NL8202252A - NON-TOXIC STABILIZER MIXTURE FOR HALOGEN-CONTAINING POLYMERS. - Google Patents
NON-TOXIC STABILIZER MIXTURE FOR HALOGEN-CONTAINING POLYMERS. Download PDFInfo
- Publication number
- NL8202252A NL8202252A NL8202252A NL8202252A NL8202252A NL 8202252 A NL8202252 A NL 8202252A NL 8202252 A NL8202252 A NL 8202252A NL 8202252 A NL8202252 A NL 8202252A NL 8202252 A NL8202252 A NL 8202252A
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- Netherlands
- Prior art keywords
- stabilizer
- halogen
- stabilizer mixture
- containing polymers
- ester
- Prior art date
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- 239000003381 stabilizer Substances 0.000 title claims description 38
- 239000000203 mixture Substances 0.000 title claims description 22
- 231100000252 nontoxic Toxicity 0.000 title claims description 5
- 230000003000 nontoxic effect Effects 0.000 title claims description 5
- 229920000642 polymer Polymers 0.000 title claims description 5
- -1 2-ethylhexyl group Chemical group 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 238000000465 moulding Methods 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 8
- 229920000915 polyvinyl chloride Polymers 0.000 description 8
- 239000004800 polyvinyl chloride Substances 0.000 description 8
- 241000700159 Rattus Species 0.000 description 6
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical class OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 6
- 230000000087 stabilizing effect Effects 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 238000013508 migration Methods 0.000 description 3
- 230000005012 migration Effects 0.000 description 3
- RZBBHEJLECUBJT-UHFFFAOYSA-N 6-methylheptyl 2-sulfanylacetate Chemical group CC(C)CCCCCOC(=O)CS RZBBHEJLECUBJT-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 239000013065 commercial product Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 231100000053 low toxicity Toxicity 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 239000005022 packaging material Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- RPPZINJJZONDRV-UHFFFAOYSA-K 2-[bis(carboxymethylsulfanyl)-dodecylstannyl]sulfanylacetic acid Chemical class CCCCCCCCCCCC[Sn](SCC(O)=O)(SCC(O)=O)SCC(O)=O RPPZINJJZONDRV-UHFFFAOYSA-K 0.000 description 1
- DYIXPWUOHXEABU-UHFFFAOYSA-L 2-[carboxymethylsulfanyl(didodecyl)stannyl]sulfanylacetic acid Chemical class [O-]C(=O)CS.[O-]C(=O)CS.CCCCCCCCCCCC[Sn+2]CCCCCCCCCCCC DYIXPWUOHXEABU-UHFFFAOYSA-L 0.000 description 1
- IGMYAFRPSRRXNA-UHFFFAOYSA-L 2-[dibutyl(carboxymethylsulfanyl)stannyl]sulfanylacetic acid Chemical class [O-]C(=O)CS.[O-]C(=O)CS.CCCC[Sn+2]CCCC IGMYAFRPSRRXNA-UHFFFAOYSA-L 0.000 description 1
- TZVOTYCXLFYAPY-UHFFFAOYSA-N 2-sulfanylhexadecanoic acid Chemical compound CCCCCCCCCCCCCCC(S)C(O)=O TZVOTYCXLFYAPY-UHFFFAOYSA-N 0.000 description 1
- IUNVCWLKOOCPIT-UHFFFAOYSA-N 6-methylheptylsulfanyl 2-hydroxyacetate Chemical compound CC(C)CCCCCSOC(=O)CO IUNVCWLKOOCPIT-UHFFFAOYSA-N 0.000 description 1
- XNKQBZWRCURPJE-UHFFFAOYSA-N SCC(=O)O.SCC(=O)O.SCC(=O)O.C(CCC)[Sn] Chemical compound SCC(=O)O.SCC(=O)O.SCC(=O)O.C(CCC)[Sn] XNKQBZWRCURPJE-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- BAZRRKFJTMWBBV-UHFFFAOYSA-N dibutyltin;2-sulfanylacetic acid Chemical compound OC(=O)CS.OC(=O)CS.CCCC[Sn]CCCC BAZRRKFJTMWBBV-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl 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])C([H])([H])C([H])([H])* 0.000 description 1
- VDEKURXOWJYWCG-UHFFFAOYSA-N dodecyltin Chemical compound CCCCCCCCCCCC[Sn] VDEKURXOWJYWCG-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 231100000037 inhalation toxicity test Toxicity 0.000 description 1
- 231100000636 lethal dose Toxicity 0.000 description 1
- 210000004324 lymphatic system Anatomy 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/56—Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
- C08K5/57—Organo-tin compounds
- C08K5/58—Organo-tin compounds containing sulfur
Description
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! I ! VO 3360 : 1 ; i » i l , Niet-giftig stahilisatormengsel voor halogeen bevattende polymeren.! I! VO 3360: 1; i »i l, Non-toxic stabilizer mixture for halogen-containing polymers.
