PT97459B - Processo para a preparacao de liquidos retardadores a base de compostos de glicol inibidos de modo a evitar a corrosao dos metais - Google Patents
Processo para a preparacao de liquidos retardadores a base de compostos de glicol inibidos de modo a evitar a corrosao dos metais Download PDFInfo
- Publication number
- PT97459B PT97459B PT97459A PT9745991A PT97459B PT 97459 B PT97459 B PT 97459B PT 97459 A PT97459 A PT 97459A PT 9745991 A PT9745991 A PT 9745991A PT 97459 B PT97459 B PT 97459B
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- Prior art keywords
- formula
- glycol
- alkyl
- group
- corros
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
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- C10M2227/062—Cyclic esters
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/06—Organic compounds derived from inorganic acids or metal salts
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Description
líquidos retardadores preenchem mais ou manos bem as condições estipuladas no que se refere a ponto de ebulição? ponto de ebulição a húmido e viscosidade a -4@°C« Estão também inibidas contra a corrosão relativamente a toda uma série de metais/'mate— riais de construção, porém em reiaçãc comportamento no que se refere á corr falta de uma tal protecção contra a contra a corrosão em relacito ao estanho. mencionadas c relativamentí
XI americanas 3 TI t /111 T 079 007 « / X X a 8Tli j -_r = / V r. 4,088.390 e 4,3 /1«448 que são c on s 111 u. i d o s essencialmente por pelo menos uma c om pos i ç a0 Γί ÇZt glicol como componente principal e por pelo menos um inibidar de corrosão par a líquidos à base tíe composições de glicol. Es sss ao metal tf 5 ta π ha a seu Cr _ d s? 1 j?, 3 a de· 58j ar ti A rro são con sti tui 3 31 ÊííTi íqu idos con tra 3 O ΟΓΓΟ“* rsc iplen tes e 5tS nh ados .·> •5-0 poder —se de um ;rtÍCU 1 i?*r men te Θ T xcss ijíu ído? 0 objectivQ do invento consiste em criar um dado \v~ apresentando t 3Π X. O -5 S- qua1idades padrão mo também uma boa inibição contra a c 0r rosão aos metais usuais e? si mu1taneamente, ao estanho» O novo liquido retardador deve pois corresponder no ponto de ebulição a secono ponto de ebulição a húmido e na viscosidade a ~40‘-C aos tipos DOT 33 DOT 4 e D07 5 e, relativamente ao metal estanho? estar preparado de uma forma particularmente anticorro- 5XV3 n 0 líquido retardador de acordo com o invento é constituído essencialmente per A) pelo menos um composto de glicol como componente principal ,
Μ I
pela menos um inibidor para líquidos à base de compostos de qlicol e x> '"7
J C) β,θ©5 a Θ,5% em peso, de preferência 0,01 a 0=1% síTí peso relativo ao peso do líquido retardador (acabado) de uma mistura de ésteres ácidos de ácido fosfórico (como inibidor adicional) composta essencialmente por ésteres de ácido monofosfórico e difosfórico e que foi obtida por reacçMo de um composto contendo fósforo com um álcool monovalente e um ρα 1 i o 1 „ O presente invento baseia-se na constatação surpreendente de que? por incorporação do produto especial constituído por éster de ácido fosfórico de acordo com o componente C) em líquidos retardadores conhecidos â base de composições de qlicol, se atinge uma inesperada e elevada inibição contra a corrosão exactamente no caso da metal estanho a, com efeito, independente-mente do tipo das composições das bases que podem pertencer ao grupo dos glicóis e dos -seus mono- e diéteres, formais de qlicol, •ésteres de ácido bórico de glicol e outros» Através da adição do componente C) obtém—se claramente uma sinergia especial, que poderá ser resultante da combinação do componente C) com os inxbidores jà existentes no líquido» Com esta combinação consegue-se, surpreendentementes e exactamente para o metal estanho, uma protecção excelente contra a corrosão, correspondendo a inibi .cão em re laç a o a us OU 5„f Q£. met B. ÍS* tais como ferro f uncf id > uf 0 aço, cobre, al um í nia, z inco e ou t. Γ05 =J também às actuai s exi g@n*“ cias·, Os 1 iqu ida s£ reta rdsdores á b-ass? de compoi ã-içoes de gl icol com ésteres de ácido fosfórica de vários tipos em combinação com os inibidores de corrosão usuais, tais como alquilaminas, alcano- laminas, sais de metais alcalinos de ácidos inorgânica ou orqSnicus? triazóis e outros, são já conhecidos desde longa data <ctr» as documentos inicialmente mencionadas). Estes líquidos
t- l· ·' retardadores do tipo DO! 3., DO3 4 e DO] d revelam, de facto, uma protecçSo contra a corrosão relativamente boa em relação aos metais usuais, embora essa protecçSo deixe a desejar relatxvamen— surpreendente que, com d te ao estanhoPor isso, é de facto auxílio do produto à base de éster de ácido fosfórico de acordo com o componente C) se obtenha um comportamento altamente anti-corrosivo exacfcamsnte em relação ao estanha»
V 0 componente A) do liquido retardador de acordo com o invento é constituído por uma ou por várias composições de glicol e forma o componente principal do líquido. Como composições de glicol podem ser uti1 içadas aquelas que usualmente constituem a base dos líquidos retardadores- em questão ícfr, os documentos inicialmete mencionados).. Trata-se, em regra, das composições de q1i co1 conhec i d as ρβΠ?=ίΠ C S?R IBS e.o grupo dos q1icóis, éteres monosIqu.í i icos de glicol, é te res dl- a1quí1icos de glicol= formais de glicol, éstere s de ácido bóri CO de glicol e ésteres monoal- quíiieos de ácido bórico de glicol.
Os qlicóis preferidos são os da fórmula I que se seque »1
D
HO-< CHOCHO)„—H ( 1) o em que fr é H ou l;h_. e na c ad eia ti e po liai u. w κ i i, cri também H 0 CHT í i Sto sig nifica que _ i H no inter ior H .¾ -_2 u·. cadeia d o rad ic al do po liai COK ileno t ambé m pode as SUiBÍr os doi s sign if i cados i nd i ce*"* do s), de preferi ncia H, s x s X Q Γί X i ica 1 a t~"i J __ a n ucd pr et ertn c i -5 2 a 5, Sã o e xemplos de glicóis O monoetil enoq licol, di etilenog li col, tr ieti 1 en og1icol , et ilenogl XC ο I s out ros pol iet, i 1 e nog1ic òi s com um peso molecular de até 4Θ®, bem como os corres^ondsntes ·» t'
propilenoql icóis e DK03.IquiIat.Ds mistoss ssndo preferidos ps etilenoglicéis» Os éteres monoalquí 1 ícos de glicol preferidos são os da Torrou 1 a 2 que se segues R'~0-( CHOCHO) (2)
V
J em que R"- é H ou CH_ e na cadeia polialcoxileno também é H e CH.,., de preferência H5 ΗΎ é -Cg-alquilo e y significa um número de i a 6, de preferência de 2 a 4.
