fabric Substances 0.000 description 11
MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
229920000728 polyester Polymers 0.000 description 8
229920000139 polyethylene terephthalate Polymers 0.000 description 8
239000005020 polyethylene terephthalate Substances 0.000 description 8
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
239000004753 textile Substances 0.000 description 5
229910052799 carbon Inorganic materials 0.000 description 4
229920001577 copolymer Polymers 0.000 description 4
150000002148 esters Chemical group 0.000 description 4
SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 4
238000003756 stirring Methods 0.000 description 4
238000005406 washing Methods 0.000 description 4
QSZYZOZZWKZGKN-UHFFFAOYSA-N 2-[6,6-dibromo-4-[2-[5,5-dibromo-4-(2-hydroxyethoxy)cyclohexa-1,3-dien-1-yl]propan-2-yl]cyclohexa-1,3-dien-1-yl]oxyethanol Chemical compound C=1C=C(OCCO)C(Br)(Br)CC=1C(C)(C)C1=CC=C(OCCO)C(Br)(Br)C1 QSZYZOZZWKZGKN-UHFFFAOYSA-N 0.000 description 3
239000000654 additive Substances 0.000 description 3
239000003086 colorant Substances 0.000 description 3
239000000975 dye Substances 0.000 description 3
239000003365 glass fiber Substances 0.000 description 3
229920000642 polymer Polymers 0.000 description 3
KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 3
239000004408 titanium dioxide Substances 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
125000002091 cationic group Chemical group 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
230000000694 effects Effects 0.000 description 2
229910052732 germanium Inorganic materials 0.000 description 2
GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
229940071125 manganese acetate Drugs 0.000 description 2
UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 description 2
150000003017 phosphorus Chemical class 0.000 description 2
229920001225 polyester resin Polymers 0.000 description 2
239000004645 polyester resin Substances 0.000 description 2
235000011056 potassium acetate Nutrition 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
125000006273 (C1-C3) alkyl group Chemical group 0.000 description 1
HTXMGVTWXZBZNC-UHFFFAOYSA-N 3,5-bis(methoxycarbonyl)benzenesulfonic acid Chemical compound COC(=O)C1=CC(C(=O)OC)=CC(S(O)(=O)=O)=C1 HTXMGVTWXZBZNC-UHFFFAOYSA-N 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
125000001246 bromo group Chemical group Br* 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000004040 coloring Methods 0.000 description 1
230000003750 conditioning effect Effects 0.000 description 1
238000007334 copolymerization reaction Methods 0.000 description 1
239000003599 detergent Substances 0.000 description 1
BTVWZWFKMIUSGS-UHFFFAOYSA-N dimethylethyleneglycol Natural products CC(C)(O)CO BTVWZWFKMIUSGS-UHFFFAOYSA-N 0.000 description 1
239000000986 disperse dye Substances 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
238000007706 flame test Methods 0.000 description 1
210000001061 forehead Anatomy 0.000 description 1
238000009776 industrial production Methods 0.000 description 1
QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 1
238000005304 joining Methods 0.000 description 1
239000000463 material Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
229910000403 monosodium phosphate Inorganic materials 0.000 description 1
235000019799 monosodium phosphate Nutrition 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
239000002245 particle Substances 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
239000000843 powder Substances 0.000 description 1
239000001294 propane Substances 0.000 description 1
239000011369 resultant mixture Substances 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
OHAAADWGKLMWCM-UHFFFAOYSA-M sodium;2,6-bis(methoxycarbonyl)benzenesulfonate Chemical compound [Na+].COC(=O)C1=CC=CC(C(=O)OC)=C1S([O-])(=O)=O OHAAADWGKLMWCM-UHFFFAOYSA-M 0.000 description 1
LLHSEQCZSNZLRI-UHFFFAOYSA-M sodium;3,5-bis(methoxycarbonyl)benzenesulfonate Chemical compound [Na+].COC(=O)C1=CC(C(=O)OC)=CC(S([O-])(=O)=O)=C1 LLHSEQCZSNZLRI-UHFFFAOYSA-M 0.000 description 1
YXTFRJVQOWZDPP-UHFFFAOYSA-M sodium;3,5-dicarboxybenzenesulfonate Chemical compound [Na+].OC(=O)C1=CC(C(O)=O)=CC(S([O-])(=O)=O)=C1 YXTFRJVQOWZDPP-UHFFFAOYSA-M 0.000 description 1
238000009987 spinning Methods 0.000 description 1
150000003463 sulfur Chemical class 0.000 description 1
125000004434 sulfur atom Chemical group 0.000 description 1
150000003464 sulfur compounds Chemical class 0.000 description 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical class 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 description 1
230000007704 transition Effects 0.000 description 1
238000009941 weaving Methods 0.000 description 1
238000004804 winding Methods 0.000 description 1
239000002759 woven fabric Substances 0.000 description 1