De uitvinding heeft betrekking op een niet-giftig sta-| bilisatormengsel voor vormmassa's uit halogeen-bevattende polymeren, in ! ; het bijzonder die, velke ververkt vorden tot verpakkingsmateriaal voor levensmiddelen en geneeskundige of farmaceutische goederen. Het stabili-| 5 : satoemengsel bestaat volgens de uitvinding uit: : ongeveer gev, # di-dodecylt in-bis-t hi ogly colzuur ester j ; (n-CigHg^JgSniSCHgCHgCOO-Rjg .! i i ..: ' en ongeveer 60 gev.% dodecyltin-tris-tbioglycolzuurester 10 n.-Ct2H25Sn(SCH2CH2C00-R)3 , I vaarbij R een rechte of vertakte alkylgroep met 8-20 koolstofatomen, in het bijzonder de 2-ethylhexyl-(iso-octyl )-groep is.The invention relates to a non-toxic substance bilisator mixture for molding compositions of halogen-containing polymers, in! ; in particular those which are widely dyed into packaging material for food and medical or pharmaceutical goods. The stability | 5: Sato mixture according to the invention consists of:: approx. # Di-dodecylt in-bis-t hi-glycolic acid ester j; (n-CigHg ^ JgSniSCHgCHgCOO-Rg.! ii ..: and about 60% by weight dodecyltin-tris-bioglycolic acid ester 10 n.-Ct2H25Sn (SCH2CH2C00-R) 3, I with R a straight or branched alkyl group with 8-20 carbon atoms, especially the 2-ethylhexyl (iso-octyl) group.
De toepassing van orgsnotin-stabilisatoren voor sta-' bilisering tegen licht en varmfce van halogeen-bevattende polymerisatie-15 produkten, in het bijzonder polyvinylchloride en PVC-copolymeren, is reeds lang bekend.The use of organotin stabilizers for stabilization against light and heat of halogen-containing polymerization products, in particular polyvinyl chloride and PVC copolymers, has long been known.
Gebruikelijke stabilisatoren, zoals dibutyl- of dioctyl-. tinthiogLycolaten, in het bijzonder gemengd met de overeenkomstige mono-verbindingen, vertonen bij een gehalte aan mono van ongeveer 25 tot 30 20 gev.% vat betreft de stabilisatorverking een bijzonder gunstig synergist isch effect.Conventional stabilizers, such as dibutyl or dioctyl. tin thiol lycolates, in particular mixed with the corresponding mono-compounds, exhibit a particularly favorable synergistic effect at a mono-content of about 25 to 20% by weight of the stabilizer forks.
Gevonden verd, dat echter bij mengsels van bis-dodecyl-tin-thioglycolaten met de overeenkomstige monoverbindingen een verbeter-de stabilisatorverking bij een aanzienlijk hoger monogehalte vordt be-25 reikt en dat het mengsel volgens de uitvinding de optimale verking ver-toont (zie tabel).It has been found that, however, in the case of mixtures of bis-dodecyltin-thioglycolates with the corresponding mono-compounds, an improved stabilizer yield is achieved at a considerably higher mono content and that the mixture according to the invention shows the optimal yield (see table ).
Zoals. uit de tabel blijkt, is de stabilisatorverking van het synergistische mengsel volgens de uitvinding bij het E-PVC be-langrijk beter dan die van de vergelijkingsstabilisator; 00k bij het S-30 PVC ligfc zij hoger dan de vergelijkingsvaarde.As. from the table, the stabilizer of the synergistic mixture of the invention in the E-PVC is significantly better than that of the comparative stabilizer; 00k with the S-30 PVC ligfc they are higher than the comparison value.