Constituem exemplos de monoéteres de glicol o éter monometí1ico de dietilenoglicol, éter monometí1ico de trietilenoglicol, éter monometí 1 ico de tetraeti 1 enoq 1 icol ;i i éter manoisaprap.ilico de dietilenoglicol éter monabuti 1 ico de dietiienoqlicol vj éter monobutílico de trietilenoalicol= éter monoetílico de tetraetilsno-qlicol
fórmul
Os éteres dialqui1icos de g1icol pref qu© sscjue aa RO-(CHOCHO) -6 • * ““ % ~ x .“J ~ i » — · ^ em que R’’ é H ou CB.T e na cadeia polialcoxilení o também é H s L-H ds prefsrt ncid Hb R^ é C,. -C„~aIquiIo,s R, é —C^—alquilo s significa um número de '1 ã 6, de preferencia 2 a 4, Constituem exemplos ds d iéteres de g1ico1 o éter dimetilico d e dietilenoglicol,
XI j éter dibutllico de dietilsnoglicol5 éter riimetílico de trietilenog1icol? éter díisopropilica de trietilenog1icol, éter metilisoprapílico de trietilenog1leal éter dimetílico de tetraetilenog 1 icol ·., éter diisopropilico ds tetraeti1enog1icol ;J o éter dibutllico de tetraetilenoq1icol &
formais de qlicol proferidos se segue R-í 0— (CH„CH._,0 í OChV CH_ ) u 2 m—L,H2 2 e ;
em que r7 é r - 1 -alquilo* H0 é LR-C^-slquilo e m sianifica um número de 1 a 4 = Os formais de bis—íéter fflonoa1quí1ic o de eti lersi ogl ÍCD 1) de fórmula 4 particularmente preferidos __ "cííJ
e os correspondentes éteres de propilenoglicol & derivadas de OKOâ 3 .qui1atos mistos5 sendo p referidos os éteres os e *c .x I sn ocj li col» ia fórmula 4 que aqueles em que R_, e K_s sâo CH^. e m respectivamente 2 ou. 3, sendo / Ο Ό m = n»
Os éster IZi vd de ácido hòric d de g I icol 3 Dtn- esteres de ácido bo rico de é tei* - mon oa 1 q u £ 1 ico de g 1 icol pr Sf' •f sva r idos sãci da fórmul a ~j e 6 que se seguem _ 9· L H 0 v UH.-, CH, (5) em que R „ é C.-C,- τ I *t alquilo e a signi fica u ím núiíier Ό H --· f - i. Srf JL cá w κ da preterfencj.a de a 4 * 0UH~UH«UCH_CH„0 0CH^CHo0CH^CH^0 t
R.^ a j são CH.? e b e c são rsspectivamente 2, 4, o &Ί! QLÍS R ... -5 R 4 , é .1« 11 mente um númert preferfncia de é ci -~G,-alquilo e b e c significam res pectiva.-- & 1 a 6 e c significa uni número de 1 a &, de B 4» Os ésteres de ácido bórico Q particu . X πΐΓίΠβί % i.B mu. — — X. cr;~- 5 e ò são aqueles em que H & L-hL. o a é ií 5 ou xqui d 03 è. bas© do pate Π ÍE'H- menciana- ϊπ hec idos campostos ,nss 5 c i c i o a x Q ii x X a 56US S-315 Q tr :US sais de metais bónic Q, ÍQSfÓ- : 4~ ·» mbôffi c om pos tos- 0 componente B) do líquido retardador de acordo com o invento é constituído por um ou sais compostos que podem geral™ mente ser introduzidos como inibidores em glicáis s/ou de derivados de glicóis <cfr« as patentes das inicialmente)* Trata—se em regra dos inibidores do grupo constituído por alqu.il-: minass alcanolaminas, ácidos monocarboníl: metais alcalinos, ácidos dicarboxí1icos e alcalinos, sais de metais alcalinos dos ácidos rico e fflolibdénicQ, triazóis, imidazéis e aromáticos antioKidantes.
As alquilaminas preferidas são mono—, di— e trialqu.il-arninas com 1-18 átomos de carbono, de pref erfncia 3 a 8 -átomos de carbono em cada grupo alquilo, tais como ou. ti lamina, heíii lamina, octilamina, isononilamina, isotridecilamina, oleilamina, diiso-propilamina, diocti lamina, tributilamina e dimetiloctilamina» ft cicloalquilamina preferida é a cicloheKilamina*
As alcanolaminas preferidas são as de fórmula 7 ous se seque
1 7 1”. *-
-CH2CH-íCH2)d-QH j S _ i ã. em que R e ti t£?m os significados atrás referidos e R tem o significado de Ri''% tais como etanolamina, metildietanolamina, isopropanaIamina, dietanolamina, diisopropanalamina, butildiefca-nolamina, octildietanolamina, trietanolamina e triisopropanola-m ma«
Os ác i d os mon oc a r feo κ í I i c os '18 qorckjs) seus s-axs di~: ^odiuri tax^ ι_οιϊιό á.i_ido nico, estea.rinico e oleie o „
J 0 0f Li0 035.0 O0 xi1icos (ácidos pri1ico, lauri— ‘58Ub sais de us ácidos dicarboxi1icos preferido·; metais alcalinos são os de fórmula HOOC--<CH^) * . -,~COOH e seu=. X. sais ds sódio» tais como ácido adipinico, suberínico, azelainico e secacínico»
•1 ί-
Os sais de metais alcalinos preferidos do ácido carbó- n 1 co, do ácido fosfórico e sódio, o fosfato de sódio e ácido molitadéníco são o carbonato d? o mol iboato de s>odxo CNa.-^fioLi^ )»
Os triasóis e imidazóis preferidos são o benzotriazol (também designado por 1 H-benzotriazol ou 1,2,3~benzotriszGl>, toliltriazol (em reqra uma mistura tía isómeros) e bezimidazol. Sâu OS-
Os compostos aromáti*
\ uluXIQSi t iSbj pr fc?T BFXGC que constituem o grupo dos fenóis, bifenóis, creséis, quinoli.na e naf tilamina, tais como fenol, bifenol A, Ξ,4-dimetil~6~t~but.ilfenol, fenol modificado por estirai, 2,é-dimetil—p-cresol, difeni-lamina, feniΙ-α-naftilamina, difenilamina estirolizada, 4,4'-di- octil-difenilamina e 2,2,4-tr imetil-l,2—di-hidroquinolina. 0 componente constituído, em reqra, por uma quantidade de Θ,Ι a ΙΘλ em peso, de preferência por urna. quantidade de 0,5 a S% em peso, relativamente ao peso do líquido retardador (acabado). 