Classifications

- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/78—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products
- D01F6/84—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolycondensation products from copolyesters
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen

Landscapes

Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Textile Engineering (AREA)
Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Polyesters Or Polycarbonates (AREA)
Artificial Filaments (AREA)
Compositions Of Macromolecular Compounds (AREA)

CS78921A 1977-02-15 1978-02-13 Method of preparation of copolyester resins CS214768B2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
IT20278/77A IT1075572B (it)	1977-02-15	1977-02-15	Colopiesteri autoestinguenti e termostabili e procedimento per ottenerli

Publications (1)

Publication Number	Publication Date
CS214768B2 true CS214768B2 (en)	1982-05-28

Family

ID=11165371

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS78921A CS214768B2 (en)	1977-02-15	1978-02-13	Method of preparation of copolyester resins

Country Status (15)

Country	Link
US (1)	US4209606A (fr)
JP (1)	JPS53118495A (fr)
AR (1)	AR223957A1 (fr)
BR (1)	BR7800831A (fr)
CA (1)	CA1111187A (fr)
CS (1)	CS214768B2 (fr)
DE (1)	DE2806944A1 (fr)
ES (1)	ES466946A1 (fr)
FR (1)	FR2380311A1 (fr)
GB (1)	GB1590238A (fr)
IT (1)	IT1075572B (fr)
NL (1)	NL7801607A (fr)
PL (1)	PL115324B2 (fr)
SE (1)	SE7801688L (fr)
SU (1)	SU973030A3 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BRPI0417296A (pt) *	2003-12-22	2007-03-13	Amcor Ltd	parison ou recipiente rìgido feito de pelo menos uma resina poliéster, e processo para produzir um recipiente
EP1548046B1 (fr) *	2003-12-22	2007-06-20	Amcor Limited	Paraison et récipient solide à base de compositions de polyester aromatique et procédé de fabrication de tels récipients
US20080167440A1 (en) *	2007-01-10	2008-07-10	Pickel Deanna L	Use of copolymerizable sulfonate salts to promote char formation in polyesters and copolyesters
RU2533675C1 (ru) *	2011-09-26	2014-11-20	Канека Корпорейшн	Огнестойкие пряжа, материя, одежда и огнестойкая рабочая одежда

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3794617A (en) *	1972-03-15	1974-02-26	Emery Industries Inc	Copolyester fiber compositions having improved flame retardant properties
US3935166A (en) *	1973-06-08	1976-01-27	Teijin Limited	Aromatic polyester of 2,6 and/or 2,7 naphthalene dicarboxylic acid
US3873504A (en) *	1973-10-03	1975-03-25	Fmc Corp	Flame-retardant copolyester resin containing dialkyl tetrabromo diphenoxyalkane dicarboxylates
IT1045047B (it) *	1975-10-20	1980-04-21	Snia Viscosa	Agente antifiamma termostabile per copoliestere