De uitstekende warmte-stabiliserende verking van de sta-bilisatormengsels volgens de uitvinding is temeer verrassend daar het tingehalte bijvoorbeeld van het stabilisatormengsel met een iso-octyl-thioglycolaat-groep met een tingehalte van 13,W aanzienlijk lager is dan 8202252 j ί - 1The excellent heat-stabilizing compression of the stabilizer mixtures according to the invention is all the more surprising since, for example, the tin content of the stabilizer mixture having an isooctyl thioglycolate group with a tin content of 13 W is considerably lower than 8202252 j-1
I ‘ II "I
; 2 z i van de vergelijkingsstabilisator, die 17,5# tin bevat. Bij een keten- ί ·1 ‘ 1 ' · verlenging,in de estervaarde neemt de stabilisatorwerking van de dode- i | . . . ...; 2 z i of the comparative stabilizer, which contains 17.5 # of tin. In the case of a chain extension 1 "1" in the ester value, the stabilizing effect of the dead i | . . . ...
| cyltm-stabilisatormengsels volgens de uitvinding ondanks het nog lage-: retingehalte (11,5#, respectievelijk 9# bij dodecyl-, respectievelijk ‘ 5 tetradecylthioglycolaat) slechts in onbelangrijke mate af. Tot dusverre . gold voor alle bekende organotinstabilisatoren, dat de stabiliserende j | werkxng in hoofdzaak van het tingehalte van het produkt afhangb, dat | ] wil, zeggen met een lager wordend tingehalte neerat ook de werking duide-! ' lijk af. "'· · : i * :10 Het stabilisatormengsel volgens de uitvinding heeft voorts het voordeel dat het ten opzichte van de gebruikelijke organo-; tinstabilisatoren nog· lagere toxiciteitsvaarden vertoont en dus als niet giftig moet worden ingedeeld.| despite the still low content (11.5% and 9% respectively of dodecyl and tetradecylthioglycolate), cyltm stabilizer mixtures according to the invention only decrease insignificantly. So far . for all known organotin stabilizers, the stabilizing j | the main action depends on the tin content of the product, which | ] means, with a decreasing tin content, that the effect is also clear! "Look like it. The stabilizer mixture according to the invention also has the advantage that it exhibits even lower toxicity values than conventional organotin stabilizers and must therefore be classified as non-toxic.
. . Zo bedragen de letale doses (LD^q) voor ratten: 15 (C^HpJgSnThg ' handelsprodukt met een monogehalte van 25# == circa 750 mg/kg rat ; ^C8Hl7^2SnTil2 handelsprodukt met een monogehalte van 20# = circa. 2500 mg/kg rat m (C^^Snlhj, 20 + 60# C^Hg^SnTh^ = ^500 mg/kg rat (Th = iso-octylthioglycolaat). . For example, the lethal doses (LD ^ q) for rats are: 15 (C ^ HpJgSnThg 'commercial product with a mono content of 25 # == approximately 750 mg / kg rat; ^ C8Hl7 ^ 2SnTil2 commercial product with a mono content of 20 # = approximately 2500 mg / kg rat m (C ^^ Snlhj, 20 + 60 # C ^ Hg ^ SnTh ^ = ^ 500 mg / kg rat (Th = iso-octyl thioglycolate)
Een onderzoek naar de systemische verdraaglijkheid bij ratten na een toediening gedurende 12 waken in het voer resulteerde in een zeer gunstig geen-ef feet -niveau van 600 dpm. Het geen-effect-niveau 25 voor dibutyltinthioglycolaat-verbindingen bedraagb daarentegen onge-veer 10 dpm en 25 dpm bij de dioctylverbindingen.A systemic tolerability study in rats following administration of 12 wakes in the feed resulted in a very favorable no-ef feet level of 600 ppm. The no effect level for dibutyltin thioglycolate compounds, on the other hand, is about 10 ppm and 25 ppm for the dioctyl compounds.
Een invloed op het lymfatische systeem bij warmbloedige dieren kon zelfs bij de hoogste doses niet worden vastgesteld.An influence on the lymphatic system in warm-blooded animals could not be determined even at the highest doses.
Bij inhalatie-onderzoekingen met de stabilisatormeng-30 sels volgens de uitvinding bij ratten kon geen acuut inhalatie-risico worden vastgesteld.Inhalation studies with the stabilizer mixtures according to the invention in rats showed no acute inhalation risk.
Behalve een lage toxiciteit voor -warmbloedige dieren is de migratie van de stabilisator uit het FVC van belang; zij moet van-zelfsprekend zo gering mogelijk zijn.In addition to low toxicity to warm-blooded animals, the migration of the stabilizer from the FVC is important; it should of course be as small as possible.