0 componente B) è constituído, em regra, por um ou mais dos inibidores acima mencionados, á: constituído, de preferencia por uma das alquilaminas ou a1canolaminas mencionadas ou por uma alcanolamina e um dos chamados compostos de triazol, sendo a quantidade principal constituída pela alquilamina e/ou alcanola— CDffipO nente y> é c onsti it .tido, 5\ to s x m s» 00 .idade da 0 r 5 a w .4 BiTí p8'aO s cIb preferfn~ 0 ; ~·' Sà 6% B*7 * pe 5Q de uma das alquilami- mina, enquanto α triazol se encontra presente numa quantidade reiativamente pequena, preferfncia, por uma qu< cia por uma quantidade de 0, nas ou alcanolaminas mencionadas, sendo preferidas as alcanolarai nas, e por 0,01 a 0,1% em peso, de pr eferfncia Θ,Θ5 a $ 3 3% Buí peso de um dos c H-SíTícícJqb· campo stos de triazol, per centagens ponde rais essas r * B TB Γ X OSS ao peso do lí quido retardador. Q componente C) ésteres ácidos de ácido ís ido fosfórico c onsiste em !e fósforo de pa .rcida, se um poi xo1„ A fim de se fster de ácido fosfórico, iponenles da rsacçSo numa . Θ. I ΐ7)0Π ΊΙ £? t; SÓ S& ! formarem é constituído por uma mistura de isfórico» É constituído assim, essen·--cia1mente, por monoràsteres de ácido fosfórico e diésteres de ácido fosfórico·., Caso estejam presentes,, os trissterss de ácido fosfórico estão-no numa quantidade muito pequena» Uma outra característica do produto de éster de que,, para a esterificação do composti utiliza um álcool monovalente e tamhí manter o carácter ácido do produto d< são introduzidos claramente os trás i tal relação molar de modo a, esse! esteres de ácido fesforj.co prxmários e sscunosnos, i-í quantid^ítje de ácido da mistura de éster de ácido fosfórico é, em qeral, de 35o a fou0 ? \ & determin açao da L| vi cíi Ϊ tidade r-í f**- ϊ-i c: s«t i». Id o e f ec LU-dS—Stsf ti èsf aco rdo com o método us uai, is to é, por ti tulaçã D com um a soluc "ãO de ! MaOH at ê ao SwyLU ído pon to de v iragem da cur V B. de ti tu1ação e por cálcul £Í do consumo de. NâO: H em mg de !< OH por g de or oduto)» C* í_' ons tituem c OíílpO sto 5 de fósforo adequ Λ H os. po r exempl O, áci do fosf ò ric o -X 4· } 9 t ric 1 oret o de fó sf oro (F Cl-, > pentaci o- ret o de fó B for o (PCI,-) 0 p0H T.O X dl o de f ósforo i p ri • 4~ }, Entre compostos de fósforo possíveis prefere-se o pentóxxdo de fósforo, vislu que, ao utilizas· -se este composto, se evita a slxminacSo relativamente morosa da água de reacçSo ou BC1 formados durante a esterificaçlo* de
Os álcouis monovalentes adequados são os que constituem o grupo dos alcanóis ou dos alcanóis o >; o a 1 q u. x 1 a d o s„ Como álcoois monova lentes usam-se preferencialmente os alcanóis C-C,_ de preferencia alcanóis C^—C (lineares ou ramificados), ou os seus nxoeti1atos e oxopropilatos, de preferência oxoetilatos com 1 a 15 unidades de OKoalquiieno, de preferência í a 8 unidades
-V -V oxosiquileno> Os álcoois monovalentes preferidos sSo Li Ή UtTi fórmula 8 que 1 C? Ri- R1 °0” (C-H i „6ho> -h V fcd f O 'j K O -· 15 , jj eus que n e π ou CH_r, de preferência H, N~~ é um radical a í qu i— xo, de prefer fncia linear ·, com 1 a 12 átomos de carbono, de preferência í a 6 átomos de carbono, e em que e significa um número da © a 15, de preferencia de © a 8„ Como representantes dos álcoois monovalentes podem nisncionar-se, particularmente o metanol, etanol, propanol, isopropanol, n-butsnol, isobutanal, álcool n-amí1ico« álcool isoamílico, n~heKanol, álcool isononí-lico, n-decanol, álcool laurílico s álcool isotridecilico, bem como os seus oxopropilatos-, de preferência, oxoetilatos, com 1 a 15 unidades de oxoalquilena, de preferência 1 a 8 unidades de oxoalquileno»
Os polióis adequadas sSo os do grupo constituído por alcsnadióis, alcanotrióis, alcanotetróis, penti.te e hexiie, tais como etanodiol \etilenoglicol), propanodiol-i,2, propanodiol-1,3, butanodiol-1,2, butanodiol·-! ,3, butanodiol-1,4, pentanodiol e haxanodiol, dietilenoglicol, trietilenoglicol, tetraetilenoglicol e pentaetilenoglicol, bem como os propilenoglieóis correspondentes, glicerina, trimetilolpropano, trimetiloletano, eritrits e pentaeritrite, sendo preferidos os diais e trióis· SSo polióis particularmente preferidos os alcanodióis da fórmula 9 que se seque 9)
HO- (CH-7> f-UH
R ·,1 / H0~(CH2CH0) - C Í w ) em que R é H ou CH.T, de preferencia H 5 e g significa um número de 1 a 1 ©,, de preferencia de í a 5 (trata—se neste caso de o>;oai qui I enog I icóis) „ vi 0 componente C) do liquido retardador de acordo com o inventa é» de preferência, um produto constituído por éster de ácido fosfórico de acordo acordo com a patente eurc título de referência» L fosfórico preferida será assim aquela que foi obtida por reacçgío de óxido de fósforo-V com uma mistura constituída por um álcool monovalente e por um alcanopoliol com 2 a Í2 átomos de carbono e Ξ a 6 grupos hidroxi, mantendo-se de preferencia a relação molar de óxido de fósforo-V s álcool monovalente s alcanopoliol de 1 s 2 s 4/n '? em que n* significa o número de grupos hidroxi na molécula de alcanopoliol? ou um excesso estequiométrico da componente alcoólicaf devendo os componentes da reacção ser agitados ou amassados durante cerca de 1 a ú horas., a uma temperatura de cerca de a i2®·’~“C~ na ausência de humidade e na. presença de um gas inerte» No caso de um álcool monovalente a de um alcanodiola relação molar será nesse caso de óxido de fósforo-V ; álcool monovalente s L. Ofíf a pa tent e ame ri cana 4 ,141» 938 e pe ia 28 ó74 «.p ‘1 JL? a. is ue aqu i se ci tam ina mi si ura acidai Γ7£2τ pQ ter de ác álcool monovalente e com o nesse caso ιρο 1 ,iol de 1 οροί xo d de óxido de fói . o 1 se ef ec um na r por arrefecimento da. mistura, da. reacção ds preferfncia 2® a 6®°C, s na mento de. ni is tura d a rea cção - s. :onsel h&” bb n esse c D St Llt i 1 i — • exem iq 1 rq Í-* Λ *— 0 azoto. Γ)0 um modo 0 e-sp 8.ÇQ d B 1 a 3 hc - r -rí , D que da r -3-SC Cão qu.b se v 'Sr~i f ica na í Im Itó Vfc?« rermxnaúa DD r exotérmica da rsacção a uma temperatura de fase final da reacção uma temperatura de 8® é indicado pela. ausfncia início da reacção exotérmica, > kci arrefecida a mistura, da reacção, obtém—se a. mistura, de éster ácido de ácido fosfórico pretendido- Tal como atrás se mencionou» os álcoois monova1entes de fórmula 8 e os alcanadióis de