1977
- 1977-02-15 IT IT20278/77A patent/IT1075572B/it active
1978
- 1978-02-06 AR AR270972A patent/AR223957A1/es active
- 1978-02-07 GB GB4951/78A patent/GB1590238A/en not_active Expired
- 1978-02-13 CS CS78921A patent/CS214768B2/cs unknown
- 1978-02-13 BR BR7800831A patent/BR7800831A/pt unknown
- 1978-02-13 NL NL7801607A patent/NL7801607A/xx not_active Application Discontinuation
- 1978-02-14 ES ES466946A patent/ES466946A1/es not_active Expired
- 1978-02-14 CA CA297,114A patent/CA1111187A/fr not_active Expired
- 1978-02-14 PL PL1978204614A patent/PL115324B2/xx unknown
- 1978-02-14 SE SE7801688A patent/SE7801688L/xx unknown
- 1978-02-14 JP JP1506578A patent/JPS53118495A/ja active Pending
- 1978-02-15 US US05/878,168 patent/US4209606A/en not_active Expired - Lifetime
- 1978-02-15 FR FR7804260A patent/FR2380311A1/fr active Granted
- 1978-02-15 DE DE19782806944 patent/DE2806944A1/de not_active Withdrawn
- 1978-02-15 SU SU782579599A patent/SU973030A3/ru active

Also Published As

Publication number	Publication date
DE2806944A1 (de)	1978-08-17
SE7801688L (sv)	1978-08-15
JPS53118495A (en)	1978-10-16
PL115324B2 (en)	1981-03-31
FR2380311A1 (fr)	1978-09-08
PL204614A1 (pl)	1978-10-09
CA1111187A (fr)	1981-10-20
GB1590238A (en)	1981-05-28
SU973030A3 (ru)	1982-11-07
BR7800831A (pt)	1978-10-10
AR223957A1 (es)	1981-10-15
NL7801607A (nl)	1978-08-17
IT1075572B (it)	1985-04-22
ES466946A1 (es)	1978-10-01
FR2380311B1 (fr)	1985-03-22
US4209606A (en)	1980-06-24

Publication	Publication Date	Title
USRE30783E (en)	1981-10-27	Flame retarding linear polyesters and shaped articles thereof
US5151494A (en)	1992-09-29	Flame resistant, low pilling polyester fiber
US5180793A (en)	1993-01-19	Flame resistant, low pilling polyester fiber
US3932351A (en)	1976-01-13	Method of preparing phosphorus-bromine containing fire retardant polyester fibers
JPH05230345A (ja)	1993-09-07	耐炎性ポリエステル
CS214768B2 (en)	1982-05-28	Method of preparation of copolyester resins
JPS6012444B2 (ja)	1985-04-01	難燃性ポリエステル繊維
US3321330A (en)	1967-05-23	Textile materials and method of making the same
JP4595309B2 (ja)	2010-12-08	難燃性ポリエステルの製造法
US4028330A (en)	1977-06-07	Fire retardant polyester fibers
KR20180038946A (ko)	2018-04-17	염색성이 우수한 난연 복합섬유 및 이를 포함하는 난연 중공섬유
US3931099A (en)	1976-01-06	Fire retardant polyester fibers
JPH09510245A (ja)	1997-10-14	難燃性再利用ポリエステル組成物
US4126646A (en)	1978-11-21	Thermostable flameproofing agent for copolyesters, process for making it, copolyester compositions prepared by using it, process for said compositions, and formed bodies made from said compositions
IE41952B1 (en)	1980-05-07	Flame retarding fibrous materials
JP2011144317A (ja)	2011-07-28	難燃性カチオン可染ポリエステル組成物
JP2865910B2 (ja)	1999-03-08	難燃性ポリエステル共重合体
JPH06316802A (ja)	1994-11-15	人工毛髪
JP2008088193A (ja)	2008-04-17	難燃性ポリエステル共重合体および難燃性ポリエステル繊維
JPS59193920A (ja)	1984-11-02	耐炎性ポリエステルの製造方法
JPS62292850A (ja)	1987-12-19	難燃性ポリエステル組成物
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