35 Gevonden werd, dat de migratie van het stabilisatormeng sel volgens de uitvinding. zeer reel lager ligfc dan bij andere organotin- ----------82o 2"2 5Ϋ-------------------: f 1 5 : ! : ! & M ·. :It has been found that the migration of the stabilizer mixture according to the invention. very reel lower lying than with other organotin ---------- 82o 2 "2 5Ϋ -------------------: f 1 5:!: ! & M ·.:
! I! I
; ' -.2 stabilisatoren. Zij ligt beneden 0,2 yug tin/dm proeffolie Ctegen 5 ^ug . | 1 tin/dm2 bij dioctyltinthioglycolaten). In beide gevallen bedroeg de hoe- ! 1 ; veelheid stabilisator in het PVC 1,5 gew.#.; -.2 stabilizers. It is below 0.2 µm tin / dm test foil against 5 µg. | 1 tin / dm2 for dioctyltintioglycolates). In both cases the how! 1; quantity of stabilizer in the PVC 1.5 wt. #.
; i . ! Het stabilisatormengsel volgens de uitvinding is dus ' 5 : iu meefcvoudig opzicht bijzonder geschikt voor verpakkingsmateriaal op ! | PVC- of copolymeer-basis,. dat voor de verpakking van levensmiddelen en I : farmaceutische produkten of op geneeskundig gebied, bijvoorbeeld voor j * ; | ! bloedconserven, kunststofslangen voor infusies, wordt toegepast waar I ; bijzonder lage toxieiteitswaarden vereist warden ► i * : ; 10 Het stabilisatormengsel volgens de uitvinding is niet- ; toxisch en kan vanvege de uiterst geringe migratie in. vergelijking. tot , andere organotinstabilisatoren in belangrijk geringere hoeveelheden in i ' j ; * het verpakte goed geraken. De toe te passen hoeveelheden aan stabilisa-: tor kunnen vanwege de goede stabiliserende werking van meet af aan ge-15 ring worden gehouden.; i. ! The stabilizer mixture according to the invention is therefore particularly suitable for packaging material in a multifold way. | PVC or copolymer base ,. that for the packaging of foodstuffs and I: pharmaceuticals or in the medical field, for example for j *; | ! canned blood, plastic tubing for infusions, is used where I; particularly low toxicity values are required ► i *:; The stabilizer mixture according to the invention is non-; toxic and can enter extremely low migration. comparison. to, other organotin stabilizers in significantly lower amounts in i 'j; * get packaged well. The amounts of stabilizer to be used can be kept small from the outset because of the good stabilizing effect.
Het stabilisatormengsel volgens de uitvinding is boven- : dien geurarm en vertoont een geringe vluchtigheid. Bi j de thermische : verwerking van vele thans gebruikelijke organotinstabilisatoren kan het personeel in belangrijke mate hinder van de vrijkomende stabilisator 20 krijgen. Het stabilisatormengsel volgens de uitvinding bezit op grond van zijn hoog kookpunt en zijn lage dampdruk deze nadelen niet.The stabilizer mixture according to the invention is also low in odor and exhibits low volatility. In the thermal processing of many currently common organotin stabilizers, personnel may be significantly affected by the stabilizer released. Due to its high boiling point and low vapor pressure, the stabilizer mixture according to the invention does not have these disadvantages.
De dodecyltin-stabilisatorcomponenten kunnen volgens . bekende werkwijzen uit de overeenkomstige dodeeyltinehloriden of -oxyden en thioglycolzuuresters worden bereid.The dodecyltin stabilizer components can be prepared according to. Known processes are prepared from the corresponding dodeeyltine chlorides or oxides and thioglycolic acid esters.
25 Het stabilisatormengsel volgens de uitvinding wordt des- gewenst tezamen met andere bekende stabilisatoren, stabiliserende hulp-middelen, antioxydanten, UV-stabilisatoren, glijmiddelen, weekmakers enz. toegepast.. Zij worden in hoeveelheden van 0,1 - 3» in het bijzonder 1 -2 gewberekend op polymeer, toegepast.The stabilizer mixture according to the invention is optionally used together with other known stabilizers, stabilizing auxiliaries, antioxidants, UV stabilizers, lubricants, plasticizers, etc. They are used in amounts of 0.1 - 3, in particular 1 -2 calculated on polymer used.