fórmuL e 1® constituem, juntamente- com o pentóxido de í ΐ t r*~ ro, os componentes de reacção preferidos componente C>. sra a. obtenção do
Tal como nas formas de realização atrás descritas, as características do liquido retardador de acordo com o invento são o seu sistema· inibidor em conformidade com os componentes B) e C) 5 A 5 , isto é 5 Q j para o efeito jíbo se sabe , o tipo a que pertence o liquido retardador, ou seja, depende ia do sistema inibidor do com panei n te A) não é. gfH pe.í‘"T-Í c u 1 ar, c. r í t idor, 0 coríipc inente A) determina, o ra t i amen te a psn aí componente A) o facto de um liquido V) retardador pertencer, em relação às propriedades inicialmente referidas e que são o ponto de ebulição a seco, o ponto de ebulição a húmido e a viscosidade, aos tipos DOT 3, DOT 4 e/ou E>OT 5 presentemente usados. 0 efeito da sistema inibidor de acordo com os componentes B) e 0) revela-se, portanto, em todos estes cipos de liquidas xnxbidores conhscidos» rio que se refere especialmente ao componente A), preferem-se como se sabe duas variantes. De acordo com uma variante, o componente A) é constipe los compostos de glicol pertencentes ao éter monoaiquilico de qlieo’ tuído, essencia1mente 3 pe 1 o· grupo ÔOB çj. XCO-i-Sp éter dislí-jUi 1 icu de glxcoi , il acordo com a. essencialmente pelos compostos tal que seja mantido o
flDO
s > i podem ser de líquido retardador pretendido» De segunda variante o componente A5 é constituído de glicol referidos pertencentes
XJ ao grupo do glicol- e do éster de ácido bórico monoalquílico de glicol, éter monoalquílico de glicol, éter dialquílico de glicol, o 1 i c ó i s f o f is de gli cal, que por sua ve 2 pod eífi cr-tc' Γ WH! ipregados :rçao que permita manter o tipo 0· i £ QIJ. i. Η o r e t a r d a d o r seguir apresenr_am~ss alg umas COíBpOS X Ç O- es típicas A), tal como se encontram de SC Γ11â3 Π O es tado da técnica e se encontram presentes nos tipos de líquidos retardadores mencionados, sendo os constituintes principais designados com h, , h_. e A..r e referindo·—se as percentagens em p>eso mencxonadas a soma dos pesos* de A.* , A*-, e íH·-.-» jomposição í V õ® a 8®% de gi xcôis· de pii^f 50 mo 1 wuU 1 ãi’ de até 3 00, sendo a quantid a d e de gli col com um peso mo1ec u1 ar inferio r a 150 d© psl o menos 2 ir. Sffi peso« e A..,) 2Θ a 70¾ de èt er monoal QU íl ICO de ql i col e/ou éter dialquí li co de gli .col CusiipoS-ição 2” j u
At) 40 a o®% de glicóis de peso molecular de até 2Θ® e A.-,) 5'3 a &0j% de éter monoalquílico de qlicol composição as ftr' 50 a 7Θ% de Í-I 1 g icóis de μβ so mol Λ \ 3® a 5®% de èt er di a 1 qu i. 1 ico de 44 i -t i- U í até 20® e S v* fe
Composição 4; A.j) •3 5Θ% de gl ici ::sÍ3 ds pEBD molecular de Í5 a2> «£*Λ«Υ _i_ W ^ /« tu W éter monoa 1 í·* * * ' 1 i. 5—\ X i. ico de glicol e A-,) 10 a 20% de -f. Λ. «... far i- íri í díalq uiliCi d ds glicol υ l.,om pos x c ao o n
O A .* ) i 4fâ a 95% ft E.--- éster de ácido bórico de qlicóis < mon oa 1 q u í 1 i c os d e qiicol β a7) 5 a 60% tf éter monoalqu.il ico ds glicol %S/ O Cl oxalqu.xl xco de g 1 i col Composi ção 6 s A1 ) 4Θ a 9Θ% de éster ds ácido bórico ds q 1 ií IoI5 monoalqui1icos ds g1ico! p: a2) ϊΐ’ί a 6Θ% ds éter monoalqui1ico de glicol m/aix dialqu.ilico ds gli .col e A-,) a Í0% de glicoxs de peso molecu tl ar de 130
CoiTiposição 7 s
Aj) iΘ & b€>% de Éster de ácido bórico de qlicóis e/ou étere monoaIquíIicos de qiicol e A,-.) 50 a 9-®% de éter monaalcju.il ico de glicol vj _-om posição 8! A-j / 10 3 —. .ç. U/ 6. Six de 5¾ CSF Π’θ íiC ÍQQ tíof XCO "ilxrJir gliceis 0·—. ιΐϊΟΠΟίΐ I qu. i I Aí-j ) 40 iz/o /a ds étsr* monoalquiIico do glxcol B A-7·) .J 15 S §'OÀi de q I .1. C o x 3 d Sf p€3SO ííiO 1 BC. ϋ X β.Γ d cf 130 & 3Θ0 L-οπϊpcsχc:ao τ': A1 > 2Θ a 40% ds θ' ··. h $ v’ v .ν' b6rí CD de glicóis e é "t 15í? ·»- cos μ glicóis h 0 ds? glicol e 1 qu í lico de etíleno ulicoll) de formais A preparação dos liquides retardadores de acordo coe o iRvsntc efsetua-ss por mistura dos componentes, por exemplo, num recipiente com dispositivo agitador, o que permite obter de forma simples uma mistura homogénea» Em regra, a mistura efectua-se h pressão atmosférica & à temperatura ambiente sendo conveniente a su5§ncia de humidade» A mistura pode também efectuar—se a uma temperatura mais elevada» por exemplo, entre 3Θ e 50°Cn
Os líquidos retardadores de acordo com o invento sãc apropriados r3 saorecudOj para sistemas as travagem hiarâuucas., as preferencia para sistemas de travagem em
O u Q invento será ilustrado mais pormenorízadamente com α auxílio de exemplos e de exemplos comparativos» As percentagens referidas nos exemplos e nos exemplos comparativos são percentagens em peso e cada um dos líquidos retardadores foi preparado por mistura dos referidos componentes á temperatura ambiente» Os líquidos retardadores dos exemplos, e dos exemplos comparativos foram testados em relação ao ponto de ebulição (ponto de ebulição a seco)3 ponto de ebulição a húmido, viscosidade a —40°C e corrosão do cinco» A determinação do ponto de ebulição (ponto de ebulição a seco), ponto de ebulição a húmido, viscosidade a -40°C efectuou-se exactamente de acordo com a norma FMVSS n9 116» A corrosão do cinco foi determinada igualmente de acordo com a norma FMVSS nQ 116 decidindo-se contudo, efectuar adicionalmente
J JSs \' . Z' . v\' i· υ ;cãa Hn 4-,-..-Uw uts—- te na ÍB S’d lu iã. S íli C| U 0 n3o se efectuou a i no mesmo de uma percentagem de zí vol*.· de água % o iadar tOI 5 coso suceda na u t .113. z aç 3o técn icaf tal. Coso ê do conhecimento geral um teor de áqua : a t i ngido a í usa utilização de vários anos do líquido retardada? empregado como tal líquido retardada
vj 1
Exemplo A) 4250® % trietilenogI icol 22si0 % éter monometilico de dietilenoglicol 35?ôô %. éter mono-n-bu.tiiico de trietilenoalicol
J B) Θ,8Θ % diisapropanalamina 0?05 % tDliltriazol C) 0?@5 % de uma mistura ácida de éster de átcido fosfórico, preparado tal como a seguir se refere*
Ponto de ebulição Ponto de ebulição a V a sc osidade numide
235 °C 1 PCKfl. - «b A«W 3 it
liíi / U
Preparação de uma mistura ácida de éster de ácido fosfí 200 mi com '0 w j JLU U n Mi sturs í CUT» —Itr-S: 33 * 3 g (0? 45 (0;i* ixr mol ) d ξζ t ^ len- OQ 11 cal num f” e 'd .1.! Q ÍSf 3DS i ti vo de ag Ív3 ç3o? sob u ma ati raíii" -se gui damen t0 à mi stura no de! (0?Ξ ?25 itíO 1) de P4 cl 3 se ndo a m ist ur· urref ec ida em áciua—gelo* A temperatura da mistura da reacção aumentou durante a adição de 22 para 55°C~ Terminada a reacção exatérmicas a mistura foi aquecida para 86°C e mantida durante 1 hora a ΒΘ 85°C* Depois de arrefecida obtiveram—se 125 g de um liquido viscoso3 .incolor s com um valor de ácido até ao segundo ponto de viraoem? sendo o pH de V5 ? de 5é4 mg KOH/g * —21 · EXEMPLO 2 ftí 42 tf "5 ·’ X trii 6 ?é0 St* áte=; 35 ;i €i® **/ prp: 15 300 /» áte tílico de
Vi U J: íiltí LXX 1,10 */ t r i bu t i 1 aí 0,20 V benzotria €>,, Θ3 % de uma mi preparado .d ds ebulição :.o de ebulição a 1 ___ _ * __j _ .Q-ir-Xuciutó dc í zinco EXEMPLO 5 •—*4 :: '—:* V ó í , 4©
VI B) 3,900=, Í0
. ι ' ietilenoqIicol * ácida c*0 esner ú\ c orna η o e* h ©íh pio 1 LQO TQSToriCQ ·. ,1ST” S_t( 146 VC 1 Θ*?Θ mm“"/s ~e = 0i ma./cm' % éter manamstilico de tatraetilsnoglicol % éster de ácido bórico de fórmula Z CH-, 0- {CH^CH^O), j _-B % butx1dietand1amxπa % benzotriazol C> 0.Θ1 % de uma mistura ácida da éster de ácido fosfórico,, preparado tal como no exemplo 1 i
Ponto de efauliçSo ^2°C Ponto de ebulição a húmido i Q7 ι-·Γ; V i sc os i d a d e i / íí J*. / — i. ío4 íTflii / CarrosSo do zinca - 0 f. 01 íT;y / C hí EXEMPLO 4
OCH.-jCH.-.OCH.- i.-,υ 1 Μ R - 0- (υε c
OR 11 í. a . È! L ΒΓ monofisetílico de letrastilenog éster de ácido bórico ds fórmula
OCH^CH^QCH^CHUO B) 35ΘΘ % diisopropanolamina £s,05 % toliltriazoi C> de uma mistura preparado tal ácida ds éster de ácida oflto no exemplo 1 fosfórica h
Ponto de ebulição y /?*”} OH Ponto de ebulição a húmido 1/4°C Viscosid. ade 1 7όβ <nm Oo r v" o s-cío do zinco ±® roq/ci
EXEMPLO A) -rsr -ΓΛ =/ 3 -~Γ éter i manomstilic 61=, 4Θ % fsc: f-0}·- ds ácido b de tetraetilenoglicol ico tal como no exemplo 3
VI
J tí) 3,20 % diisQpropannlamina 0,05 % toliltriacol
C) 0,05 % de uma mistura ácida ds éster de ácida fosfórico. -j a, i seguir è indicadc
Ponto de ebulição Ponto ds ebulição a húmido Viscosidade Corrosão do sinco Preparação de uma mistur 284 °C 186*C l 23Θ mm“/s ±0 mg/cíii^ ácida de nal) de isopropanal num recipiente de vidra de >‘5€? ml com dispositivo de agitação, sob uma atmosfera de acot
Adiciona- te -à Η*Χϊ3 Lur a ϊ ÍU d tcL. u r* r dtí minutos 71 y f10s SvrfndtJ a mi stur ’ a. a. r f" & ~f sc á. d a cíiti água-gelo. A sfu.r 'a da reacç a a lumentou durante cá aa xc áo de PO l v‘> ;em pe r acu r a par a 60 °C „ A mis tura foi SpUeLlda para 800 hor a a* a. 80*0,= 0 produto arrefecic Jo mant ido te apresen tou —5g como um 1íquido \f i_ Γ"' o 5 í com um valor de ácido até ao KOH/q» segundo ponto de viragem de 482 mg EXEMFL.U ó
A) cr o Uí í JJ vV tt/ /n éter monomet.il ico de tetraetí lenoglicol 35,5© v éster ds ácido bórico tal como no exemplo 4 B> 5,40 % octildietanolamina 0,10 % ben 2 ot r i a zοI
0 Q, ,©3 ar ,J íj. {j tf uma fiiX s tura àci í-f vo. de estsr de acido pr epar« IÚQ tal como ã seguir é indicado Ραπ to de etau 1 içSo 27Θ °C Pon to de efaul içáo a húmido 173 °C Vxs cosidade 1 76Θ ínmV/s Cor ΓΟί =-So do 2 inco l!ú mg/cm” uma mistura ácida
VI
ProueQtefU s-fc? tai fztjtttu i iu 0 y-. ts ιτι o J. o *asenoc^se reao1r no entanto 38 g í Θ,, 5 mol) ds propanodiol-1, •V 0 -= y \ 0 5 5 mo 1 > d $5tanoI coiti 71 g (© ~ 25 cnc :sl > de F’ 0 ,; 4 i 0 Oh tsve“5s um 1 iquid- vλs-cosoI,· ds cor castanha C X 8. Γ 8. C OiTi u m V alor de ác ido sitê e.