30 Stabili safe or-werking30 Stable safe or operation
De warrnte-st abillserende werking van de dodecyltin-thioglycolaten werd bij een suspensie-PVC (VEST0LIT ® S 705*0 en een emuls’ie-PVC (VESTOLIT® E 7003) met behulp van een stabilimeter met automatische ,'Vortrieb" onderzocht.The thermal stability of the dodecyltin thioglycolates was examined in a suspension PVC (VEST0LIT® S 705 * 0 and an emulsion PVC (VESTOLIT® E 7003) using a stabilimeter with automatic "Vortrieb".
35 De proeftemperatuur bedroeg 185°C. Als glijmiddel werd __2% HAFTOLUEE ® F0L toegevoegd.The test temperature was 185 ° C. As lubricant, 2% HAFTOLUEE® F0L was added.
8Γ0Γ2ΤΖ 1 · :8Γ0Γ2ΤΖ 1:
- i . *· . . I- i. * ·. . I
i 1 I ' 'i 1 I ''
Als vergelijkingsstabilisator diende een tot dusverre ί : gebmikelijke stabilisatorv en wel di-n-butyltin-bis-thioglycolzuur-iso-ϊ octylester met een gehalte van 25# aan mono-n-butyltin-tris-thioglycol- * zuur-iso-octylester, Het tingehalte van.' deze stabilisator bedraagt IT »5#· i .As a comparative stabilizer, a hitherto useful stabilizer has been di-n-butyltin-bis-thioglycolic acid iso-octyl ester with a content of 25 # of mono-n-butyltin tris-thioglycolic acid isooctyl ester, The tin content of. " this stabilizer amounts to IT »5 # i.
> ί i '* . · · | ! t ' ♦ - . ί .> ί i '*. · · | ! t '♦ -. ί.
ffrrr2T2-------- !P"" 1 -- i r* i - --1 "·' "" I - i 1 ! . j ; i : i : 5 . ; 1ffrrr2T2 --------! P "" 1 - i r * i - --1 "· '" "I - i 1!. j; i: i: 5.; 1
: TABEL: TABLE
I < Stabilisator ..VESTOLIT E T003; VESTOLIT S T05^ 1 ϊ ( , aaatal min, waar- aantal min, vssrua.I <Stabilizer ..VESTOLIT E T003; VESTOLIT S T05 ^ 1 ϊ (, number min, value min, vssrua.
j · na donkerkleuring donkerkleuring ; p-ptreedt _ontreedt__: I 5; (c12H25i2SnI*2 _go _ 50 .j · after dark coloring dark coloring; p-ptreden _ontreden__: I 5; (c12H25i2SnI * 2 _go _ 50.
; j iX c-i^anim* - _6o - 50 - i~ I ; 0,8# (C^H^SnTh^ + j • Q>^ CtfeSn!Eh3 ' 65· ' 55. | ' 1 0,6# CCt2H25)2SnTh^ + TO 0,k% Ct2H25SnTh* " TO 55 . 0,4# (C^E^)2SnTh2’ + ; 0,6# C^H^SnTh^ (stabilisatormengsel ' volgens de uitvinding) 80 65 ; 15 0,2^ (Cl2H25)2SnTh2: + 0,8# C12H25SnTh3 H_65 _· 55 ·; j iX c-i ^ anim * - _6o - 50 - i ~ I; 0.8 # (C ^ H ^ SnTh ^ + j • Q> ^ CtfeSn! Eh3 '65 ·' 55. | '1 0,6 # CCt2H25) 2SnTh ^ + TO 0, k% Ct2H25SnTh * "TO 55. 0 , 4 # (C ^ E ^) 2SnTh2 '+; 0.6 # C ^ H ^ SnTh ^ (stabilizer mixture' according to the invention) 80 65; 15 0.2 ^ (Cl2H25) 2SnTh2: + 0.8 # C12H25SnTh3 H_65 _55
0,T5% (nCkK9)2SnT8£% + V0.55% (nCkK9) 2SnT8 £% + V
0,25% nC^SnTh^ ( vergelijkings- 20 stabilisator) 65 55 0,4# + 0,6# C12fl25SnTh^ T5 60 0,4# (C12H25)2SnTh2 + 0,6% C12H25SnTb|_75_ 60 25 0,4# (C12H25)2SnTh| + 0,6% C12H25SnTh|_’'ΙΌ_ 60 0,k% (Cl2H25)2SnTh2 + 0,6# Cl2H25SnThg _-_TO_600.25% nC ^ SnTh ^ (comparator 20 stabilizer) 65 55 0.4 # + 0.6 # C12fl25SnTh ^ T5 60 0.4 # (C12H25) 2SnTh2 + 0.6% C12H25SnTb | _75_ 60 25 0.4 # (C12H25) 2SnTh | + 0.6% C12H25SnTh | _ ’'ΙΌ_ 60 0, k% (Cl2H25) 2SnTh2 + 0.6 # Cl2H25SnThg _-_ TO_60
SiSi
Th = thioglycolzuuriso-octylester •j 30 Th = thioglycolzuurfcetradecylester 2Th = thioglycolic acid iso-octyl ester • j 30 Th = thioglycolic acid fcetradecyl ester 2
Th =· thioglycolzuurhexadecylester 3 — Th = thioglycolzuurdecylester kTh = thioglycolic acid hexadecyl ester 3 - Th = thioglycolic acid decyl ester k
Th = thioglycolzuurdodecylester - 8202252 ’Th = thioglycolic acid dodecyl ester - 8202252 "
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28419681A | 1981-07-17 | 1981-07-17 | |
| US28419681 | 1981-07-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NL8202252A true NL8202252A (en) | 1983-02-16 |
Family
ID=23089251
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NL8202252A NL8202252A (en) | 1981-07-17 | 1982-06-03 | NON-TOXIC STABILIZER MIXTURE FOR HALOGEN-CONTAINING POLYMERS. |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0070497B1 (en) |
| JP (1) | JPS5859248A (en) |
| BE (1) | BE893860A (en) |
| DE (2) | DE3223733A1 (en) |
| FR (1) | FR2509741A1 (en) |
| GB (1) | GB2102433B (en) |
| IT (1) | IT1156101B (en) |
| NL (1) | NL8202252A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2599373B1 (en) * | 1986-05-30 | 1989-06-16 | Ciba Geigy Ag | POLY- (VINYL CHLORIDE) COMPOSITIONS STABILIZED BY LAURYLSTANNIC COMPOUNDS, APPLICATION OF THESE COMPOSITIONS AND METHOD FOR STABILIZING MOLDING MATERIALS |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1346999A (en) * | 1970-10-02 | 1974-02-13 | Interstab Ltd | Stabilisers for vinyl chloride resins |
| GB1510974A (en) * | 1975-05-19 | 1978-05-17 | M & T Chemicals Inc | Stabilized vinyl chloride resins |
| EP0032106B1 (en) * | 1979-12-07 | 1983-06-01 | Ciba-Geigy Ag | Mixture of n-octyl tin compounds, process of their preparation and their use as stabilizers for halogen containing thermoplastics |
-
1982
- 1982-06-03 NL NL8202252A patent/NL8202252A/en not_active Application Discontinuation
- 1982-06-25 DE DE19823223733 patent/DE3223733A1/en not_active Withdrawn
- 1982-06-28 IT IT22080/82A patent/IT1156101B/en active
- 1982-07-13 EP EP82106237A patent/EP0070497B1/en not_active Expired
- 1982-07-13 DE DE8282106237T patent/DE3260900D1/en not_active Expired
- 1982-07-14 JP JP57121374A patent/JPS5859248A/en active Granted
- 1982-07-15 FR FR8212344A patent/FR2509741A1/en active Granted
- 1982-07-16 GB GB08220659A patent/GB2102433B/en not_active Expired
- 1982-07-16 BE BE0/208610A patent/BE893860A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IT1156101B (en) | 1987-01-28 |
| DE3260900D1 (en) | 1984-11-08 |
| GB2102433A (en) | 1983-02-02 |
| DE3223733A1 (en) | 1983-05-26 |
| JPH0160178B2 (en) | 1989-12-21 |
| IT8222080A0 (en) | 1982-06-28 |
| GB2102433B (en) | 1985-01-30 |
| EP0070497A1 (en) | 1983-01-26 |
| FR2509741B1 (en) | 1985-01-18 |
| EP0070497B1 (en) | 1984-10-03 |
| FR2509741A1 (en) | 1983-01-21 |
| BE893860A (en) | 1983-01-17 |
| JPS5859248A (en) | 1983-04-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| BT | A notification was added to the application dossier and made available to the public | ||
| A85 | Still pending on 85-01-01 | ||
| BV | The patent application has lapsed |