VI segundo pon to de viragem de 589 mg KOH/gs EXEMPLO 7 A> 1 7' r 439 % éter monomet.il ícd d e t r x e 111 e η o g 11 c o 1 5,00 % éter dimet.ilico de tetraeiilenog1icol 78 5 8Θ "Á éster de ácido ha ri co tal como no exemplo 3 B) 2,10 % d i isapropano1amina 0,1Θ % taliltriacol C) 0,0i % de uma mistura ácid a da éster de ácido fosfór preparado tal como no exemplo i Ponto ds X Í| i * j^ Í*Í 275°C Ponto de- ebulição a húmido 195°C V ϊ. SCOSid· ade 880 mfírVs Ca rrosão do cinco c* ±0 mg/Ci-íf·
X X 1
EXEMPLOS COMPARATIVOS
Os P!<P mplos i a ”7 4-S e acordo com o inve π to τ o r* a. ΓΓι r 3 p&* t. i "~* dos com a d.i ferança de qu e o c oifi pon sn te C ) não foi utilizado Ca SQ i Ç SO Q a mi stur a. de 1 iqu ido r e t a r d a d o r Q. ara se ati ngir í 00% em pSSCj 70 X f ei ta c ofli o auxi lio do primeiro roduta rep rS::-c?n tanaa o c díií ponen T-O 8 ) J Es tes 1íquidos r p» s ΓΌ sentav am reiativamen te ao ponto de ebul içao ;r pon to d e ebulição a húmido o V i s c o s i d s d e .a \J -4Θ°C pr atic afnen te os mes íTiOS v.¾ \ orss dos* i x qu xdcj s rs tardadores W 'w • 7 acordo c Qffi O in vento? a ΉΪ C on trepartid a 5 ni r o è corrosão Ο-i relação dLt «V inco VS .lore e? r’ 5. m c o n s id eravísl ΙΤιΟΠ t ;e piores? DS vs1ores da c orro BIq Si/H rs -laçã o ao EincG si tuavam entre —@n i2 . a
EXEMPLO COMPARATIVO S EXEMPLO 8
A > 35 t» 30 % éter monometilico ds tetraetilenog1icol 61 tj TV % éster de ácido bórico : tal como no exemplo 3 8) 3 -2Θ % dxisopropanolamxna iA ,05 % to 1 i 11 r i a z o 1 C) Θ ,05 % rfe uma mistura ácida ds éster de ácido fosfórico preparado tal como a seguir é indicado Ponto de ebulição 285*C Ponto de ebulição a húmido i οςοΓ i O \J L?
S
·, -ífi' ^
Preparação da mistura ácida de éster de acido fos-íàn.— CO ϋ
Co J.ocaram—se 9¾.¾ g \ 15 5 moi 5 de xsopropanol nutit teci-
DorcSes de v idro de 250 ml com disposi tivo de agitação. 30 b LUHci ra d e aeoto» Adiei Lonar am-se s eguidamenre a ínist ura ? BíTí ·, 71 g < © 5 25 mo1) de P4°103 sendo a mistura mantida de arrefecimento eu a águ .“ít*,r j, í_í entre 22 e 4@°C* A mistura
um líquido transparente; segundo ponto de viragem de tida dur ante 1 hora -5 80°C« Obteve—se viscoso= de 49® mq com KOH/ um tu valor de ácido até ao
'vJ
— Proc esso para a preparação de líquidos retardado— res inibidos de modo -S, 0 V i. l B. Γ~ ã corrosão dos metais car acteriçado por se combinar π OS r s f s r* i. ci os 1íguidos essenci a1mente A) pelo menos um composto de glicol como componente principal, vfe ? B) pelo menos um inibidor para líquidos à base de compostos de glicol e Ο ®,θ©5 a ©,5% em peso relativo ao peso do líquido retardador ds uma .mistura de ésteres ácidos de acido fosíó— rico., composta essencial mente por ésteres de ácido monofos-fórico e difosfórico e que foi obtida por reacção de um composto contendo fósforo com um álcool monovalente e um pol iol ..· 2e rrocesso para a preparaçao de Izquxbos- rstw.rdado~ res de acordo com a reivindicação 1, caracterizado por a quantidade do componente C> ser de Ο,ΘΙ a ©,1% em dbso. V> 3s. -acesso para a preparação ae um 1 íquxoo recaraa-- dor caracterizado por d componente C> ser uma mistura de ésteres ácidos de ácido fosfórico, a qual foi obtida por reacção de óxido de fésforo-v com uma mistura constituída por um álcool monavalente e por um alcanopoliol com 2 a 12 átomos de carbono s 2 a 6 grupos hidroxi, mantendo-se uma razão molar de óxido ds fósforo-—V s álcool monovalente s alcanopoliol de 1 s 2 s 4/n', em que n'significa o número de grupos nidroxi na molécula de alcanopoliol, ou um excesso estequiométrico dos componentes alcoólicos, processo esse em que se misturam ou amassam os componentes licâ
Claims (2)
- reacglo a uma tem pe r a tu r a de c 0 rc a de 0 a 12©°C5 nsussíilís c.íizi humidade na pCeSSTtCa Q0 UM qa.S Í ner te duran te cerca de 1 a 6 horas R1 *o- C CHOCHO) H í 8 > é. Xz 4 í em que R. é H ou CH., p-lÍO , - R e um rad x ca 1 a í, q u x 1 o u. oíb l a 12 -â tusisos de carbono., e em que s signxti ca um número de 0 a 13, com um alcanopoliol de fórmu la 9 V-iCí- l 1 "V"l \ — í Xí í 0 ·. i ιϋ % Wtlj—j .· ^ wE 2 \ í ; em que f significa um número da i ã ‘d? ou de fórmula 10 J :.L / (10) é B ou CH._ e q s i π n i fica Ufíí nÔlHE? ~0 de 1 a â 1*3 e 8 E s x.en— So flf 018.Γ CS8 ÓK ido 08 fósforo—V ã a X ct 30I monova 10^- te 3 alcanopoliol de 1 s 2 s 4/n'sem que n' significa o número de grupos hidroxi na molécula de alcanopoliol, ou um excesso este— quiométricô dos componentes alcoólicos, processo esse em que se u . - Processo t~' "* tra a j prep a -~ açlo de um 1 i qui do re tarda— dor ca rac ter izado por o COÍT sponen te C ser uma mi scura Q8 é steres é.ci dos de ác ido fosfóric D ? a qua' l fo X obtida por rea.cc 8.0 de ó κ ido de f às for o~V com uma mis tur _a cont — 4“ ·? 4· X i. UÍ da por um a x u-3 x HíOí iO valen™ te de f ór mui a 8 > R1 /misturam ou amassam oí de cerca de ΰ a 120°C, na ausfncia omponentes da reacçãc a uma temperatura de humidade e na oresença de um O W. S inerte durante t 5â = — proces- } dor ud acordo CCnTi U. íls S. car ac teri sado por o coí horas :· para. a preparação de um líquido retarda-ou. várias oas rsivinoxcsçoBs oe ia 4 = jonente ft) ser constituído, por compostos ds glicols seieccxonados entre o grupo constituído por glicóis, éteres monoalquílicos de glicol, éteres tíialqui1icos de glicol, formais de glicol, ésteres de ácido bórico de glicol e ésteres de ácido bórico de éteres monoalquílicos de glicol e o componente B) ser constituído por inihidores, seleccionados entre o grupo constituído por alquilaminas, cicloalquilaminas, alcanolaminas, ácidos monoc-arhoxi licos s seus sais de metais -alcalinos, ácidas dicarboKílicos © seus sais de metais alcalinos, sais de metais-alcalinos dos ácidos carbónica, fosfórico e molibdénica, tria-sóis, i mi d a sói s e também seleccionados entre os- compostos aromáticos an tio;·; idan tes „ óâ« - Processo para a preparação de um líquido retardador de acordo com uma ou várias d-as reivindicações de la 4, caracterizado por o componente A) ser constituído, por compostos de glicol, seleccionados entre o grupo constituído por glicóis de fórmula í 1 K ” j H0-<CH2£H0)k-H (1) j em que R* é H ou CH? e na cadeia polialcoxileno também é H e CR-.- •J e x significa um número de 1 a 8, por éteres monoalquílicos de glicol Λ. %s ^ ϊ· l ;- R"0—<CHOCHO) -H y () em que R"" è H ou ChL, R._ é C.j-C.-.-alquilD s e na cadeia polisicoxileno também á H v siqniíica um número de 1 a 6U por éteres dialquílicos de glicol de fórmula 3 R42 R “fQ~ (CH„CH0') em que R ‘ έ H ou CH-, e na cadeia polialcoxileno também é H e CH-,.5 Rc- é C., -Cí(-alquilo,, R, é C<-Cfl-alquilo e :·: sianifica um número de i a fa .i por formais de glicol e fórmula 4 R *O-<CH^CH^O) -CH0-< OCH^CH^)^-OR ί 4) u em que- R-, ê C,~C„-alqu.ilo, hU é C,~u,,-alquilo e m sianifica um t i 4 · b i 4 número de i a 4S por ésteres de ácido bórico de glicol de fórmula. 5 ER90-(CH„CK,0> 3,-B í 5) •J em que Ro è Ci-t-j.—alquilo e a significa um número de 1 a è-5 e por ésteres de ácido bórico de éteres monoalquílicos de qiicol dí fórmula & -31-s . xs V Λ OCH_ CH„OCH _CH .-.0 - ώ I Fi1 w0- (CHoCH„0). -B B-(0CH.,CR,i_-0R j'-. JC* 0CH^CH^0CHoCHo0 I em que R^ é C, X -C4-aln número de 1 a 6 e c si por o componente B) se sn t r e mi_u s o— , di — Q trí em cada gru [ po a IquilOj ϊ„ .. é C--C .—alquilo, b significa li s. um número de i a 6= e 18 S w.LíÍBLJS· QS L. d Γ~ L'l U.ÍH ios 3ΠΟ por alcanolaminas de fórmula... 12 CH,nCH~ (CH-- 5 . —OH 1 ã R ~ u em que R1"" ê H ou CH_t., d significa, o número Θ5 1 ou
- 2, HJ €2-0.,.-.-alquilo ou um radical de fórmula i X Ci H, R >12 —UH>" CH— (CH-~>) j^“UH em que e d tim os significados 1 ”7 sxqnifiçado de R~’“, por ácidos Cnr~C4n-monocarboxí 1 icos e seus sais de metais ales! •J à O nos, ácidos dicarboKí 1 icos de fórmula HQ0C-CCH--.);,.--CG0H, em que u li — -v x . a dignifica de 4 a ϊθ5 sais de metais alcalinos dos ácidos carbéni.™ cof fosfórico e molibdénico e por triasóis-5 imidazóis e compostos aromáticos antioxidantes do grupo dos fenóis3 bifenáis, cresáis* quinolxna e naftilamina» - Processo para a preparação de um líquido retardador de acordo com uma ou várias das reivindicações de 1 a 6, caracterizado por o componente B) ser constituído por inibidores saleccionados entre grupo constituído por mono—5 di— e trialquil-aminas com í a 18 átomos de carbono em cada grupo alquilo. por alcanolaminas de fórmula / 12 H. Cí 1 / \ 14 R ' 1 O em que Fré H ou CH-y-j tí sign C,- •C, o- •alquil o ou um radical i J. W 1 o R "" C / 5 ifica o número €>5 1 ou 2.·, RA de fórmula r,12 em que K e d fim os significados atrás Λ , r, 14 , Γ S i £i XO055 0 K ι_0(Π □ significado ΓΊ 0 R13, e por tris zé is ,.· 8â„ - Pro cesso para a prepar ação de um líquido retarda- dor de acordo com uma ou várias das Γ 0 JL vindicaçSes de 1 a 7, carscterizado por o c omponente B) Β0Γ* constituído por umaquan tidade de Θ 51 a 1 ‘ί·1 it em -peso rs 1 a x. z iu 1 . VdHiSfn J__. ι_ζ~ âu |J iJ=í'qr-Q do 1: Lquida reta rdador, I~“t p. - Pro CS o para a pi -ep Β.Ϊ ac-Se OB um 1 íqui H-t L:.... ref tarda- dor ob acordo com um a ou vária s da S rei v ind icaç Ses de 1 a 8, cara cterizada por 0 r OíTí ponente B / SSf r cor? st I. ‘Lu :Í-dO por ir sib: Ldores seleccionados entre qrupo constituído por mono—^ dx— e trialquxl CH.-.CH- (CH.-,) _.~0H sL UI 0Ã-5 ... R -sm '14 i ou 2, R‘" ê H, sns que R1'1” á H ou CH_.., d significa o número Φ, C , - C0 - a 1 q u. i I o ou uns radical de fórmula 1 o r*\ λ ”L"Hí-i UK—· C CH.-,) t t“OH -12 em que R“*· e d t'ê:m os J-f T significado de Ρ“'-\ numa quantidade de €4.5 a 8% em e LQni*í ICcídGB SlTá': s f? 1 4 USíiii U np«;n. a por trissóis numa quantidade de «3,θ 1 a 0,5% em peso relativa-mente ao peso do liqs.iido retardador.. Lisboa, 24 de Abril de 1.99: amxnas com . 8 á. t Ο ίΠ o S d s em cada grupe.· aiguilor. I por alcanolaminas de fórmula K >12J. PEREIRA DA CRUZ Agente Oficial da Propriedade Industrial RUA VtCTOR CORDON, 10-A 3.» 1200 LISBOA
Applications Claiming Priority (1)
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DE4013243A DE4013243A1 (de) | 1990-04-26 | 1990-04-26 | Gegen metallkorrosion inhibierte bremsfluessigkeiten auf der basis von glykolverbindungen |
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PT97459A PT97459A (pt) | 1992-01-31 |
PT97459B true PT97459B (pt) | 1998-08-31 |
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PT97459A PT97459B (pt) | 1990-04-26 | 1991-04-24 | Processo para a preparacao de liquidos retardadores a base de compostos de glicol inibidos de modo a evitar a corrosao dos metais |
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EP (1) | EP0454110B1 (pt) |
JP (1) | JP2925038B2 (pt) |
DE (2) | DE4013243A1 (pt) |
DK (1) | DK0454110T3 (pt) |
ES (1) | ES2058980T3 (pt) |
IE (1) | IE65470B1 (pt) |
PT (1) | PT97459B (pt) |
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US5851962A (en) * | 1992-08-18 | 1998-12-22 | Ethyl Japan Corporation | Lubricant composition for wet clutch or wet brake |
EP0622444B2 (en) * | 1992-08-18 | 2003-10-22 | Ethyl Japan Corporation | Use of inorganic phosphorus compounds as friction improvers in wet clutch or wet brake lubricant compositions |
AU693624B2 (en) * | 1994-12-09 | 1998-07-02 | Exxon Chemical Patents Inc. | Oil soluble complexes of phosphorus-containing acids useful as lubricating oil additives |
DE19546856C1 (de) * | 1995-12-15 | 1997-06-26 | Hoechst Ag | Testverfahren für hydraulische Flüssigkeiten auf der Basis von Glykolen und Glykolborsäureestern bezüglich Niederschlagsneigung |
US6074992A (en) * | 1999-02-02 | 2000-06-13 | Union Carbide Chemicals & Plastics Technology Corporation | Functional fluid compositions |
DE10117647A1 (de) * | 2001-04-09 | 2002-10-17 | Basf Ag | Hydraulische Flüssigkeiten mit verbessertem Korrosionsschutz |
US8188016B2 (en) | 2003-07-08 | 2012-05-29 | Ntn Corporation | Lubricant composition and bearing using same |
JP2009507938A (ja) * | 2005-07-01 | 2009-02-26 | ダウ グローバル テクノロジーズ インコーポレイティド | 低粘度機能液 |
US20080182770A1 (en) * | 2007-01-26 | 2008-07-31 | The Lubrizol Corporation | Antiwear Agent and Lubricating Compositions Thereof |
WO2010053639A1 (en) * | 2008-11-07 | 2010-05-14 | Dow Global Technologies Inc. | Low viscosity functional fluids |
JP5851911B2 (ja) * | 2012-03-29 | 2016-02-03 | シーシーアイ株式会社 | 作動液 |
PL237249B1 (pl) * | 2018-02-27 | 2021-03-22 | Przemyslowy Inst Motoryzacji | Olej ochronny |
AU2020343995B2 (en) * | 2020-04-23 | 2022-03-03 | Clariant International Ltd | Low viscosity functional fluid composition |
JP7373474B2 (ja) * | 2020-08-25 | 2023-11-02 | 出光興産株式会社 | 潤滑油組成物 |
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GB1230781A (pt) * | 1967-04-13 | 1971-05-05 | ||
FR2101027A1 (en) * | 1970-08-10 | 1972-03-31 | Naphtachimie Sa | Aqs hydraulic fluid - contg polyoxyalkylene ether - phosphate and amine base has improved lubrication |
US4141938A (en) * | 1976-10-07 | 1979-02-27 | Hoechst Aktiengesellschaft | Production of acid orthophosphoric acid ester mixtures |
DE2756747A1 (de) * | 1977-12-20 | 1979-06-28 | Basf Ag | Korrosionsschutzmittel |
DE2926269A1 (de) * | 1979-06-29 | 1981-01-15 | Hoechst Ag | Hydraulische fluessigkeiten |
DE2941419A1 (de) * | 1979-10-12 | 1981-04-23 | Hoechst Ag, 6000 Frankfurt | Verwendung sauerer phosphorsaeureester oder deren salze als mittel zur verhinderung der korrosion von metallen |
DE2945094A1 (de) * | 1979-11-08 | 1981-05-21 | Hoechst Ag, 6000 Frankfurt | Hydraulische fluessigkeit mit verbesserten eigenschaften |
-
1990
- 1990-04-26 DE DE4013243A patent/DE4013243A1/de not_active Withdrawn
-
1991
- 1991-04-24 JP JP3094270A patent/JP2925038B2/ja not_active Expired - Fee Related
- 1991-04-24 PT PT97459A patent/PT97459B/pt active IP Right Grant
- 1991-04-25 DE DE9191106665T patent/DE59100117D1/de not_active Expired - Fee Related
- 1991-04-25 EP EP91106665A patent/EP0454110B1/de not_active Expired - Lifetime
- 1991-04-25 DK DK91106665.2T patent/DK0454110T3/da active
- 1991-04-25 ES ES91106665T patent/ES2058980T3/es not_active Expired - Lifetime
- 1991-04-25 IE IE138891A patent/IE65470B1/en not_active IP Right Cessation
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JP2925038B2 (ja) | 1999-07-26 |
EP0454110B1 (de) | 1993-05-19 |
PT97459A (pt) | 1992-01-31 |
EP0454110A1 (de) | 1991-10-30 |
IE911388A1 (en) | 1991-11-06 |
IE65470B1 (en) | 1995-11-01 |
JPH04227690A (ja) | 1992-08-17 |
DE4013243A1 (de) | 1991-10-31 |
DE59100117D1 (de) | 1993-06-24 |
ES2058980T3 (es) | 1994-11-01 |
DK0454110T3 (da) | 1993-11-22 |
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